My Office's Listings
Some or all of the listings below are provided by the Westport office.
$10,950,000 (USD)
Westport Area Single Family Home
Active
5 Fraser Road Westport, CT 06880
6 Bed
10 Baths
8639 sqft
MLS# 122508
Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!
Listing Courtesy of GREENWICH MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$7,500,000 (USD)
Greens Farms Area Single Family Home
Active
8 Loretta Court Westport, CT 06880
6 Bed
9 Baths
9576 sqft
MLS# 24156057
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. Taxes to be finalized after CO issued.
Listing Courtesy of SMART MLS / Listed By: Lianne Owen, Coldwell Banker Realty
$6,999,999 (USD)
Compo Beach Area Single Family Home
Active
32 Narrow Rocks Road Westport, CT 06880
6 Bed
9 Baths
1883 sqft
MLS# 24145296
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$6,495,000 (USD)
Long Lots Area Single Family Home
Active
5 Baldwin Place Westport, CT 06880
6 Bed
8 Baths
9062 sqft
MLS# 24172743
New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence spans 9,062 sq. ft. with 6 bedrooms and 8 bathrooms, showcasing exceptional craftsmanship, thoughtful design, and high-end finishes throughout. A private elevator in the home enhances both convenience and long-term livability. At the heart of the home, a designer kitchen is complemented by a fully equipped scullery, offering a discreet secondary workspace for catering, entertaining and daily organization-an increasingly sought after feature in today's luxury homes. Outdoor living is equally impressive, with a resort-style saltwater pool and integrated spa, automatic safety cover, expansive covered and open-air patios, and an outdoor kitchen, designed for sophisticated entertaining. The property also offers ample space for a tennis court and guest house, further elevating its estate-like appeal. Additional highlights include a full-house generator, EV charging outlet, and the signature craftsmanship and attention to detail that define a Westport Family Homes build. A masterfully built home - designed to impress, built to last, and created for an exceptional lifestyle.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$5,980,000 (USD)
Hunt Club Area Single Family Home
Active
21 Sturges Commons Westport, CT 06880
6 Bed
9 Baths
3158 sqft
MLS# 24063050
NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet private cul-de-sac with an inground pool. The first floor features open living spaces throughout including an oversized custom kitchen with breakfast area, family room, office, living room, dining room, mudroom & two half baths. The second floor offers a luxurious expansive primary suite with 2 large walk-in closets & a spalike bath, plus 4 additional ensuite bedrooms and a laundry room. The lower walk out level includes an additional family room, gym, bedroom with a full bath. The finished third floor contains an additional playroom or office plus a half bath. This is an exceptional residence by the most sought after craftsman who consistently builds each masterpiece with ingenuity and integrity. Minutes to the train, beach, shops, schools & more.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$5,925,000 (USD)
Saugatuck Area Single Family Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24163899
Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$5,650,000 (USD)
Long Lots Area Single Family Home
Active
8 Pleasant Valley Lane Westport, CT 06880
7 Bed
9 Baths
1462 sqft
MLS# 24172635
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,599,000 (USD)
Coleytown Area Single Family Home
Active
5 West Branch Road Westport, CT 06880
6 Bed
9 Baths
6455 sqft
MLS# 24178890
Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$5,000,000 (USD)
Long Lots Area Single Family Home
Pending
6 Twin Circle Drive Westport, CT 06880
6 Bed
7 Baths
6166 sqft
MLS# 24168601
Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$4,999,000 (USD)
Compo Beach Area Single Family Home
Active
7 Pond Edge Road Westport, CT 06880
4 Bed
6 Baths
5729 sqft
MLS# 24172774
Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$4,495,000 (USD)
Coleytown Area Single Family Home
Active
21 Lockwood Circle Westport, CT 06880
6 Bed
7 Baths
6611 sqft
MLS# 24158946
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,199,000 (USD)
In-Town Area Single Family Home
Active
32 Webb Road Westport, CT 06880
8 Bed
9 Baths
6863 sqft
MLS# 24167975
Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite bedrooms and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. Multiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access. Zoned for Saugatuck Elementary and Staples High School. A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$4,100,000 (USD)
Old Hill Area Single Family Home
Active
48 Woodside Avenue Westport, CT 06880
6 Bed
6 Baths
1853 sqft
MLS# 24164137
A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$4,000,000 (USD)
Long Lots Area Single Family Home
Active
20 Fresenius Road Westport, CT 06880
7 Bed
9 Baths
7105 sqft
MLS# 24176785
We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$3,975,000 (USD)
Lower Weston Area Single Family Home
Active
48 Kettle Creek Road Weston, CT 06883
5 Bed
8 Baths
1427 sqft
MLS# 24169304
NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.
Listing Courtesy of SMART MLS / Listed By: Thomas "Tom" Kelley, Coldwell Banker Realty
$3,900,000 (USD)
N/A Area Single Family Home
Active
76 Lords Highway Weston, CT 06883
6 Bed
11 Baths
9974 sqft
MLS# 24151746
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$3,795,000 (USD)
East Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 24163499
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, with just a short walk to Sandy Beach, Sprite Island Yacht Club and the Shorehaven Country Club. Custom features and 9-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath with an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. All this within minutes of Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,795,000 (USD)
Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 124602
Public open houses 12-3pm on Sat. 4/11 and Sun. 4/12. Welcome home to the Gold Coast of Norwalk. Location, space & timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set in Norwalk's coveted Shorehaven neighborhood, with just a short distance to Sandy Beach and the Sprite Island boat launch. Custom features and 10+foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. Full house generator in place. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips as well as dining and social areas. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,595,000 (USD)
Beach Area Single Family Home
Pending
349 Beach Road Fairfield, CT 06824
5 Bed
5 Baths
4192 sqft
MLS# 24175220
349 Beach Road is the kind of home that instantly slows the pace of life - where mornings begin with walks to the beach, afternoons are spent by the pool beneath coastal skies, and evenings gather naturally around the warmth of the fire. Just moments from Fairfield's shoreline, the home offers a lifestyle that feels both relaxed and effortlessly elevated. Thoughtfully reimagined over time, the residence blends timeless character with refined modern living. Extensive updates and renovations completed throughout the past five years have elevated nearly every corner of the home while preserving its historic soul. Sunlight pours through open gathering spaces designed for connection and entertaining, while exposed antique beams, heart pine floors, and multiple fireplaces create warmth and authenticity throughout. The expanded kitchen serves as the heart of the home - a place for lingering dinners, holiday traditions, and everyday moments that feel special. Outside, the grounds feel private and resort-inspired, framed by mature landscaping and lush laurel plantings, with seamless indoor-outdoor flow to the newly added pool, stone terraces, and beautifully designed outdoor spaces. Whether hosting summer gatherings after a day by the water or enjoying quiet evenings under the glow of landscape lighting, every space was designed for effortless living. 349 Beach Road captures the feeling of coastal Fairfield living at its most timeless, comfortable, and inviting.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,375,000 (USD)
South Wilton Area Single Family Home
Active
16 Middlebrook Lane Wilton, CT 06897
5 Bed
11 Baths
8670 sqft
MLS# 24178405
Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$3,350,000 (USD)
Greens Farms Area Single Family Home
Active
221 Greens Farms Road Westport, CT 06880
5 Bed
6 Baths
5789 sqft
MLS# 24171950
THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival home has undergone thoughtful renovations over the years to preserve and enhance its character. The main residence features 5 Bedrooms and 6.5 Baths with a well-planned layout for today's lifestyle. High ceilings, oversized windows, finely detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent improvements include a new cedar wood roof on both the house & barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of over 50 acres of protected meadows and fields with a deed that prevents further development. A rare opportunity to continue the legacy of this historic property. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$3,275,000 (USD)
Greenfield Hill Area Single Family Home
Active
111 Golden Pond Lane Fairfield, CT 06824
5 Bed
8 Baths
8279 sqft
MLS# 24175561
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit. Exceptionally livabl
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,149,000 (USD)
Lower Weston Area Single Family Home
Active
214 Good Hill Road Weston, CT 06883
7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$2,850,000 (USD)
In-Town Area Single Family Home
Pending
24 Washington Avenue Westport, CT 06880
4 Bed
4 Baths
3430 sqft
MLS# 24175092
There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous, their light beautiful through Anderson architectural-grade windows. Then comes the turn- into the 2013 addition, where a stunning chef's kitchen anchors a family room that opens through French doors onto a covered deck. Beyond it, a private landscaped backyard unfolds like a secret: lush, park-like, deeply planted and utterly your own. An outdoor shower with hot and cold water, a detached two-car garage, gravel driveway and an automated irrigation system make it as effortless as it is beautiful. Upstairs, the primary suite earns its name- spacious bedroom, sitting room, a spa bath, place to exhale. Three additional bedrooms, each with the soul of the original house, share a handsome hall bath.A finished third-floor now features two versatile offices and a full bath, offering flexible space ready for your next chapter. New roof, siding insulation, 4-zone A/C, sewer and water mains from 2013. 4300 SF set on .39 acres of one of Westport's most sought-after residential streets -walking distance to town.This home exudes charm and is completely, confidently, move -in ready.
Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty
$2,799,000 (USD)
Saugatuck Area Single Family Home
Active
299 Saugatuck Avenue Westport, CT 06880
4 Bed
6 Baths
4854 sqft
MLS# 24169465
*THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 3PM MONDAY 6/1/26*Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach brings you to the grand double-door entrance lined with windows and into a vaulted ceiling foyer. The interior captures gorgeous light all day through walls of glass & numerous skylights. The floor plan is an entertainer's dream, accommodating groups large or small in refined surroundings. The living and family rooms each have floor-to-ceiling stone fireplaces and glass doors to the rear deck. The DR has a picture-perfect view across the property. Gourmet E-I-K w/Wolf gas cooktop, Sub Zero ref/frz, Viking double ovens, pantry, center island w/seating & a breakfast area enhanced by scenic views. An adjacent sunroom transitions the space out to the deck. Two half baths complete this level. The airy atmosphere continues up front & rear stairs to the 2nd level, beginning w/a grand primary suite w/priv sitting rm, king-size BR w/pool view balcony, vast dressing rm & two lux baths. Three addl' BRs have double clsts & two full baths. Fin LL w/rec rm, office, storage. Enjoy a porch that leads to the pool/spa. 3 car garage, generator.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,790,000 (USD)
Coleytown Area Single Family Home
Active
56 Charcoal Hill Road Westport, CT 06880
5 Bed
3 Baths
2552 sqft
MLS# 24161256
A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$2,695,000 (USD)
Valley Forge Area Single Family Home
Active
52 Valley Forge Road Weston, CT 06883
2 Bed
3 Baths
2254 sqft
MLS# 24167448
Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$2,500,000 (USD)
Long Lots Area Single Family Home
Active
28 Bulkley Avenue North Westport, CT 06880
5 Bed
5 Baths
3917 sqft
MLS# 24168651
Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$2,450,000 (USD)
Greenfield Hill Area Single Family Home
Active
3808 Redding Road Fairfield, CT 06824
4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,450,000 (USD)
Compo South Area Single Family Home
Pending
171 Compo Road South Westport, CT 06880
4 Bed
5 Baths
3800 sqft
MLS# 24168078
Tucked away in a peaceful, private setting, Hidden Ledge offers the best of Westport living in an ideal Saugatuck/Compo location. This stunning brand-new 4-5 bedroom home combines thoughtful design, quality craftmanship, and effortless access to the area's most loved destinations. Walk along sidewalks or bike the designated bike routes to Compo Beach, Longshore, Saugatuck, downtown shops, acclaimed restaurants, the train, library and Westport's coveted Levitt pavilion. Designed and built by local HOME Design Build, this 3800 SF residence features a clean, timeless aesthetic with an abundance of light thanks to its southern and western exposures. Every detail has been carefully curated, from vertical channel accents, Visual Comfort Lighting and Thermador appliances to the wide-plank white oak floors, custom closets and over-sized Marvin windows. A must-see home in the heart of one of Westport's most desirable locations. #171 Compo Rd. S is one of two NEW Constructions currently being built on a private rear parcel set back from Compo Rd. S. offering city water, sewer and buried power lines. ** The driveway will be maintained jointly by both 171 & 169 Compo Rd. S. As permitted, the property has been organized as a land condominium to allow for the 2 New Constructions to be sold separately.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$2,199,000 (USD)
Long Lots Area Single Family Home
Pending
24 Burr School Road Westport, CT 06880
5 Bed
5 Baths
3380 sqft
MLS# 24172330
***SUBMIT ALL OFFERS BY 3PM MONDAY MAY 11***Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.
Listing Courtesy of SMART MLS / Listed By: Julia Broder, Coldwell Banker Realty
$1,975,000 (USD)
Old Hill Area Single Family Home
Active
5 Tanglewood Lane Westport, CT 06880
4 Bed
3 Baths
1953 sqft
MLS# 24120677
Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and distinctive architectural details. The dramatic living room features a soaring beamed cathedral ceiling, fireplace, and oversized windows, while a central butler's pantry connects seamlessly to the dining room with its own fireplace and adjacent wine area. The sunlit gourmet kitchen offers customized cabinetry, a professional gas range, and a banquette dining area. The comfortable family room has a third fireplace. The flexible 4-bedroom layout includes a serene primary suite with a luxurious bath, soaking tub, separate shower, and walk-in closet. Additional bedrooms are spacious, including one with a private sitting area. Outdoor living is enhanced by multiple patios, including a covered space perfect for dining beside the pool. Enjoy close proximity to Earthplace, town, schools, train, and shopping.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$1,779,000 (USD)
N/A Area Single Family Home
Active
28 Old Orchard Drive Weston, CT 06883
5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,775,000 (USD)
Lower Weston Area Single Family Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24171415
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$1,699,000 (USD)
Old Hill Area Single Family Home
Active
2 Grassy Plains Road Westport, CT 06880
4 Bed
4 Baths
1849 sqft
MLS# 24176436
*SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights giving a bright airy feel throughout. At the heart of the home is a stunning chef's kitchen equipped with high-end stainless steel appliances. The open dining area is perfect for feasts with family. Sliders leading to multiple decks make indoor-outdoor living seamless. Relax in the inviting living room with a cozy fireplace, or entertain outdoors on the expansive deck overlooking lush lawns. Retreat to the primary suite that boasts a newly renovated spa-like bath. Two additional bedrooms & full bath complete this level. The lower level offers a family room, perfect for movie nights, as well as office built-ins to WFH. A playroom/rec space, plus a fourth bedroom and full bath, make an ideal setup for guests, in-laws, or au pair. Step outside to your resort-like oasis featuring a stunning, sun-drenched saltwater pool and cabana with bar & Sonos - summer entertaining perfection! Energy efficient with Tesla Solar Roof, newer mechanicals and a generator give peace of mind.
Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty
$1,697,000 (USD)
Weston Area Single Family Home
Active
166 Godfrey Road East Weston, CT 06883
4 Bed
5 Baths
4448 sqft
MLS# 24176595
Set back on 3.6 landscaped acres along a quiet country road, this exceptional contemporary offers rare privacy, sun-drenched interiors and easy access to Weston Center and top-rated schools. Designed for entertaining and everyday living, this home features soaring ceilings, dramatic walls of glass, an open floor plan and serene views of a tranquil pond and manicured grounds. A gracious entry opens to an expansive living room w/ fireplace and oversized windows, flowing into the dining room w/ sliders to multiple decks ideal for outdoor dining and relaxation. The kitchen offers s/s appliances, granite countertops, an informal dining area w/ access to an oversized deck overlooking the level yard. The adjoining family room, wrapped in glass and anchored by a fireplace, provides a warm gathering space w/ a seamless indoor-outdoor flow. The MAIN LEVEL PRIMARY SUITE is a private retreat w/ deck access, peaceful views and spa-like bath w/ soaking tub and separate shower. A dedicated office w/ custom built-ins and private entrance offers the ideal work-from-home setting. The upper level has a versatile loft which leads to 3 spacious bedrooms, 2 full baths and a charming hidden loft w/ built-ins. The full footprint lower level features a finished gym, full bath, family room and a guest area, plus substantial unfinished space for storage or future customization. The flexible living spaces, resort-like grounds and recent updates, makes this distinguished Weston residence move-in ready!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$1,599,000 (USD)
North Madison Area Single Family Home
Active
420 Summer Hill Road Madison, CT 06443
4 Bed
3 Baths
4022 sqft
MLS# 24172058
Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true highlight of the location is its close proximity to Chatfield Hollow State Park-just minutes away-offering scenic trails, a picturesque pond, and year-round outdoor enjoyment. Inside, the home features over 4,000 square feet of living space with generous room sizes, a functional layout, and abundant natural light. Multiple living and entertaining areas provide flexibility for today's lifestyle. The unfinished walk-out basement with high ceilings presents an exceptional opportunity to expand-ideal for a home gym, media room, or additional living space tailored to your needs. The expansive grounds offer endless potential for outdoor living, creating the opportunity for a true private retreat in a sought-after shoreline community. Experience the scale, light, and setting for yourself -schedule your private showing today!
Listing Courtesy of SMART MLS / Listed By: Adriana Radu, Coldwell Banker Realty
$1,550,000 (USD)
Greenfield Hill Area Single Family Home
Active
4041 Redding Road Fairfield, CT 06824
5 Bed
4 Baths
4202 sqft
MLS# 24169234
Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with wood-burning fireplace. Access to the covered porch & open deck extends the living space outdoors. The kitchen is functional & welcoming, with a center island, gas range, wall oven, microwave, warming drawer, ample storage, & a dining area for everyday meals. The dining room sits between the kitchen & living spaces, with a bay window overlooking the rear yard. Upstairs, the primary suite offers a private balcony, spa-like bath, large walk-in closet plus two additional closets, & a spiral staircase connection to the main level. Four additional bedrooms include a Jack & Jill bath and hall bath, along with second-floor laundry. Finished lower level with flexible space and unfinished storage. Attached 3-car garage and detached 2-car garage. Enjoy the space and privacy that define Greenfield Hill, with convenient access to Fairfield's town center, Westport, Weston, and Easton, all within approximately a 15-minute drive.This location offers a balance of quiet surroundings and everyday accessibility.
Listing Courtesy of SMART MLS / Listed By: Lori Auerbach, Coldwell Banker Realty
$1,550,000 (USD)
High Ridge Area Single Family Home
Active
28 Walnut Ridge Lane Stamford, CT 06905
4 Bed
5 Baths
4164 sqft
MLS# 24178549
Welcome to 28 Walnut Ridge Lane, nestled within a desirable enclave of newer homes on a private cul-de-sac, just minutes to vibrant downtown Stamford. Built in 2005 and spanning 4,164 square feet, this exceptional 4 bedroom, 3 full bath, 2 half bath home impresses with soaring ceilings, rich hardwood floors, and floor-to-ceiling windows that flood the main level with natural light. Elegant fixtures, freshly painted interiors, and an open, airy layout create an effortlessly polished feel throughout. The classic center hall Colonial welcomes you with a formal living room and elegant dining room. The recently renovated chef's kitchen features quartz countertops, a glazed tile backsplash, professional appliances, and a seated breakfast bar island, opening seamlessly to a breakfast area and family room. Step out to the deck for effortless outdoor entertaining. Upstairs, the primary suite offers a walk-in closet and spa-like en suite. Additional bedrooms are generously sized, one with its own en suite and two sharing a Jack and Jill bath, plus a custom cabinetry laundry room. The finished lower level offers over 1,000 square feet of living space including a rec room, gym, office, and possible fifth bedroom. Outside, one of the largest and most private backyards in the enclave awaits, beautifully proportioned for entertaining and play, and complete with a fire pit. New York City is just 48 minutes by train, with effortless access to Stamford's finest dining, shopping, and everything
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$1,475,000 (USD)
Old Hill Area Land
Active
50 Sylvan Road North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24151295
NEW SITE PLAN MAKES THIS BETTER THAN EVER ! DREAM YOUR TOMORROW. The most discerning buyers seeking land to build a custom home should closely examine this improved land opportunity. No other land offers this package in sought-after Westport: - Nestled in prestigious Old Hill and convenient to the town hub - Minutes-to-train, I-95 and Merrit Parkway - Deed Restrictions that prevent yet another oversized and stark "white-box-style" spec-construction - Pristine, dry flat 1+ acre without wetlands or noise pollution of highways and trains - Connection to Town history This park-like acre is just inside the original gates still hanging on the entry posts of the 1928 Arthur Whiteside Estate at 50 Sylvan North. This land was once the welcoming gateway into the 25-acre estate owned by business titan Whiteside who founded the commercial credit rating firm of Dun & Bradstreet and perfected a system whereby a client could receive an accurate report on a business's credit rating within an astonishing 2 minutes of a call. Whiteside's original 1920's Tudor home remains visible in the distance on Lot #2 where the Sellers of Lot #1 will continue in residence as your next-door neighbor. Discreet buyers who see beyond the "BIGGER is Better" mentality in so much of our town's 7000sf+ new construction will revel in the beauty and life-long sustainability of a meticulously-crafted home under-5000sf and celebrate this proposition. New England's reputation for understated elegance leaves
Listing Courtesy of SMART MLS / Listed By: Martha Eidman, Coldwell Banker Realty
$1,375,000 (USD)
Downtown North Area Single Family Home
Pending
17 Loren Lane Westport, CT 06880
4 Bed
3 Baths
1560 sqft
MLS# 24168495
Move right into this beautifully updated 4-bedroom, 2.5-bath home ideally set on a fabulous flat property in one of Westport, CT's most desirable walk-to-town neighborhoods. Located on sought-after Loren Lane, this inviting residence offers the perfect blend of comfort, function, and everyday lifestyle just minutes from Main Street, top-rated schools, Metro North train, Compo Beach, and Longshore Club Park. Inside, sun-filled living spaces are anchored by a charming wood-burning fireplace, while the updated kitchen opens seamlessly for daily living and entertaining. A fabulous oversized den provides exceptional living space for relaxing, gathering, or play, and the mudroom with direct garage access adds the practical convenience today's buyers love. The finished lower level delivers outstanding flexibility with dedicated gym space, private home office, and additional room for recreation, media, or storage. Upstairs, four spacious bedrooms offer comfortable accommodations, while the thoughtful floor plan creates an easy flow for modern living. Outside, the level yard is ideal for entertaining, play, and outdoor enjoyment. Rarely does a move-in ready home offer this combination of updated interiors, flexible living space, flat property, and true walk-to-town convenience close to Westport's vibrant downtown shopping, dining, library, parks, beaches, and all this exceptional coastal town has to offer.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$1,349,000 (USD)
Compo South Area Single Family Home
Active
186 Compo Road South Westport, CT 06880
3 Bed
4 Baths
2047 sqft
MLS# 24178015
Tucked behind a tall fence flanked by stone pillars, this customized contemporary home feels like a private hideaway, but less than 5 minutes to town, schools, beach and train. Looking for one level living? That can be easily accommodated here with a sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first floor Primary Bedroom with a full Bath. Several french doors are strategically placed to access the oversized deck that spans the length of the rear of the house, and there is a staircase leading to the picturesque backyard. Upstairs you will find the 2nd Bedroom with vaulted ceiling, skylights and a full Bath which can easily be used as a Studio or Office. The finished walk-out lower level offers the 3rd Bedroom and full Bath plus a large flex space for a Playroom, Recreation Room or whatever suits you. There is a Mudroom that connects the house to the 2 car Garage, and above the Garage is a large unfinished space that is approximately 22X24. So much to love about this wonderful property.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$1,349,000 (USD)
Lower Weston Area Single Family Home
Coming Soon
6 Adams Way Weston, CT 06883
5 Bed
4 Baths
2773 sqft
Welcome to this picture-perfect 5-bedroom, 3.5-bath home with exceptional curb appeal, set down a quiet lane with just one other home, within walking distance to Weston Center & its award-winning schools. From the moment you arrive at the circular driveway, framed by classic stone walls & beautifully maintained grounds, you know you've found something special. The traditional floor plan offers elegance and comfort, featuring a living room w/gas fireplace, formal dining room, & beautifully appointed kitchen w/custom cabinetry, granite & quartz countertops, island, newer stainless appliances, and dining area. The vaulted great room, w/wood-burning fireplace and custom built-ins, flows seamlessly from the kitchen, creating the true heart of the home-perfect for everyday living and effortless entertaining. Doors from the dining room and great room open to a spacious two-tiered deck, ideal for outdoor dining, relaxing, and hosting gatherings. Upstairs, you'll find 4 bedrooms and 2 full baths, including the ensuite primary retreat featuring a stunning bathroom and walk-in closet. An updated hall bath serves the additional three bedrooms, and the conveniently located upper-level laundry adds everyday practicality. The finished walk-out lower level adds even more versatility with a gym, 5th bedroom & full bath, ideal for an au pair, in-laws, or guests. From here, step out to a patio overlooking the gorgeous park-like level yard-a rare & sought-after feature in Weston. Welcome home!
Listing Courtesy of SMART MLS / Listed By: Kathleen O'Connell, Coldwell Banker Realty
$1,329,000 (USD)
In-Town Area Single Family Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24158630
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,150,000 (USD)
Beach Area Single Family Home
Pending
120 South Pine Creek Road Fairfield, CT 06824
3 Bed
3 Baths
1694 sqft
MLS# 24169350
This partially renovated Colonial-style Cape is ideally situated on a level, fully fenced lot just shy of a quarter acre in Fairfield's highly desirable Sasco neighborhood. Offering a perfect blend of charm, space, & modern updates, this move-in ready home is designed for both comfortable living and easy entertaining. The main level features a spacious eat-in kitchen w/ sliders that open to a wraparound deck-perfect for indoor-outdoor gatherings. A welcoming living room w/ gas fireplace creates a cozy centerpiece, while a private office provides flexibility for remote work or quiet retreat. The original fourth bedroom has been thoughtfully opened up to create an inviting den & expanded entertaining space. Upstairs, the primary suite is a standout, boasting soaring 12-foot ceilings, a private balcony, a dressing area, and an ensuite full bath. Two additional bedrooms share a second full bathroom, offering ample space for family or guests. Added highlights include an oversized 2-car garage via a breezeway-large enough to accommodate several vehicles-plus a full, dry basement and large storage shed. Recent updates such as a new roof and hot water heater add peace of mind, while energy-efficient zoned mini-split systems provide year-round comfort.Enjoy an unbeatable location just a short walk or bike ride to South Pine Creek's parks, playground, par-3 golf, tennis, town center, and train station-make this home a rare opportunity to experience the best of Fairfield living
Listing Courtesy of SMART MLS / Listed By: Robert "Bob" Travers, Coldwell Banker Realty
$1,150,000 (USD)
Lordship Area Single Family Home
Active
44 Washington Parkway Stratford, CT 06615
4 Bed
3 Baths
2136 sqft
MLS# 24143445
Your coastal retreat, nestled along the stunning shoreline of Lordship with beautiful water views. Step inside to discover a spacious, light filled home with an open floor plan that invites both comfortable everyday living and effortless entertaining. The main level features a seamless flow between the between the living room, dining area, and kitchen, along with a versatile bedroom or home office. an added luxury is the elevator, providing effortless to the first level. Glass doors open to a large deck where you can relax and enjoy the tranquil coastal scenery. Upstairs, you'll find a generous primary suite along with two additional bedrooms and a well-appointed bath. Outdoors, the property offers a private landscaped yard, a cozy fire-pit area, a large patio, and two car garage. Ideally located just moments from Short Beach, Lordship Beach, Russian Beach sand the spectacular Stratford Point Lighthouse, this home offers the best of shoreline living. Golf enthusiasts will love being minutes Short Beach Golf Course and Mill River Country Club, two of Stratford's most popular courses. Enjoy year-round beach events, walk to nearby restaurants, and embrace a vibrant coastal lifestyle-whether you're seeking a full-time residence, a beach retreat, or a strong investment opportunity (including Airbnb potential).
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$1,095,000 (USD)
Marvin Beach Area Single Family Home
Active
7 Elliott Street Norwalk, CT 06855
4 Bed
2 Baths
1685 sqft
MLS# 24172092
Welcome to Magical Marvin Beach-where waterfront living is a year-round lifestyle! Spend summers swimming, kayaking, and paddle boarding across three private neighborhood beaches, or take advantage of the members-only marina just steps away for effortless boating access. The community truly comes alive with sunset beach gatherings, movie nights, and a full calendar of seasonal events including an Easter Egg Hunt, Fourth of July parade and BBQ, Steak & Lobster dinners, Ice Cream Socials, Halloween festivities, and holiday celebrations with Santa and caroling. This charming circa 1923 Colonial has been thoughtfully expanded to offer both character and modern comfort. Set on an oversized lot, the property features a private backyard with lush gardens and deck overlooking the grounds. The two car garage has an attached shed. Inside, on the main level there is a living room, dining room, den or home office, eat in kitchen and mudroom. The home offers four bedrooms and a full bath on the second level. A partially finished basement provides excellent storage and flexible space. Ideally located with easy access to the Metro-North train, I-95, and the vibrant dining and shopping scenes of East Norwalk and SoNo. Nearby recreational amenities include Ludlow Park with a pickleball court, basketball courts, ball fields, and playground. A short walk to Calf Pasture Beach and Taylor Farm Dog Park. A rare opportunity to enjoy coastal living in one of Norwalk's most desirable communities.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$999,000 (USD)
Coleytown Area Single Family Home
Pending
22 Fillow Street Westport, CT 06880
3 Bed
2 Baths
1266 sqft
MLS# 24176711
For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods where the setting still feels personal, connected, and timeless - a true neighborhood close to town, schools, the train, and the beach. From here, you are just minutes to downtown Westport, approximately 10 minutes to the Westport train station, about 10 minutes to Compo Beach, and only minutes to Coleytown Elementary School. The home has been lovingly owned by one family since new and features hardwood floors throughout, wonderful natural light, and quality construction that has stood the test of time. Mechanicals recently updated. The .40-acre property is spacious, pretty, and full of possibility. Whether you envision updating the existing home, designing a larger residence, or adding outdoor entertaining spaces, this property offers flexibility in a location that is hard to duplicate. 22 Fillow Street is more than a house - it is a chance to continue a Westport tradition and enjoy a lifestyle defined by neighborhood, convenience, beach, town, train, and community.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$949,900 (USD)
Lower Easton Area Single Family Home
Active
78 Sturbridge Road Easton, CT 06612
4 Bed
3 Baths
2982 sqft
MLS# 24163056
Set on a quiet cul-de-sac, this light-filled contemporary home offers privacy, space, and a functional open layout. Living and dining areas open to decks and patios, creating seamless indoor-outdoor flow. The kitchen features Poggenpohl cabinetry, granite countertops, a Sub-Zero refrigerator, and Bosch range and dishwasher, and opens to a two-story family room with fireplace and balcony overlook. A second-floor landing provides flexible space for a study or office. The primary bedroom includes a skylight with a remote-controlled shade for light control and privacy, and access to a sunroom-ideal as a seasonal sitting area or relaxation space. Finished basement offers space for play, study, or recreation. Major 2025 upgrades include a new roof with new decking, ice & water shield, and premium 30-year architectural shingles, along with driveway stone walls and front steps/deck with solar lighting. Additional improvements include a tankless water heater for on-demand, continuous hot water (2024). Hunter Douglas window treatments add a touch of quality throughout. Convenient lower Easton location close to schools and with easy access to commuting routes.
Listing Courtesy of SMART MLS / Listed By: Jonathan Deak, Coldwell Banker Realty
$949,000 (USD)
Westport Area Single Family Home
Pending
7 Lincoln Street Westport, CT 06880
4 Bed
3 Baths
1443 sqft
MLS# 24170020
Nestled in one of Westport's most sought-after in-town neighborhoods, 7 Lincoln Street offers a rare opportunity to own a home that has been lovingly maintained and quietly cherished for more than five decades. Just moments from the Saugatuck River, vibrant Main Street, Saugatuck Village, train to NYC, Compo Beach. Easy access to local schools without a car or bus. This property delivers a lifestyle defined by convenience, connectivity, & coastal charm. The home showcases enduring pride of ownership, w/beautiful landscaping that creates a sense of calm and welcome from the moment you arrive. Inside with natural light filled windows, wood floors, exposed brick, stainless appliances. A finished loft 3rd floor with large skylights opening to fresh air and view of the sparkling river. One car garage, driveway with space for two cars. Inviting natural wood front porch and a fenced in yard with private spaces for entertaining and relaxing under a gazebo for casual living. A versatile floor plan supports today's living needs as a single family home with the opportunity of a top two-floor legal accessory apartment - perfect for extended living, guests, or income-producing potential. Whether you envision moving right in, updating to make it your own, creating something entirely new, or just investing, the possibilities here are undeniable. Opportunities like this - a valuable combination of charm, ideal location, well cared for, with multiple use potential- rarely come to market.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$949,000 (USD)
Stepney Area Single Family Home
Active
104 Cutlers Farm Road Monroe, CT 06468
4 Bed
4 Baths
3296 sqft
MLS# 24175102
Thoughtfully maintained and move-in ready, this 4-bedroom Colonial features newly refinished hardwood floors, fresh interior paint, and over 3,200 square feet of living space designed for both comfortable daily living and entertaining. The sun-filled interior includes an eat-in kitchen, formal dining room, private den, spacious family room with fireplace, and flexible upper-level bonus/media space. Outside, the property feels like a private retreat. Mature landscaping, expansive lawn space, and a swimming pool create an ideal setting for summer entertaining, quiet mornings, or evenings spent outdoors. Located just minutes from Wolfe Park, Great Hollow Lake, Monroe's Rail Trail system, shopping, dining, and commuter routes, the home offers rare access to both nature and convenience. Enjoy nearby hiking trails, pickleball, kayaking, biking, and some of Monroe's most loved outdoor recreation amenities-all while coming home to privacy and space. A rare opportunity to enjoy move-in ready living in one of Fairfield County's most nature-connected communities.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$925,000 (USD)
East Norwalk Area Condo
Active
100 Seaview Avenue 4F Norwalk, CT 06855
2 Bed
2 Baths
1448 sqft
MLS# 24122289
PENTHOUSE LEVEL DIRECT WATERFRONT VIEWS in one of East Norwalk's most coveted waterfront enclaves, this residence offers an exceptional frontrow vantage point over Long Island Sound and the harbor. An expansive balcony becomes your private perch for sweeping water views, glowing sunsets, and cooling summer breezes. Inside, an open kitchen leads to the dining area and through to the incredible living room with a wall of glass to the terrace. An office/den area also has inspiring views. The primary BR suite also has glass doors to the balcony and signature views. A large dressing rm w/ abundant closet space plus en-suite bath adds to the appeal. The 2nd BR has built-ins, good closet space and an accompanying full bath. The lifestyle is enhanced by a waterfront heated pool, marina, promenade, and a gathering room ideal for hosting friends and neighbors. From this location, you can stroll or bike to beaches, train stations, local shops, highly-rated restaurants, the dog park, the SoNo Collection anchored by Bloomingdale's and Nordstrom, and the Maritime Aquarium. Quick access to I95 and the Merritt makes commuting effortless-NYC is just 50 miles away. The secured building includes elevators, a storage room, and a reserved carport space. A rare opportunity to enjoy the best of Fairfield County's coastal lifestyle. This is an exceptional opportunity to enjoy multi-million dollar views and amenities at a popular price point.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$925,000 (USD)
Redding Center Area Single Family Home
Pending
6 Winding Brook Court Redding, CT 06896
5 Bed
3 Baths
3104 sqft
MLS# 24173873
**Final offers due by Monday 5/18 at 5pm** Tucked at the end of a cul-de-sac down a long private driveway, 6 Winding Brook Ct offers the rare balance of quiet living and everyday convenience. Surrounded by mature landscaping and nature, this classic 5-bedroom Colonial captures the warmth and character so many buyers are searching for, while still being just minutes to Georgetown's restaurants and cafes and Redding schools. Built in 1971 and thoughtfully designed for both gathering and retreat, the home features beautifully scaled living spaces filled with warmth and charm. The inviting living room centers around a traditional wood-burning fireplace, while the spacious family room-with its dramatic fieldstone fireplace-serves as the heart of the home. Just beyond, a screened-in porch offers the perfect setting for morning coffee, al fresco dining, or quiet evenings listening to the sounds of nature. The eat-in kitchen offers a layout that comfortably supports modern living, flowing naturally into the home's gathering spaces. A dedicated office/library lined with built-ins creates an ideal work-from-home or reading retreat, while the dining room strikes the perfect balance between classic and comfortable.
Listing Courtesy of SMART MLS / Listed By: Jessica "Jess" Christ, Coldwell Banker Realty
$899,900 (USD)
Nichols Area Single Family Home
Pending
22 Round Ridge Trail Trumbull, CT 06611
4 Bed
3 Baths
2837 sqft
MLS# 24174589
Welcome home to 22 Round Ridge Trail - an inviting retreat nestled on a gorgeous, flat acre lot in the desirable Nichols neighborhood of Trumbull. Meticulously cared for by its second owners, this home features over 3,100 square feet of living space, 4/5 bedrooms and 2.5 baths, this Energy Star certified home truly has it all. Step inside to soaring 9-foot ceilings on the first floor, hardwood floors throughout & freshly painted interiors that feel bright & move-in ready. The beautifully remodeled kitchen features refinished cabinets with a professional lacquer finish, abundant storage, a new cooktop, wall oven & convection oven/microwave - a dream for any home chef. The spacious primary bedroom offers a peaceful sanctuary & just across the hall is a large, versatile room perfect as an office - or easily converted into a 5th bedroom or nursery. With 2 full & a half bath, morning routines are a breeze. Cozy up by the pellet stove on chilly evenings or step outside through the brand-new patio door (2026) to your own private backyard. The flat, expansive yard is a rare find - ideal for play, gardening or relaxing. The charming screened-in garden area features cedar raised garden beds perfect for growing fresh vegetables season after season. Perfectly situated in Nichols, enjoy a leisurely stroll to Pinewood Lake while top-rated schools, shopping & major commuter routes are all just minutes away. This is the one you've been waiting for - welcome home to 22 Round Ridge Trail.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$895,000 (USD)
Nichols Area Single Family Home
Pending
244 Strobel Road Trumbull, CT 06611
3 Bed
4 Baths
2875 sqft
MLS# 24132332
Welcome to 244 Strobel Road - a one-of-a-kind Trumbull residence that perfectly balances space, lifestyle, and location. Privately set on a wooded lot with deeded Pinewood Lake rights, this 4,075 sq ft expanded Colonial has some beautiful updates with endless potential for more. Discover 3 bedrooms and 3.5 baths with a thoughtfully designed layout ideal for everyday living and entertaining. The main level features sun-filled living and dining spaces, hardwood floors, and a first-floor en-suite bedroom with radiant heated floors-perfect for guests or multi-generational living. The kitchen, also with radiant heat, opens seamlessly to the dining area for effortless flow. Step outside to a brand-new composite deck overlooking a peaceful, wooded backdrop. Below, a patio with a screened-in porch extends the living space, creating the perfect spot for relaxing or entertaining. The walk-out lower level impresses with vaulted ceilings, a second kitchen, and bar area, offering flexibility for gatherings, extended family, or a private in-law suite. Car enthusiasts will love the five-car garage, a rare find, with room for vehicles, storage, boat, or a workshop. A dedicated home office and cedar closet add comfort and functionality. Located in one of Trumbull's most desirable neighborhoods, this home offers easy access to award-winning schools, parks, shopping, major commuting routes, and Pinewood Lake for swimming, kayaking, and year-round recreation.
Listing Courtesy of SMART MLS / Listed By: Christine Struble-Nirmaier, Coldwell Banker Realty
$895,000 (USD)
Marvin Beach Area Single Family Home
Pending
10 Elliott Street Norwalk, CT 06855
4 Bed
2 Baths
1514 sqft
MLS# 24173075
Welcome to 10 Elliott Street, where classic 1924 Colonial charm meets the ease of coastal living in Norwalk's coveted Marvin Beach neighborhood. Just moments from the water, this home invites a lifestyle defined by morning walks along the shoreline and relaxed afternoons at home. Thoughtfully and meticulously maintained by the same owner for over 53 years, it offers a rare sense of care and continuity. The inviting exterior, warm interior spaces, and overall condition reflect true pride of ownership. Move right in and enjoy, or personalize over time-either way, this is an opportunity to become part of a close-knit waterfront community known for its charm and convenience.
Listing Courtesy of SMART MLS / Listed By: Linda Dunsmore, Coldwell Banker Realty
$874,959 (USD)
Lordship Area Single Family Home
Active
190 5th Avenue Stratford, CT 06615
6 Bed
4 Baths
4514 sqft
MLS# 24144678
Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances & granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens & inground pool. There is a spacious FR w/ sliders & direct access to the deck, pool & a conveniently located 1st floor laundry. An office/bedroom, full hall bath & a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms & hall bath w/the 2nd laundry hook-up. An impressive primary bedroom w/ distant water views has a full bath w/ spa-like tub & separate shower. An inviting retreat w/ sitting areas & walk-in closet. There is even a full basement w/ a variety of uses. The owners have done significant improvements in recent years-exterior painting & wood repairs as well as front porch & back decks 10/25, Installation of HW floors between 3/25 and 10/25, new C/A and furnace 2nd floor 7/25, new roof 5/25, new windows '21-'23 &new pool liner 2021.Enjoy!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$859,000 (USD)
North Stamford Area Single Family Home
Active
320 Ingleside Drive Stamford, CT 06903
3 Bed
3 Baths
2314 sqft
MLS# 24166711
Set in the North Stamford neighborhood near the New Canaan line, this vintage Colonial offers character in a peaceful, private setting. Enjoy seasonal views of Laurel Reservoir from this well maintained and thoughtfully updated home. The remodeled kitchen showcases recent stainless-steel appliances, a greenhouse window and an adjacent powder room. The kitchen is open to a generous breakfast and seating area, complete with sliders leading to a deck overlooking private surroundings. A large formal dining room and inviting living room, both with beamed ceilings and built-ins, provide comfortable living spaces with a striking two-sided stone fireplace with gas inserts. The upper floor has three bedrooms plus a sunny office. The spacious primary bedroom has an ensuite bath and walk-in closet. The third/largest bedroom could also be suitable as a family room. Hardwood floors run throughout the home, enhancing its warmth and appeal. A favorite unique feature is the screened-in porch with a stone floor, connected to the home and perched above the two-car garage-a special multi season retreat for entertaining or relaxing. Additional highlights include perennial gardens, stone patio, four-zone heating, whole house generator and paved off-street parking. This very special property combines privacy, convenience, and classic New England style in an unbeatable location.
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$800,000 (USD)
Shorefront Park Area Single Family Home
Pending
10 Shorefront Park Norwalk, CT 06854
3 Bed
1 Baths
1444 sqft
MLS# 24172453
A very special offering, this fully-renovated gem is a rare opportunity to live in the coveted Shorefront Park waterfront community! A quiet neighborhood of 80 homes where seasonal gatherings are held at the two private waterfront parks owned by the community association. Stroll to the "beach lot" and enjoy a spectacular sunrise over the water every morning. Store and launch your kayaks at the "boat lot", just a short walk from your home. The South Norwalk Boat Club and marinas along Water Street are just outside the neighborhood. When you're not enjoying the water, there is so much to explore in South Norwalk! Power walk to the new Woodward Park pickleball courts. Head into SoNo for brunch or dinner or to the South Norwalk Metro North station for a trip into NYC. Wander to the soon-to-be-developed Manresa Island Park which will offer walking trails and 1.75 miles of public waterfront access. A year-round vacation lifestyle can be yours! Just bring your furniture, move in and enjoy. This is one of the largest lots in Shorefront Park so there is room to expand, if desired.
Listing Courtesy of SMART MLS / Listed By: Linda Dunsmore, Coldwell Banker Realty
$795,000 (USD)
Southport Area Land
Active
844 Mill Hill Terrace Fairfield, CT 06890
Bed
0 Baths
0 sqft
MLS# 24167494
This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England colonial, a modern coastal farmhouse - this land gives you the freedom to create exactly what you want. Please see attachments - regarding upgrades etc. Half +/- of the lot has been cleared - potential purchaser can clear more if they desire at their expense. Lot has been staked.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$749,000 (USD)
East Norwalk Area Single Family Home
Active
2 Marvin Street Norwalk, CT 06855
3 Bed
2 Baths
1152 sqft
MLS# 24169903
Seaside transformation opportunity: Located in the heart of a sought after beach community, this classic ranch-style home is waiting for its next chapter. Located just a short walk to the shores of Long Island Sound. Enjoy Calf Pasture Beach, Shady Beach, waterfront dining, family activities or just a relaxing day on the sand. This property offers the ultimate "walk -to -beach" lifestyle. Weather your looking for a rewarding DIY project or a potential high yield investment. This prime location ranch home is located outside of the flood zone with amazing expansion potential. Here is your chance to build equity in a coveted neighborhood. Short distance to several parks,dining opportunities and East Norwalk Train Station
Listing Courtesy of SMART MLS / Listed By: Peter Bondi, Coldwell Banker Realty
$710,000 (USD)
Tunxis Hill Area Single Family Home
Active
206 Sterling Street Fairfield, CT 06825
2 Bed
2 Baths
1229 sqft
MLS# 24156337
This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living and entertaining. The living room provides a relaxing retreat, while the adjoining office/sitting area offers a great work from home option. The lower level includes additional finished space, ideal for a playroom, gym, or media area, along with a separate laundry and mechanical room. Upstairs, the contemporary spa inspired bathroom features a ceiling mounted rainfall showerhead, creating a refreshing way to start your day and a relaxing place to unwind at night. Outside, enjoy landscaped gardens and fully fenced yard which is perfect for gatherings, pets, or play, and can be enjoyed from the patio or the large deck, accessible from both the kitchen and the sitting room's French doors.
Listing Courtesy of SMART MLS / Listed By: Sarah Callands, Coldwell Banker Realty
$707,000 (USD)
Sono Area Condo
Active
33 North Water Street 604 Norwalk, CT 06854
2 Bed
2 Baths
1392 sqft
MLS# 24163011
Welcome to the highly desirable, modern, mid-rise apartment building, "The Maritime", in an amazing SoNo Location! This bright, light filled, 2 Bedroom/2 Bath Condo is move-in ready. Floor to ceiling glass windows, open layout, generously sized rooms, bamboo floors, contemporary Kitchen w/new dishwasher and microwave, Pantry with California Closet system, Laundry, Dining Area and Living Room w/sliders to Private Balcony. This unit has some of the best water views in the building! Luxury building amenities include: Gym, TV, Rec Room w/Pool Table, Common Room w/Kitchen and Parking. Set on a tree lined street, yet just steps to train, shopping, restaurants, water, Maritime Aquarium and SoNo Mall. This condo provides the ultimate mix of convenience and coastal living!
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$699,900 (USD)
Center District Area Single Family Home
Pending
109 Sterling Road Trumbull, CT 06611
4 Bed
3 Baths
1562 sqft
MLS# 24171766
Welcome to 109 Sterling Road, a 4-bedroom, 2.5-bath home offering over 2200 square feet of thoughtfully updated living space in a sought-after Trumbull neighborhood. From the inviting front porch to the private backyard retreat, every space is designed thoughtfully for a relaxed, at-home lifestyle and a great place to entertain. Inside, the heart of the home is the stunning open-concept kitchen, renovated in 2022 with a large quartz island and gas cooking-perfect for gathering with family and friends. Hardwood floors span the main and upper levels. Just beyond, the screened-in porch becomes a favorite spot for relaxing evenings, whether watching TV or enjoying a cocktail while taking in the warm spring, summer, and fall air. Upstairs, four well-sized bedrooms include a primary suite with a newly updated bathroom (2026), along with a renovated full bath. The lower level offers additional living space, including a comfortable family room, a combined laundry and half bath, and direct access to the garage.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$699,000 (USD)
Stonybrook Area Single Family Home
Active
18 Old Kings Highway Weston, CT 06883
4 Bed
3 Baths
2427 sqft
MLS# 24177976
Incredible renovation opportunity or the perfect setting for a future rebuild/expansion in the heart of true Lower Weston within the coveted Stonybrook neighborhood. Set on a flat, private, and picturesque 2-acre lot, this charming bungalow/cottage offers endless potential in one of Weston's most sought-after lifestyle communities featuring private beach access, boating, tennis courts, playground, and walking trails. Filled with warmth and character, the original cottage-style architecture showcases timeless charm throughout. A standout feature is the signature family room with dramatic vaulted ceilings, creating a bright and inviting gathering space that captures the home's unique personality. With 4 bedrooms, 3 full baths, and over 2,400 square feet of living space, the property offers flexibility for both immediate enjoyment and long-term vision. The beautiful grounds provide exceptional privacy and ample room for a pool, gardens, outdoor entertaining, or future expansion. Whether you're looking to restore and enhance the existing charm or create your dream estate in premier Lower Weston, this is a truly special offering in an unbeatable location.
Listing Courtesy of SMART MLS / Listed By: Catherine "Cathy" McGee, Coldwell Banker Realty
$699,000 (USD)
East Norwalk Area Condo
Active
26 Cove Avenue Apt 3B Norwalk, CT 06855
2 Bed
2 Baths
1628 sqft
MLS# 24099304
Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$690,000 (USD)
Brookfield Center Area Single Family Home
Active
169 Whisconier Road Brookfield, CT 06804
4 Bed
2 Baths
3360 sqft
MLS# 24176617
Historic Colonial home circa 1787, known as "The Chamberlain Inn," proudly listed on the National Historic Registry and located in the heart of Historic Brookfield Center. Set on over 2 picturesque acres, this timeless property is filled with character and charm featuring high ceilings, large rooms, wide plank flooring, original stone hearths and two wood burning stoves. Updated kitchen with island, large walk-in pantry and beautifully updated bathrooms blends modern convenience with historic appeal. In addition, the main level offers a library with built-ins and paneled walls, formal living room, formal dining room, family room with wood burning stove, office or primary en-suite bedroom. Upstairs features spacious bedrooms filled with warmth and charm. Enjoy the peaceful setting from the side porch or back patio overlooking the beautiful property with barn and seasonal pond. A rare opportunity to own a remarkable piece of history. Short walk to Brookfield library and Williams Park.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$680,000 (USD)
Monroe Area Single Family Home
Active
148 Cross Hill Road Monroe, CT 06468
3 Bed
2 Baths
2130 sqft
MLS# 24171474
Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25
Listing Courtesy of SMART MLS / Listed By: Sarah Callands, Coldwell Banker Realty
$660,000 (USD)
Stratford Area Multi-Family Home
Active
1581 West Broad Street Stratford, CT 06615
5 Bed
3 Baths
2990 sqft
MLS# 24178794
Rare opportunity to own a true three-family home in Stratford, within walking distance to the train station and just minutes to I-95 corridor. The first floor features two bedrooms, a full bath, a kitchen, a dining room, and a living room. The second floor offers a similar layout with two bedrooms, a full bath, a kitchen, a dining room, and a living room. The third unit offers two bedrooms, a full bath, kitchen and living room. The property also includes a full basement with ample storage space and a shared washer/dryer area. Two-car detached garage. This is an estate sale being sold as-is and subject to probate approval.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$625,000 (USD)
Cranbury Area Townhouse
Active
3 Valley View Road 23 Norwalk, CT 06851
2 Bed
3 Baths
1440 sqft
MLS# 24175042
Tucked away in the sought-after Kingswood complex, this updated Georgian-style townhouse offers privacy, convenience, and exceptional commuter access just 0.25 miles from Merritt 7 train station. Set against a peaceful wooded backdrop, this move-in-ready home features cherry hardwood floors throughout and extensive owner updates, including the HVAC system, kitchen, and primary bath. The renovated kitchen boasts white cabinetry, textured quartz countertops, gas cooking, and a stylish coffee/wine bar. Sliding doors lead to a private deck perfect for outdoor dining and relaxation. The open main level features a dining area overlooking the spacious living room with a fireplace. Upstairs, the primary suite offers a beautifully updated bath with a glass-enclosed shower and a large walk-in closet, while a full hall bath serves a second bedroom. The lower level includes a built-in garage with interior access and flexible bonus space ideal for a home office, gym, or storage. Additional features include Ethernet wiring, smart thermostat, smart lighting, wireless security system, assigned parking, visitor parking, and access to the in-ground pool. Convenient to SoNo, the Norwalk River Valley Trail, Merritt Parkway, Route 7 Connector, and I-95.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$550,000 (USD)
Grasmere Area Townhouse
Pending
118 Berwick Avenue 118 Fairfield, CT 06825
3 Bed
3 Baths
1800 sqft
MLS# 24159890
Nearly new! Turnkey end-unit townhouse built just five years ago, ideally located at the end of a quiet cul-de-sac and less than one mile to the Metro-North train station. This beautifully maintained home offers an open layout and modern finishes throughout, making it an excellent opportunity for low-maintenance living in sought-after Fairfield. The main level features a bright, open floor plan designed for everyday living and easy entertaining. The kitchen flows seamlessly into the living and dining areas and is equipped with quartz countertops and tiled backsplash, stainless steel appliances including a gas range, as well as a center island with breakfast bar with seating and sliders that lead to a private deck. Upstairs, the spacious primary suite includes an oversized shower and a large walk-in closet, while the convenience of second-floor laundry makes daily routines effortless. With its end-unit location offering additional light and privacy, this modern construction 3-bedroom, 2.5-bath end-unit townhouse offers 1,800 square feet of living space and close proximity to Fairfield's Metro-North station and provides the perfect combination of comfort, convenience, and location. ADDED BONUS! Plenty of visitor parking! An excellent opportunity to enjoy everything Fairfield has to offer! Make it yours today!
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$479,000 (USD)
Stratford Area Single Family Home
Pending
365 Roosevelt Avenue Stratford, CT 06615
4 Bed
2 Baths
1736 sqft
MLS# 24176644
Welcome to this beautifully updated home, thoughtfully designed for both everyday living and effortless entertaining.The open-concept layout creates a seamless flow between living spaces, offering an inviting atmosphere for gatherings large & small.This home features four bedrooms, including a convenient main-level bedroom, & two full bathrooms, providing flexibility & comfort for a variety of lifestyles. A complete renovation in 2013 introduced a modern aesthetic, highlighted by a stylish kitchen with granite countertops, stainless steel appliances, & counter seating-perfect for casual dining & conversation.The spacious living & dining rooms are ideal for hosting, while French doors lead to a Trex deck, extending your living space outdoors.Overlooking a generous backyard with a fire pit & storage shed, this area is perfect for relaxing evenings or lively entertaining.Upstairs,you'll find three additional bedrooms & a full bath, including an expansive primary suite with cathedral ceiling, cozy sitting area, & walk-in closet. Additional highlights include hardwood floors throughout, energy-efficient natural gas heating & hot water, solar system for reduced utility costs, newer windows, doors & siding,a walk-out basement offering abundant storage,an oversized driveway w/ample parking,& a sophisticated Vivint security system.Enjoy access to beaches, concerts, dining & more.This is a home where comfort, convenience & community come together-offering a truly special place to live.
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$475,000 (USD)
Ridgefield Area Townhouse
Pending
570 Danbury Road 16 Ridgefield, CT 06877
2 Bed
2 Baths
1328 sqft
MLS# 24166359
HIGHEST AND BEST OFFERS DUE SUNDAY 4/19/26 5PM. Tucked within the setting of Village at Ridgefield, this thoughtfully updated townhouse offers a rare balance of space, privacy, and proximity to everything that makes Ridgefield so desirable. Set in a small, quiet community with a distinctly residential feel, life moves at a more comfortable pace-yet downtown, dining, and parks are just moments away. Spanning three levels, the home is designed for both everyday ease and effortless entertaining. The main floor features an open layout where the kitchen, dining, and living areas flow seamlessly, extending to a private deck-perfect for morning coffee or relaxed evenings. Upstairs, two spacious bedrooms offer a quiet retreat, including a primary with two large closets. A full bath with tub and shower, plus a full-size washer and dryer on this level, keep daily living simple-adding to the home's turnkey appeal. The finished lower level provides flexible living space, ideal for a home office, media room, or guest overflow, while a private attached garage adds convenience and storage. Recent updates elevate the home throughout, including a renovated kitchen, refinished floors, and newer mechanicals and appliances. Surrounded by well-kept grounds and a charming community gazebo, this is easy, low-maintenance living in one of Ridgefield's most quietly appealing enclaves-where space, setting, and location come together.
Listing Courtesy of SMART MLS / Listed By: Gabriela "Gabby" Gould, Coldwell Banker Realty
$435,000 (USD)
North End Area Single Family Home
Pending
165 Douglas Street Stratford, CT 06614
2 Bed
1 Baths
1008 sqft
MLS# 24138609
Welcome to effortless one-level living in this super sweet and sunny 2-bedroom gem, where comfort meets harmony in all the right ways. The inviting living room is anchored by a cozy brick fireplace with custom mantel -perfect for chilly nights or a stylish focal point all year round. The fully applianced galley style kitchen with granite counters offers both efficiency and charm, and there's even a pantry for added storage, as well as an easy flow into the dining area. Sliders lead to a bright sunroom-ideal as-is or a perfect candidate for future expansion. Enjoy the convenience of an attached garage, a full unfinished basement with endless possibilities, and a fenced-in yard ready for play, pets, or your next garden project. Light, bright, and ready for you, this home is packed with value and waiting for its next chapter with you.
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$399,950 (USD)
Shelton Area Townhouse
Pending
21 L Hermitage Drive 21 Shelton, CT 06484
2 Bed
3 Baths
1600 sqft
MLS# 24170494
Wonderful 2 bedroom townhouse located in sought after L'Hermitage complex. This unit is larger than it appears with an abundance of natural light. Large family room with vaulted ceiling and fireplace has sliders to a deck. Eat in kitchen is light and bright. Lots of closet space throughout the unit. The upper level has 2 bedrooom en suites. Second bedroom has full bathroom. Pulled down attic has tons of storage. The lower level can be used as a third bedroom, office or additional den. Hot water heater and furnace were replaced in 2019 and central air compressor was replaced in 2023. Property is being sold in As Is Condition.
Listing Courtesy of SMART MLS / Listed By: Sophia Maragos, Coldwell Banker Realty
$314,900 (USD)
Mid City Area Condo
Active
104 North Street 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24178815
Great Location & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking (46). Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$215,000 (USD)
Stratford Area Condo
Active
50 Birdseye Street 401 Stratford, CT 06615
1 Bed
2 Baths
1248 sqft
MLS# 24175653
Thank you for your interest in this property. We are requesting highest & best offers by 5/27 at 5pm. Welcome to #401 at Tide Harbor. This beautifully situated unit features a spacious balcony with vast views of the Housatonic River and Long Island Sound. The open floor plan offers a generous living and dining area that flows seamlessly into the kitchen, complete with marble countertops, stainless steel appliances, and space for either an eat-in area or island. The oversized primary suite includes; two closets, tranquil waterviews, and an updated Waterworks bathroom. An additional den provides flexible living space and could easily serve as a second bedroom, home office, or guest room to suit your needs. Interior has just been freshly painted. Tide Harbor amenities include a beautifully maintained courtyard and a party room with kitchen, ideal for entertaining. Additional conveniences include private basement storage for each unit, ample parking, elevator access to all floors, and easy access to shopping, dining, beaches, docks and I-95. Property is being sold in as-is condition.
Listing Courtesy of SMART MLS / Listed By: Jenny Walsh, Coldwell Banker Realty
$50,000 / mo (USD)
Saugatuck Area Rental Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24175448
Your Summer vacation, elevated. Walk to the train. Walk to dinner or coffee. Wake up to waterfront views. This isn't just a summer rental, it's the retreat you've been dreaming about. Sprawling across six bedrooms and nine baths, this gem was built for the art of summer living. Soaring 9ft+ ceilings, walls of natural light, and water views set the stage. The house was designed for entertaining with an open living room/kitchen/DR concept for mingling, with French doors opening to a beautiful covered wood patio. Not one, but two giant family rooms - one on the main level leads to the rear patio/yard, and one on the third floor complete with wet bar and bath. Outside, an elaborate covered patio spills into the lush landscaped backyard where a heated pool, spa, and slide await. The patio boasts an outdoor kitchen and a giant ceiling fan for cool summer cookouts. And for little ones...a secret playroom they'll never want to leave. Add a sauna and this is summer, perfected. Price is per month. Flexible dates available through labor day.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$48,000 / mo (USD)
Old Hill Area Rental Home
Active
17 Stonybrook Road Westport, CT 06880
5 Bed
6 Baths
5315 sqft
MLS# 24158601
This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters, and more). Custom kitchen/family room with marble counters, shiplap ceilings, a center island with breakfast bar, dining area, and a gas fireplace. Large barn doors from the family area lead to a formal living room that can be closed for quite time or opened for entertaining. The formal dining room, office, mudroom, and two half-baths are located on the first floor. A beautiful master suite with sitting area, x-large walk-in closet, and a luxurious marble bath is located on the second level. There are four additional bedrooms, one with en-suite bathroom and the other two sharing a Jack and Jill bathroom. Fifth bedroom are located on third level with full bath. Lower level is finished and offers over 1,800 square feet entertainment, pool, ping-pong, games, and fully equipped gym with bath. Backyard is fully fenced enjoy heated pool, covered porch with smart louvers that adjust with weather. Located right across "Earthplace," a nature preserve with lots of great walking trails, 62+ acres of open space, including a bird sanctuary, interpretive exhibits and nature inspired playground.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$22,500 / mo (USD)
Coleytown Area Rental Home
Active
15 Catamount Road Westport, CT 06880
4 Bed
5 Baths
3298 sqft
MLS# 24158373
Meticulously maintained Resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home in Move-in condition with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2007, includes the large gym (with 10' ceilings), full bath with separate steam and sauna, home office and walkout to pool through French doors. Newly and tastefully furnished Living Room, Den and Bedroom decoration. Wide planked hardwood flooring throughout. 4 large bedrooms including Primary Suite with balcony overlooking the glorious backyard and pool. Chef's kitchen stocked with everything you need plus all high end appliances. Butler's Pantry with wine storage. Cozy family room with fireplace, screened 3 season room, Dining Room, Living Room and Music Room with Kawai baby grand piano. World Class fitness room with state of the art Cardio equipment, free weights, and machine weights. Stone pool is among the largest in Westport with spa, stone waterfall and outdoor kitchen. Enjoy the Pool area all day long with gas lit Tiki torches. A one of a kind Property. Convenient to Town, Schools, Train , and all that Westport offers.
Listing Courtesy of SMART MLS / Listed By: Robert Appell, Coldwell Banker Realty
$15,000 / mo (USD)
Greens Farms Area Rental Home
Active
11 Guyer Road Westport, CT 06880
4 Bed
4 Baths
2005 sqft
MLS# 24171769
Nestled in the coveted Greens Farms neighborhood, this impeccably updated residence offers a refined rental experience with every detail considered. The chef's kitchen commands attention with a dramatic waterfall island and premium appliances, seamlessly transitioning from intimate dinners to sophisticated entertaining. Retreat to the generous primary suite, where a spa caliber bath, complete with soaking tub, rain shower, and bespoke double vanity, sets the tone for effortless relaxation. Outside, a resort-style pool and manicured grounds offer a private sanctuary. With coveted proximity to Compo Beach and Westport's finest dining and boutiques, this exceptional home is available for academic year, short-term, or winter occupancy.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
18 Danbury Avenue Westport, CT 06880
5 Bed
6 Baths
3148 sqft
MLS# 24160130
One week only including 2 weekends- price is for the week - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes in from Compo Beach. Have Breakfast at the beach and then take a dip in your private pool. July 18-July 26
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088530
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$14,000 / mo (USD)
Roseville/North Ave Area Rental Home
Active
20 Joann Circle Westport, CT 06880
5 Bed
4 Baths
3392 sqft
MLS# 24176505
Enjoy Summer in Westport CT. Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer evenings. The kitchen features custom cabinetry, stone countertops, a center island, and high-end Thermador appliances, complemented by a bay window that brings in abundant natural light. Next to the kitchen, the family room provides extra space for relaxation and entertainment. The lower level includes a versatile bedroom or office, a full bathroom, large pantry and substantial storage. This floor also has a large living room and playroom leading to a large stone patio, perfect for outdoor dining and activities. Upstairs boasts 3 additional bedrooms, including one with an en-suite. The primary suite is on a separate upper level, providing privacy and luxury with a vaulted ceiling, sitting area, large walk-in closet, and a deluxe bathroom featuring a hydro tub. Choose this home for your summer stay in Westport, where convenience meets quiet comfort! Available July and August 2026.
Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty
$13,000 / mo (USD)
Compo Beach Area Rental Home
Active
12 Danbury Avenue Westport, CT 06880
4 Bed
5 Baths
2274 sqft
MLS# 24165041
FABULOUS BEACH HOUSE! Winter/Academic/Summer rental start Sept.2026 AVAILABLE end of July through August 2026 (30K MONTH) Walk to BEACH. Exquisite architectural 3 story Nantucket Style beach home steps from the sands of Compo Beach. "The Seahorse" house was masterfully crafted by award winning Westport Architect Peter Cadoux and is featured on his website. It graced the cover of East Coast Magazine March/April 2012 as well. Stroll to the beach a few steps away then toast with friends on your rooftop deck facing the water! This impeccable home has outdoor porches, decks with water views , media room, fireplaces indoor and out allowing you to embrace the "Compo Beach Lifestyle" so highly coveted! Every detail is custom built. Gourmet kitchen , large leathered limestone counters, Wolf Range, hand built cabinets. Beautiful soft colors grace the walls of this beach house. Unique furnishings create a calm, interesting atmosphere, subtle seahorse images imbedded in staircases and starfish add a little whimsy. All bedrooms have historic paint, beautiful wood finishes and ensuite glass tile and marble bathrooms. Luxurious wood wraps walls and ceilings of 3rd level~ owners favorite . Finished like the cabin of a luxury yacht. Here you'll find desk area for working remotely ,wet bar, 4th bedroom, half bath and rooftop deck. Beach chairs available and outdoor shower. Owner would like their cleaning serv. to be used throughout lease at tenants expense.
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$12,500 / mo (USD)
Westport Area Rental Home
Active
1 Vineyard Lane Westport, CT 06880
4 Bed
6 Baths
4914 sqft
MLS# 24176979
Enjoy a convenient lifestyle at this centrally located well maintained Custom Colonial with a gorgeous pool and an expansive covered patio, fabulous yard, in the heart of Westport. Featuring an open spacious floor plan, gourmet kitchen with large center island leading to the dining room, family room and a dramatic two-sided floor to ceiling stone fireplace. Walls of glass open to the stone patio overlooking a private, fenced acre, in-ground pool, green house/barn. An office (or bedroom), full bath, powder room and game room complete the 1st floor. The 2nd floor includes a large primary suite plus 3 generously sized bedrooms (one currently an office) all en-suite. Minutes to all town amenities, train, shopping, beaches, schools.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$12,500 / mo (USD)
Westport Area Rental Home
Active
20 Grassy Plains Road 20 Westport, CT 06880
5 Bed
6 Baths
3888 sqft
MLS# 24172515
Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator services multiple levels, providing ease and accessibility throughout the home. The open-concept floor plan is enhanced by abundant natural light, soaring ceilings, and seamless indoor-outdoor flow. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and premium finishes, opening beautifully to the main living and entertaining spaces. Step outside to a spacious deck perfect for outdoor dining, relaxing, and entertaining guests. Thoughtfully designed with both elegance and practicality in mind, this home offers modern luxury, low-maintenance living, and exceptional comfort in a desirable location. Prefer lease terms of 2 years or longer. Perfect for those seeking a sophisticated lifestyle with a first-floor primary bedroom, elevator access, luxury finishes, open floor plan, and bright contemporary living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$10,000 / mo (USD)
Old Hill Area Rental Home
Pending
55 Kings Highway North Westport, CT 06880
3 Bed
2 Baths
1719 sqft
MLS# 24159366
This HIDDEN GEM is a recent Historic Preservation Award makeover of an early 1900's barn in-the-heart of Westport's sought-after Kings Highway Historic District. Nestled in one of the most picturesque in-town settings, the home's privacy will surprise you. In this quiet residence, wake up to a view of the red barn next door that was a speakeasy during Prohibition. The interior and exterior are accented with its authentic original barn beams; salvaged artifacts have been reused such as the barn door rails and horseshoes that re-attached the original rustic door to the front facade; and the fireplace from the early 1900s has its restored black wrought iron screens and andirons. Backyard privacy provides a tranquil view of an old-style fieldstone drywall. Here you will enjoy the best of the old, merged with the amenities of today.On the back porch, you can drop automated Phantom Screens at the press of a button on buggy evenings, and Sonos-connected speakers pipe your favorite music indoors and out wherever you entertain. PLUS: an ENERGY EFFICIENT HVAC system with TANKLESS water heater / GE Cafe-equipped stainless kitchen with wall ovens / NATURAL GAS HEAT AND 6-burner cooktop and vent hood / roomy walk-in closets and second floor storage room / mud-room/laundry with stainless steel sink / wall-mounted TVs in living room and both upstairs bedrooms / security system / outdoor grill / attached 2-car garage with EV charger and more walled storage.
Listing Courtesy of SMART MLS / Listed By: Martha Eidman, Coldwell Banker Realty
$10,000 / mo (USD)
Long Lots Area Rental Home
Active
14 North Avenue Westport, CT 06880
4 Bed
3 Baths
2496 sqft
MLS# 24168794
Classic colonial centrally located within Westport. Convenient to schools, Post Rd, shopping and beach. Large and bright bedrooms with Harwood floors. Natural gas and connected to town sewer. Finished walk-out lower
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$9,500 / mo (USD)
Coleytown Area Rental Home
Active
208 Bayberry Lane Westport, CT 06880
3 Bed
4 Baths
3692 sqft
MLS# 24169643
Discover the charm of this mid-century modern home, bathed in natural sunlight thanks to large windows that frame stunning views of the lush landscaping and nature outside. The updated kitchen boasts ample storage, including an updated laundry room/mudroom. The dining room features a wall of closets, perfect for storing linens and fine china. As you enter, you're welcomed by an open living room with floor-to-ceiling windows and a striking stone fireplace. Behind the fireplace, a cozy nook offers an ideal space for a home office. The newly paved driveway provides easy access to the property, adding to the home's private setting. With everything conveniently located on one floor, this home embodies the timeless elegance and functionality of mid-century modern design.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$9,500 / mo (USD)
Lower Weston Area Rental Home
Active
145 Lyons Plain Road Weston, CT 06883
4 Bed
5 Baths
3100 sqft
MLS# 24158367
Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, charming shops and Outdoor trails. Close to Metro North and Merritt Pkwy.
Listing Courtesy of SMART MLS / Listed By: Robert Appell, Coldwell Banker Realty
$8,800 / mo (USD)
Greens Farms Area Rental Home
Active
61 Hillandale Road Westport, CT 06880
3 Bed
2 Baths
1524 sqft
MLS# 24150954
AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$7,700 / mo (USD)
Greens Farms Area Rental Home
Active
24 Mills Street Westport, CT 06880
3 Bed
3 Baths
1634 sqft
MLS# 24178569
What makes this home truly unforgettable isn't just the thoughtful updates or timeless charm - it's the feeling of living here. Private, peaceful, and full of character, this special property offers the perfect balance of tranquility and convenience, just moments from everything that makes Westport one of Connecticut's most sought-after towns. Located in the heart of Greens Farms, the home features three finished levels with three bedrooms and three baths. Inviting living spaces include a living room with fireplace, formal dining room, and a sun-filled den. The bright kitchen offers a breakfast room, pantry, and sliding glass doors that open to the backyard, deck, and one-car garage - creating an easy indoor-outdoor flow ideal for everyday living and entertaining. The lower level adds exceptional flexibility with a playroom, home office, and laundry room. A private driveway provides ample parking, completing this centrally located and beautifully livable home. Minutes to Metro North Greens Farms Station.
Listing Courtesy of SMART MLS / Listed By: Sally Bohling, Coldwell Banker Realty
$6,100 / mo (USD)
Westport Area Rental Home
Active
135 Regents Park 135 Westport, CT 06880
2 Bed
4 Baths
1759 sqft
MLS# 24176028
Welcome to this bright and spacious 2-bedroom, 3.5-bath condo in one of Westport's most desirable communities! With nearly 2,700 sq. ft. across three levels, this rental offers comfort, style, and space in a peaceful, natural setting. The sun-filled main level features an open floor plan with a Living Room and Dining Room that both open to a wraparound deck-perfect for entertaining or relaxing among nature. The eat-in kitchen flows easily for everyday living. There is a half bath and a 2 car garage on this level as well. Upstairs, the generous primary suite includes a brand-new spa-like bath, while the second bedroom also enjoys its own private bath. The finished lower level adds wonderful flexibility, with sliders leading to a private patio plus a full bath. Enjoy southern exposure, tranquil views, and the convenience of a community pool and tennis court. Set in a quiet, private enclave just minutes from Westport's town center, beaches, and trains-this is easy living at its best!
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$6,000 / mo (USD)
Kent Area Rental Home
Active
47 Johnson Road Kent, CT 06757
2 Bed
2 Baths
1296 sqft
MLS# 24158577
Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downtown Kent, the cottage offers easy access to the town's charming restaurants, unique shops, and Kent School.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$6,000 / mo (USD)
In-Town Area Rental Home
Active
1 Woods Grove Road Westport, CT 06880
3 Bed
2 Baths
1545 sqft
MLS# 24169653
Convenient location close to town, shops, restaurants, the library and Levitte pavilion. This 3-bedroom ranch style home is on a level lot, on a cul de sac and there is a communal dock on the Saugatuck River at the end of the rd. Easy one level living and in town.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$5,750 / mo (USD)
Wildermere Beach Area Rental Home
Active
216 Broadway Milford, CT 06460
4 Bed
2 Baths
2046 sqft
MLS# 24169843
A direct waterfront home in desirable Wildermere Beach w/amazing unobstructed views of the Long Island Sound and direct beach access. This home offers an open floor plan & is the perfect furnished rental and thoroughly equipped w/ 4 bedrooms on the 2nd floor and laundry. The DR seats 10-12 people w/ additional 4 seats at the breakfast bar. Outdoor shower and electric car charger. C/A plus most rooms have ceiling fans. Basement, attic and closet on the 1st floor office is for owners' use only. Conveniently located near Walnut Beach, shops, restaurants and highways. No smoking in the house or on the property. The patio offers several dining areas perfect for entertaining! Pets are to be discussed on an individual basis. THE RENTAL TERM IS FROM 9/8/2026 TO 5/15/2027. Perfect for house hunters, people renovating their homes, or just trying out beach living!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$5,500 / mo (USD)
Coleytown Area Rental Home
Active
167 North Avenue Cottage Westport, CT 06880
2 Bed
2 Baths
1201 sqft
MLS# 24153517
Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation. Utilities are included.
Listing Courtesy of SMART MLS / Listed By: Brittany Strouse, Coldwell Banker Realty
$5,290 (USD)
Flax Hill Area Commercial Lease
Active
200 Connecticut Avenue 5D Norwalk, CT 06854
Bed
0 Baths
2645 sqft
MLS# 24162633
A fully furnished, plug-and-play suite designed for teams that mean business without the wait. Suite 5D at 200 Connecticut Avenue delivers 2,645 square feet of sophisticated, light-filled workspace on the fifth floor of Norwalk's premier Class A office address. Sweeping views of the Connecticut Gold Coast, flooding the suite with natural light from multiple exposures. The layout is purpose-built for a professional services firm of 10-20 people: a dedicated conference room for client meetings, a secondary meeting space for team sessions, a row of private executive offices, and an open cubicle bay for staff all finished and furnished, ready for your team on day one.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$5,250 / mo (USD)
Westport Area Rental Home
Active
14 Cross Highway D Westport, CT 06880
2 Bed
2 Baths
1165 sqft
MLS# 24173615
Stylish2 bedroom 2 full bath residence is totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
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