My Active Listings - Lori Popkin

$4,180,000 ^(USD)

Compo Beach Area Land

Sold

17 Bluewater Hill Westport, CT 06880

Bed

0 Baths

sqft

Spectacular flat 1.3 acres on the highest point in Westport with WATER VIEWS awaits! This magnificent private Bluewater Hill Association estate is nestled on the highest point in Westport on the end of a cul de sac, and is 100 ft above sea level provides a RARE opportunity to build a custom residence, and your Forever Home. The property is located a short distance from the waterfront on both Compo beach and Compo Cove. Perched atop the coveted enclave of Bluewater Hill, the property features endless water views with 1.3 acres of sweeping lawns with lush, specimen trees throughout. Prominent luxury home builder Milton Development, Beinfield Architecture and Fairbanks Architecture have collaborated on designs to create an exceptional custom beach estate with breathtaking water views from all levels. The Bluewater Hill Association features fabulous amenities including two tennis courts & your own private beach for easy access to water-sports, or to simply enjoy epic sunsets over the pristine water.

Listing Courtesy of SMART MLS / Higgins Group Real Estate / Todd D Miller

$2,650,000 ^(USD)

New Canaan Area Single Family Home

Sold

34 Norholt Drive New Canaan, CT 06840

6 Bed

7 Baths

5590 sqft

Chic and stylish, bright and inviting, this six bedroom impeccably constructed and maintained colonial comfortably sits on one of New Canaan's most coveted close to town cul-de-sacs. Richly detailed throughout, the four finished floors feature a magnificent master suite with sunny sitting room, a beautiful paneled library, 5 fireplaces, and four graciously finished floors. The newly renovated Chefs kitchen opens to a spectacular family room with coffered ceiling and stone fireplace The Professionally landscaped level acre features a dining pergola and extensive patios, framing a beautiful saltwater pool with automatic cover. This triple mint home is ready to live, work and play and is conveniently just minutes from New Canaan's lovely village and schools.... simply the best!

Listing Courtesy of SMART MLS / Houlihan Lawrence / Kathryn Tanner

$1,950,000 ^(USD)

Long Lots Area Single Family Home

Sold

11 Ambler Road West Westport, CT 06880

6 Bed

6 Baths

4481 sqft

Modern Farmhouse set at the end of cul-de-sac in the heart of Westport - the latest from HOBI award-winning builder SIR Development. Open layout w/ LR and separate 1st flr study-all generous in size. Stunning, light filled transitional interiors – Bright, white custom SIR kitchen with Carrera marble counters and stainless steel appls, great room w/ FP and walls of glass overlooking private backyard w/ southern exposure, bluestone patio. Room for pool. Quality SIR Signature Home Finishes & Details. Master BR suite with FP, and spa bath/free standing tub. Fin LL w/gym, media room, bonus rm and 6th BR/full bath/walk out. Generator. Ready for move in!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,875,000 ^(USD)

Long Lots Area Single Family Home

Sold

42 Reichert Circle Westport, CT 06880

5 Bed

6 Baths

4906 sqft

Brand New SIGNATURE HOME from SIR Development! 5 Bedroom Center-Hall Colonial in Terrific Neighborhood Close to Schools & Shopping. 5 Bedrooms, 6086 sqft, 3 Fireplaces, Custom Kitchen Crafted by SIR Cabinetry w/Oversized Island, Master Bedroom Suite with Fireplace, Marble Spa Bath and His/Her Walk-in Closets. All finished on 4 levels. Impeccably Crafted Interiors with SIR Signature Design Finishes – Extensive Custom Millwork and Paneling. 3rd Floor Bonus Rm/Office. Fin LL w/large Mud room, 5th Bedroom, Full Bath and Playroom. Professionally Landscaped with Room for a Pool. Desirable Long Lots School District. Interior photos samples of builder's work. No commission due unless title passes. Owner/Broker

Listing Courtesy of SMART MLS / Westport Residential, LLC. / Julie G Haroun

$1,797,500 ^(USD)

Compo Beach Area Single Family Home

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3 Old Mill Road Westport, CT 06880

3 Bed

3 Baths

2106 sqft

It doesn't get better than this! An absolute dream waterfront home for Weekend getaways, multigenerational get togethers or idyllic year round living. Panoramic views of the Mill Pond, with sweeping lawn to the water's edge, where you can sit and enjoy the ever changing scene or launch your kayak. Or stroll across the road and enjoy the sunset on Old Mill Beach. Plus take a short bike ride to Longshore where you can enjoy golf, tennis, sailing and fine waterfront dining. The amazingly private backyard is beautifully landscaped and there is room in front for 4 cars to park off the road. The house is meticulously renovated and updated with a beautiful chef's kitchen with top of the line appliances, and the open and flexible floor plan can accommodate a myriad of lifestyles. You'd be hard pressed to find a better master bedroom suite where you will wake up to the stunning view through the wall of windows. Truly an incomparable opportunity to live an easy and relaxed lifestyle with all that Westport has to offer.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Regina Kendig

$1,720,000 ^(USD)

Intown Area Single Family Home

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168 Imperial Avenue Westport, CT 06880

6 Bed

6 Baths

3808 sqft

LOCATION, CONDITION & PRICE! Brand New 5/6 BR Signature Home from Award Winning Builder SIR Development in Westport’s desirable Imperial Avenue Neighborhood. Great Schools, low taxes and no need for a parking permit when you can walk to Train, Shops and Restaurants at Saugatuck Center! Bike ride to Longshore Country Club and Compo Beach. This Copyrighted Perfectly Sized Gem is Impeccably Crafted Inside and Out. Bright Modern Interiors, Sleek White Custom Kitchen w/ Smokey Oak Accents, Stainless Steel Appliances. Open Layout. Family Room w/Fireplace, Floor to Ceiling Glass Doors Leads to Bluestone Patio & Private Yard with Room for a Pool. Dining Room Plus Study, Master Suite with Fireplace and Spa Bath. Third-floor Office/Bedroom Suite. Lower Level Gym, Playroom, Media Room and Bedroom. Top Location! Owner/Broker

Listing Courtesy of SMART MLS / Westport Residential, LLC. / Julie G Haroun

$1,707,500 ^(USD)

Westport Area Single Family Home

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20 Rices Lane Westport, CT 06880

5 Bed

6 Baths

4000 sqft

Brand new premier construction, stunning sophisticated style, and prime location! Fully embracing transitional modern design 20 Rices Ln has a crisp white exterior with black accents to set the tone.Prepare to be delighted by the soaring foyer with big bright windows placed high & gorgeous custom woodwork that continues throughout the first floor.The kitchen wows with dark tile backsplash, light countertops, top appliances and warm wood tone mixed into the custom cabinetry.Open to the warm family room with stone fireplace and shiplap ceiling, this is surely the heart of the home. The formal living dining rooms are so chic, w custom details to make them special. Rounding off the 1st floor is a perfect mudroom/bath right off of the garage that can hold 4 vehicles (with lift). Upstairs, the master suite is truly amazing – big, bright bedroom w fireplace, striking marble bath + the most beautiful closet/dressing room! There are 3 additional family bedrooms on the 2nd floor. The 3rd floor is finished w built-ins and a full bath. And the lower level offers (1,000sqft) Approved pool site huge playroom/flexible space and full bath. There is a huge, leveled backyard w patio and approved pool site. Set on a quiet street, steps from the Saugatuck River, and a quick walk to the Westport YMCA through the back entrance! An easy 5 minute ride to downtown Westport, close to train/major roads and of course Compo Beach –20 Rices Lane is ready to enjoy all that Westport Living has to offer

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$1,675,000 ^(USD)

Long Lots Area Single Family Home

Sold

27 Long Lots Lane Westport, CT 06880

6 Bed

6 Baths

3872 sqft

The 2nd of two new Signature homes from HOBI Award-winning bldr SIR Development! Beautiful level lot on a quiet street in this sought after Long Lots neighborhood. Impeccably crafted 6BR 5-1/2 Bath Shingle Style Home with top quality SIR design & finishes not typically found in this price pt- Sleek Millwork, Shiplap Paneling, Beamed Ceilings, Custom Kitchen with Quartz Counters & Stainless Steel Accents, Family Rm with FPL and Oversized Glass Drs Sliding Open to 16'x 20' Bluestone Patio for Outdoor Entertaining.Luxury Master Suite has FPL & Marble Spa Bath. 4937+ SF Fin LL & 3rd Flr. Flat Backyard w/Rm for Pool. Terrific n'hood close to schools & shopping.

Listing Courtesy of SMART MLS / Westport Residential, LLC. / Julie G Haroun

$1,600,000 ^(USD)

Greens Farms Area Single Family Home

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24 Flower Farm Circle Westport, CT 06880

5 Bed

5 Baths

3756 sqft

RENOVATED 5,000 SF NANTUCKET STYLE COLONIAL SET ON A PRIVATE HALF ACRE, AT THE END OF A CUL DE SAC, IN ONE OF WESTPORT'S MOST DESIRABLE LOCATIONS IN GREENS FARMS! The main floor is complete with entryway, oversized living room with french doors, powder room, formal dining room, newly renovated white kitchen, breakfast area, pantry, mudroom, large garage and a huge, screened in porch. The second floor has 5 bedrooms and 3 full baths plus laundry room, including the master suite with a newly renovated master bathroom, two large walk in closets and a fireplace. The lower level has a bonus room, half bath and lots of storage. This charming and well designed home is set on a flat half acre with a private, fenced-in backyard. NATURAL GAS, SEWER and CITY WATER! Many home improvements have been made. Move in tomorrow and just unpack. This is what dreams are made of!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,592,000 ^(USD)

Long Lots Area Single Family Home

Sold

34 Bauer Place Extension Westport, CT 06880

5 Bed

6 Baths

3666 sqft

New construction on a Long Lots cul-de-sac, walk to the Elementary School & Playground, Community Garden and a variety of shops and dining options - plus, the Metro North Railroad station is mere minutes away - everything about living in this new Colonial is a pleasure. Overseen by highly-regarded builder of Westport homes, this residence will be finished on four floors exhibiting the high-quality transitional-style the builder is known for. Interior features will include superb millwork, hardwood floors, high ceilings and open spaces - you will enjoy hosting friends and family in the lovely formal spaces, and especially casual gatherings around the large kitchen island and into the Great Room when you entertain in your gourmet, chef-inspired eat-in-kitchen. Spacious bedrooms and designer baths comprise the private spaces, and the master suite is a quiet place to unwind. The bonus spaces on the third floor and in the lower level are ideal for an au-paire space, home gym, playoom, media room, recreation - there is plenty of room to make your home a haven you will always look forward to returning to. Part of a neighborhood of three quiet lanes and the convenience simply cannot be beat. 1st of 2 homes being built. 2nd Home on street still has time to be customized.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$1,589,000 ^(USD)

Coleytown Area Single Family Home

Sold

315 North Avenue Westport, CT 06880

5 Bed

6 Baths

5880 sqft

LEAVE THE WORLD BEHIND AND COME HOME TO YOUR LUSH AND PRIVATE OASIS. PERFECT WEEKEND RETREAT. One-of-a-kind majestic 6000 SF home on 3.93 serene acres in estate section of Westport. This expansive and gracious colonial boasts an open flow, perfect for entertaining and luxurious daily living. Magnificent manicured grounds, spectacular underground pool and superb must-see 1100 SF Peter Cadoux pool house with full kitchen-perfect separate space for home office or guests. Meticulously maintained!! Easy to update or simply enjoy! Outdoor living at its best. Room for potential tennis court. Close to town and all amenities. Access to Wspt OR Wstn schools. Total Taxes Westport & Weston: $33,848. Wspt 1.22 acres (Westport taxes $18,037). Weston 2.71 acres (Weston taxes $15,811). Only Weston Mill rate in MLS listing.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,589,000 ^(USD)

Lower Weston Area Single Family Home

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17 North Avenue Weston, CT 06883

5 Bed

6 Baths

5880 sqft

LEAVE THE WORLD BEHIND AND COME HOME TO YOUR LUSH AND PRIVATE OASIS. PERFECT WEEKEND RETREAT. One-of-a-kind majestic 6000 SF home on 3.93 serene acres in North Avenue estate section. This expansive and gracious colonial boasts an open flow, perfect for entertaining and luxurious daily living. Magnificent manicured grounds, spectacular underground pool and superb must-see 1100 SF Peter Cadoux pool house with full kitchen-perfect, separate space for home office or guests. Meticulously maintained! Easy to update or simply enjoy! Outdoor living at its best. Room for potential tennis court. Close to town and all amenities. Access to Wspt OR Wstn schools. Total Taxes Westport & Weston: $33,848. Wspt 1.22 acres (Westport taxes $18,037). Weston 2.71 acres (Weston taxes $15,811). Only Weston Mill rate in MLS listing.

Listing Courtesy of SMART MLS / Westport Residential, LLC. / Sandy Rappaport

$1,580,000 ^(USD)

Long Lots Area Single Family Home

Sold

5 Elizabeth Drive Westport, CT 06880

5 Bed

7 Baths

5416 sqft

This is the house that you have been waiting for! Fabulous opportunity to own a 5 BDRM stone and shingle home originally built by SIR Development and lovingly cared for by its present owners. Located on a level, beautifully landscaped private half acre+ fully fenced w/swing set & room for pool on a tranquil cul-de-sac. The heart of the home is the gourmet kitchen which opens to family room w/wood burning fireplace. Breakfast area w/sliding doors that lead to outdoor patio. Private Study with cherry built-ins and awesome mud room! Luxurious master suite w/ 2 walk-in closets, sitting area and spa bath w/electric privacy shade. Finished walk out basement and 3rd floor w/half bath complete this beautiful home. Ready to move in w/window treatments throughout home and generator. Just bring your toothbrush! Desirable Long Lots School District in #1 Westport Schools!

Listing Courtesy of SMART MLS / Westport Residential, LLC. / Julie G Haroun

$1,425,000 ^(USD)

Rosevillenorth Ave Area Single Family Home

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12 Fernwood Road Westport, CT 06880

5 Bed

4 Baths

4422 sqft

Best kept secret in Westport: Fernwood Road! Beautiful, private cul de sac that feels like you're in the country, yet you can walk to the dog park, CVS, Trader Joes, dry cleaners, bank, restaurants and even the library and Main St! In the center of town, just a few minutes drive to the beach, train, Longshore, schools and all Westport amenities. This fabulous 1 acre, 5 bedroom, 4 full bath gem awaits you! The main floor boasts a living room, dining room, sitting room/den, family room, large chef's kitchen with eat in breakfast area and butlers pantry, 4 bedrooms (2 ensuite), 3 full baths. One bedroom is the former master and is complete with dressing area and full bath. Another bedroom has a private entrance and a full bath (great for home office space. There is a second office on the Lower Level). Upstairs is a spectacular, newly renovated bright and sunny master suite complete with sitting room, large, marble bathroom with soaking tub/oversized shower and 2 walk in closets. The lower level (2,200 SF) is partly finished with playroom, office, and lots of storage. Full house generator, security system, underground sprinklers. Outdoor gas grill is included. SES school district.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,250,000 ^(USD)

Saugatuck Area Single Family Home

Sold

131 Imperial Avenue Westport, CT 06880

4 Bed

4 Baths

4014 sqft

HUGE VALUE! DREAM LOCATION! Walk to train, Saugatuck area shops/restaurants, park, library, Levitt Pavilion, close to beach/town. Beautiful 4,000 sq ft colonial with 9 ft ceilings on first/second floors. Main level has two story entryway, powder room, living/dining rooms, butlers pantry and family room with fireplace, open kitchen with eat-in area and mud room. Upper level has large master suite with huge walk in closet, office nook, full bath, plus 3 additional bedrooms and two more full baths. Central vac, alarm system. Large walk up attic and basement with separate entrance/high ceilings can be finished for more space. Set far back from Imperial Ave. Private backyard. THIS HOUSE HAS IT ALL!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,235,000 ^(USD)

New Canaan Area Single Family Home

Sold

1267 Smith Ridge Road New Canaan, CT 06840

4 Bed

3 Baths

3679 sqft

Enter through the private gates of this mini 2.18 acre estate. Completely renovated and like-new construction with an open floor plan. All new windows, electrical, lighting, doors, fireplace in the family room, baths, propane-fired heat system, Central A/C and new open kitchen with granite. The master bedroom now has an addition that houses the master bath with heated floors. The lower level has been finished with a mudroom and bonus room. A must see!

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Robbie a Blosio

$1,099,000 ^(USD)

Intown Area Single Family Home

Sold

6 Turtleback Lane Westport, CT 06880

4 Bed

2 Baths

1914 sqft

Stunning renovation! This turn key home, set on a half acre on a quiet cul de sac, is located in one of Westport's most sought after locations! Walk to dog park, Trader Joes, restaurants/shopping. The perfect mix of privacy and convenience to all that Westport has to offer. Enter the bright and sunny foyer. On the main level, there is a formal living room with fireplace, as well as a formal dining room. The large, renovated, white , marble kitchen with desk area, stainless steel appliances and breakfast room overlooks the large backyard and opens to a bright, sunny family room. There is a large deck off of the kitchen for grilling and lounging. The primary, ensuite bedroom, 2 other bedrooms and another, just renovated, full bathroom complete the main floor. On the lower level, there is a 4th bedroom/office, storage, and a large, open playroom with walk out access to the screened in porch and backyard. Great street for bike riding and walking. This home has been owned by one family for 28 years and has been lovingly maintained and renovated. Now it's time for another family to enjoy it. All of the updating has been done for you... Just move in and enjoy your new home! Saugatuck Elementary School. This house has the trifecta of: Natural Gas, Public Water and Sewer! Generator.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$935,000 ^(USD)

Intown Area Single Family Home

Sold

28 Compo Road North Westport, CT 06880

3 Bed

3 Baths

2215 sqft

Enjoy "in-town" living in Westport! This charming colonial is centrally located to experience all of Westport's fine amenities and attractions. Walk to shopping and dining at the new Bedford Square. Stroll over to Winslow Park, the Westport Playhouse, the Levitt Pavilion, the Farmer's Market, Trader Joe's and more. Ride bikes to Compo Beach and explore all that Compo Beach and Longshore Park offer. If you simply wish to relax, enjoy the comfort of your 3+ bedroom house with fabulous screen porch, new renovated kitchen, expanded and renovated master bedroom suite and bath plus all the pleasures of home. Open floor plan, flawless combination of classic, charm and quality renovations are evident throughout the home. Additional enhancements include the new appliances, and mechanicals. Commuting options are minutes away, with the commuter bus stop right out your front door. A wonderful opportunity for any type of buyer...first time homebuyer, down sizer, weekender, condo alternative, family living and more!

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Laurie Morris

$885,000 ^(USD)

Rosevillenorth Ave Area Single Family Home

Sold

22 Berndale Drive Westport, CT 06880

4 Bed

3 Baths

3240 sqft

UNIQUE OPPORTUNITY TO GET INTO ONE OF WESTPORT'S MOST SOUGHT AFTER NEIGHBORHOODS FOR UNDER $1M IN A COMPLETELY TURN KEY HOME! Charming, impeccably maintained raised ranch in one of Westport's most desirable neighborhoods for walking, bike riding and proximity to town and beach. Walk to schools. This house has it all! Main floor has 4 bedrooms, 2 full baths, living room, kitchen and dining area. The master is complete with full wall of California Closets. Luxuriate in the master bathroom while watching TV in the jacuzzi tub. The walk out lower level has a rec/playroom, office/guest room, full bath, huge storage room, laundry and mudrooms-all leading to a peaceful, private backyard with hot tub and outdoor TV! FULL HOUSE GENERATOR, garage keypad, security system, oversized two car garage, new flagstone patio, and deck. Tons of storage space. City water and sewer. Move in and enjoy carefree living in this beautiful home. NOTE THE REASONABLE TAXES!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$775,000 ^(USD)

Silvermine Area Land

Sold

100+90 Borglum Road Wilton, CT 06897

Bed

0 Baths

sqft

A very rare opportunity to own nearly 5 acres in South Wilton for building your own special estate or development through sub-division. This combined land parcel provides unmatched flexibility. If your interest is developing, there is room for 3 building lots given its one acre zoning location. Convenient to both Wilton Center and New Canaan shopping, restaurants and rail centers. Also, easy access to the Merritt Parkway, Rte 7 and I-95.

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Phil Crosland

$661,000 ^(USD)

Intown Area Single Family Home

Sold

11 Pine Street Westport, CT 06880

3 Bed

2 Baths

1353 sqft

Great opportunity for a ranch-style home with 3 bedrooms, 2 full bathrooms and 1353 sq ft. The home was built in 1960 and is sited on 0.22 acres, south of RT 1, in the Birch Road Association. Bring your vision, experience and knowledge to this property. Buyers and their agents are encouraged to do their due diligence in order to know property's possibilities. Property has public water but is not connected to sewer which is located nearby.

Listing Courtesy of SMART MLS / Real Living Wareck D'Ostilio / Ross Cotjanle

$545,000 ^(USD)

Lower Weston Area Single Family Home

Sold

44 White Birch Road Weston, CT 06883

3 Bed

2 Baths

2262 sqft

Vintage cape with inviting front porch located on the Westport/Weston town line. Character abounds! Warm and inviting with a nice open floor plan. Excellent starter home or great for the down sizer. Fabulous 2005 great room addition with fireplace and atrium door to a deck overlooking the backyard. Addition also includes a spacious second floor family room/office. Large master bedroom with walk-in closet and full bath. Gleaming and refinished hardwood floors. Lots of new windows and copper gutters. Deck and stone patio overlook a pretty and level yard. City water. Mudroom! Great location convenient to the Merritt and shopping.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Leslie Riback

$20,000 ^(USD)

Hunt Club Area Rental

Rented

87 North Avenue Westport, CT 06880

5 Bed

5 Baths

4225 sqft

Beautifully-appointed high quality custom-built stone & shingle home full of character and sunlight, on corner of private cul de sac in the heart of Westport -- the ideal spot for your summer vacation. Main floor features large country kitchen-great room with French doors to expansive decks overlooking huge level lawn and play spaces. Adjoining formal dining and butlers pantry, along with cozy study, complete with wet bar and piano, adjacent to large library/office. Five ample bedrooms, including a gorgeous master suite with tray ceiling, fireplace and spa bath, plus three other bedrooms and two additional baths on the second level. Separate guest suite in lower walkout level with private bath too. Newly equipped gym on third floor, and expansive play/media room with fireplace on lower walkout, along with large tiled mudroom that leads to an outdoor shower and yard. Two laundries too. A short walk to tennis courts, ball fields, playground, track and Wakeman Town Farm. Ask about vehicle being offered with rental. Available for the month of July with some flexibility on dates.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Joni Usdan

$18,000 ^(USD)

Red Coat Area Rental

Rented

91 Cavalry Road Westport, CT 06880

4 Bed

4 Baths

2943 sqft

SUMMER RENTAL FOR JULY AND AUGUST....Located in the lovely Red Coat area overlooking Crystal Lake this beautiful setting offers the ideal lifestyle. The main house has been beautifully updated and meticulously maintained with Chef’s kitchen with high end stainless appliances, marble counter tops and large island for family gatherings opening to the family room and dining area. The living area with fireplace opens to the main level office and light filled den/sunroom. The master bedroom suite is over sized with vaulted ceilings, spa-like marble bathroom and large walk-in closet. The upstairs is complete with an additional 3 guest bedrooms, one ensuite and a hall bathroom. The detached cottage with kitchenette and full bath adds an additional 1,000+ sqft and is the perfect guest house. Please also ask about the detached air conditioned office that can be included at an additional price. Close proximity to restaurants, downtown shops, the new YMCA and the Merritt Parkway. The perfect estate property with all the amenities of the cosmopolitan town of Westport close by!

Listing Courtesy of SMART MLS / Higgins Group Bedford Square / Angela Benzan

$15,000 ^(USD)

Old Hill Area Rental

Rented

51 Old Hill Road Westport, CT 06880

5 Bed

5 Baths

4735 sqft

Welcome to 51 Old Hill offering 6,200 sq ft of luxury living on a highly desirable road convenient to transportation and beaches, yet private and tranquil. This stunning 1.0 acre professionally landscaped property boasts a heated gunite pool w/ spa, pool house and extensive patio space for entertaining or relaxing. Renovated and expanded in 2015 designed for an open floor plan of the major living areas that can be transformed into phenomenal entertaining spaces or more intimate areas by opening or closing shoji sliding panels. One enters a skylight, two story foyer with access to the formal living room with vaulted ceiling, the streamlined chef’s kitchen with center island, breakfast bar and dramatic family room with entertainment area, the heart of the home. Tucked away, the library with fireplace offers a quiet refuge for work or leisure time. The private first floor bedroom with full bath is perfect for guests. The luxurious, spacious master bedroom encompasses sleeping, sitting and entertainment areas, creating a unique sanctuary. The master bath features a steam shower and soaking tub. Two additional bedrooms with en-suite baths complete the second floor. The lower level features a family room with access to the pool, full bath, bedroom and additional storage. The whole house generator provides peace of mind throughout New England’s four seasons.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Meg Freeman

$15,000 ^(USD)

Saugatuck Shore Area Rental

Rented

2 Bermuda Road Westport, CT 06880

5 Bed

4 Baths

4048 sqft

Welcome to desirable Saugatuck Shore neighborhood! Magnificent waterfront location 4 minutes away from the train. Enjoy Long Island Sound water views from the privacy of this light filled and spacious colonial, tastefully and completely furnished for your convenience and peace of mind. Benefit from Westport’s active engagement with the arts and education, top ranked schools, beautiful beaches, abundant recreational facilities and two vibrant downtowns. Offered as yearly rental starting from September 1st, 2020.
**VIDEO TOUR AVAILABLE UPON REQUEST**

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Carolina Norwick

$8,333 ^(USD)

Beach Area Rental

Rented

187 Quincy Street Fairfield, CT 06824

4 Bed

3 Baths

2333 sqft

Walk to Beach, Town, or Train! Absolutely beautiful remodeled home situated 2 blocks from Penfield Beach, one of Fairfield County's finest treasures. This home boasts 4 bedrooms and 2.5 baths. Open and spacious living areas. New kitchen with massive island opens to dining room and family room. Master bedroom with en suite bath and walk in closet. Large stone patio for cocktails after a sun soaked day at the beach.

Note: The Rental Dates are from June 1st to August 28th.

Listing Courtesy of SMART MLS / William Raveis Real Estate / David P D'Ausilio

$8,333 ^(USD)

Beach Area Rental

Rented

2154 Fairfield Beach Road Fairfield, CT 06824

3 Bed

3 Baths

1720 sqft

Perfect Summer Retreat! See the Virtual Tour of this beautiful home! May be available sooner than June 1. Summer June, July & August. The best of both worlds in this lovely constructed home on Pine Creek. Beach access directly across the street at 2197 FBR. In this quality home you have a Davit boat dock, open floor plan kitchen with large island expansive into livng room. Cozy up in the evening with an electric fireplace for ambiance and flat screen TV. Convenient covered deck off of the eating area with views of both the Long Island Sound and Pine Creek. On the terrace level you will find a glorious patio for sitting out before dinner or just pondering lifes imaginitive opportunities! A powder room and utility closet on the first floor. The master suite has a phenomenal view with private marble bath. Enjoy the sounds of waves crashing, open your windows to fresh air on the shore. Two additional bedrooms and a shared full bath on the second floor. On the third floor, find a laundry room, expansive bonus room with trundle beds and an intimate rooftop sun deck!

WIFI & ALL UTILITIES INCLUDED * LINENS TO BE PROVIDED BY THE TENANT * EVERYTHING ELSE IS ON SITE FOR YOUR RELAXING SUMMER GETAWAY*

Listing Courtesy of SMART MLS / William Raveis Real Estate / Elizabeth Altobelli

$7,500 ^(USD)

Rosevillenorth Ave Area Rental

Rented

12 Fernwood Road Westport, CT 06880

5 Bed

4 Baths

4458 sqft

Beautifully maintained, spacious 5 bedroom, 4 full bath home at end of cul-de-sac on a tranquil, private acre located in the heart of Westport! Walk to dog park, shopping and restaurants. Close to schools, town and beach. Main floor is complete with 2 living rooms, dining room, bar with wine refrigerator, large chef's gourmet kitchen with breakfast area, family room and 4 bedrooms (3 ensuite). One can be used as master bedroom if desired. The upper level was renovated 3 years ago and turned into a fabulous master/guest suite with huge marble bathroom, 2 walk in closets, and a sitting room. The lower level has a large rec room, another office and storage area. FULL HOUSE GENERATOR! 2 WASHERS/DRYERS! 2 REFRIGERATORS/FREEZERS! 2 DISHWASHERS!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$6,500 ^(USD)

Coleytown Area Rental

Rented

28 Punch Bowl Drive Westport, CT 06880

3 Bed

3 Baths

2913 sqft

Dramatic Contemporary Colonial with soaring ceilings, hardwood floors, sun-drenched large rooms with great open floor plan. Eat-in kitchen has high-end newer bosch double convection oven & newer cooktop. Huge living room with wood-burning fireplace, high ceilings, skylights & windows abound! Separate formal dining room with built-ins & separate family room create easy flow for living & entertaining. Private deck off the dining room allows for quiet relaxation over morning coffee, evening cocktails & BBQing over-looking 1.6 peaceful, quiet, private acres surrounded by beautiful property & stonewalls. Upstairs offers the primary en-suite bedroom with three closets w/some built-ins & bath w/whirlpool tub, walk-in shower & double sinks. Additionally there's an office/computer/library area on the upstairs landing w/separate loft. Partially finished lower level provides more lifestyle options, ie exercise gym/recreation area/extra office space & storage. Central air plus 2-car garage & lots of storage. Minutes to schools, shopping, commuting, beaches. Fantastic rental home! Renters always want to extend their stay! Owner may consider dog.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Debbie Fisher

$6,000 ^(USD)

East Norwalk Area Rental

Rented

3 Branford Street Norwalk, CT 06855

3 Bed

3 Baths

2072 sqft

Look no further when seeking a walking neighborhood, steps away to the water, restaurants, parks, schools, coffee shops & Metro North trains. This exquisite, newly renovated home offers an open concept first floor with beautiful natural light and glass doors opening to the private backyard. This Great Room utilizes the perfect beach house color pallet in its sparkling white kitchen and alcove dining area, with open space for family room seating and daily living needs. Upstairs features an enormous Master Suite including a full bath with the latest in style and bath fittings, a huge Walk-In-Closet and enough extra space for a sitting area. 2 additional bedrooms and hallway bath complete the second floor. A finished lower level equipped with a full bath offers 400SF of additional space to accommodate today's personal lifestyle needs: laundry, a home office, a home gym and home theater. There's plenty of storage in both the basement and attic spaces. All new mechanical equipment, including high-efficiency HVAC, provides for reliability and an easy and safe living environment. A two car garage and private driveway enhance the usability of this residence providing ample parking for guests. If living in a beach community in style, comfort and luxury is on your wish list....it's covered!

Listing Courtesy of SMART MLS / William Raveis Real Estate / Mary Beth Stow

$6,000 ^(USD)

East Norwalk Area Rental

Rented

3 Branford Street Norwalk, CT 06855

3 Bed

3 Baths

2072 sqft

Look no further when seeking a walking neighborhood, steps away to the water, restaurants, parks, schools, coffee shops & Metro North trains. This exquisite, newly renovated home offers an open concept first floor with beautiful natural light and glass doors opening to the private backyard. This Great Room utilizes the perfect beach house color pallet in its sparkling white kitchen and alcove dining area, with open space for family room seating and daily living needs. Upstairs features an enormous Master Suite including a full bath with the latest in style and bath fittings, a huge Walk-In-Closet and enough extra space for a sitting area. 2 additional bedrooms and hallway bath complete the second floor. A finished lower level equipped with a full bath offers 400SF of additional space to accommodate today's personal lifestyle needs: laundry, a home office, a home gym and home theater. There's plenty of storage in both the basement and attic spaces. All new mechanical equipment, including high-efficiency HVAC, provides for reliability and an easy and safe living environment. A two car garage and private driveway enhance the usability of this residence providing ample parking for guests. If living in a beach community in style, comfort and luxury is on your wish list....it's covered!

Listing Courtesy of SMART MLS / William Raveis Real Estate / Mary Beth Stow

$5,950 ^(USD)

Rosevillenorth Ave Area Rental

Rented

12 Fernwood Road Westport, CT 06880

5 Bed

4 Baths

4458 sqft

Location, location, location! Lovingly maintained, spacious 5 bedroom, 4 full bath home at the end of a cul de sac on a tranquil acre in the heart of Westport!
Walk to dog park, shopping, restaurants. Minutes by car to schools, Main St, train and beach. Lots of living space! Main floor is complete with den, large family room, formal dining room with FP, living room with FP, butlers pantry with wine cooler, large chef's kitchen (with breakfast nook, butlers pantry with wine cooler, pot filler, 2 dishwashers), and 4 bedrooms (2 ensuite. One can be used as a master bedroom if desired). Upper level recently renovated and turned into a bright and beautiful master suite with 2 large walk in closets, sitting room, and huge, marble bathroom. The lower level has an office, playroom, second refrigerator and large storage area. Full house generator. Outdoor gas grill, TVs, mirrors and some pieces of furniture are included.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$5,750 ^(USD)

Long Lots Area Rental

Rented

16 North Pasture Road Westport, CT 06880

4 Bed

4 Baths

3627 sqft

Bright and spacious contemporary situated at the end of a desirable cul-de-sac. Conveniently located near all of Westport's vibrant amenities and top rated schools. The light filled home offers an open floor plan with plenty of flexible spaces. Plenty of room for outdoor activities on the flat and dry 1.18 acres. Multi-tiered deck and newly finished patio level are great for outdoor entertaining.
Access to Compo Beach, Longshore Golf, swimming and tennis..

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara D Babcock

$3,300 ^(USD)

University Area Rental

Rented

137 Riverview Circle Fairfield, CT 06824

3 Bed

2 Baths

1306 sqft

This updated cape is available for a year or longer or a lease option to purchase. Recently renovated with recessed lighting, redone hardwood floors, new siding, new paint in and out, and extensive trims. Set on a beautful lot on a desireable dead end street with a charming river for fishing, the house is walking distance to Riverfield School. LR w/ fpl, formal DR open to LR w/extensive millwork, granite eat in kitchen w/ access to large deck, first floor BR w/new hall bath. MBR and second BR up are fully dormered with ample closet space. Newer hall bath with luxury shower. Full basement with cedar closet and laundry w/ newer washer and dryer. 2 car garage. Owner/broker.

Listing Courtesy of SMART MLS / Berkshire Hathaway Ne Prop. / Nancy Thorne

$1,400 ^(USD)

Village Center Area Rental

Rented

25 Abbott Avenue 2 Ridgefield, CT 06877

1 Bed

1 Baths

700 sqft

April 1st 2021 occupancy-Good credit required. In the heart of historic downtown Ridgefield. Bright, second floor one-bedroom apartment has private entrance, large updated eat-in-kitchen plenty of cabinets, dining area, living area and separate bedroom. Good storage and laundry. Convenient parking with carport and extra space. Use of yard and area to garden. Minutes from Ballard Park, Ridgefield Library, Prospect Theater, Ridgefield Playhouse, Aldrich Museum, shops and restaurants.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Heather Payne

$2,495,000 ^(USD)

In-Town Area Condo

Pending

41 Richmondville Avenue 213 Westport, CT 06880

2 Bed

2 Baths

1560 sqft

MLS# 170483546

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas

$1,925,000 ^(USD)

In-Town Area Condo

Pending

Address Not Disclosed Westport, CT 06880

2 Bed

2 Baths

1410 sqft

MLS# 170483554

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross

$1,495,000 ^(USD)

In-Town Area Condo

Pending

41 Richmondville Avenue 105 Westport, CT 06880

2 Bed

2 Baths

1560 sqft

MLS# 170483511

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$1,265,000 ^(USD)

In-Town Area Condo

Pending

41 Richmondville Avenue 103 Westport, CT 06880

2 Bed

2 Baths

1300 sqft

MLS# 170483508

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross

$1,150,000 ^(USD)

In-Town Area Condo

Pending

41 Richmondville Avenue 104 Westport, CT 06880

2 Bed

2 Baths

1300 sqft

MLS# 170483509

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$995,000 ^(USD)

In-Town Area Condo

Pending

41 Richmondville Avenue 101 Westport, CT 06880

1 Bed

1 Baths

950 sqft

MLS# 170483505

The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. All property images are artist renderings. Depicted characteristics are subject to change.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$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 / Coldwell Banker Realty / Alexander Chingas

$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 / Coldwell Banker Realty / Judy Michaelis

$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 / Coldwell Banker Realty / Patricia "Pat" Shea

$5,299,000 ^(USD)

Long Lots Area Single Family Home

Sold

6 Old Orchard Road Westport, CT 06880

6 Bed

8 Baths

7960 sqft

Nestled on a quiet cul-de-sac in Long Lots, this breathtaking 1.3 acre property in the heart of Westport, perfectly blends together privacy and proximity to town. Classic modern residence w/6 en-suite bedrooms and 3 half baths on 4 finished levels. Every corner of the home has been designed for comfort and functionality. 10ft ceilings on the 1st Floor, oversized windows and natural light throughout. The beautiful Gourmet Kitchen opens to the Great Room w/oversized sliders that lead to covered and uncovered patios for outdoor living/dining. With formal Living and Dining Rooms and Butlers Pantry on the first floor, this home is an entertainer's dream! The first-floor office is tucked away from the main living spaces. The upper level has 5 en suite bedrooms. A luxurious primary suite w/spa-inspired bathroom including steam shower and radiant heated floors, 2 expansive walk-in closets and fireplace. The Third Floor and Lower Levels are finished w/recreation/play spaces, gym, office and bedroom w/direct outdoor access. Generator. This home truly has it all! The flat, private yard, surrounded by mature trees, is beyond compare! Salt Water Pool and Spa w/automatic safety cover. Room for Pool House or full ADU/Guest House plus Pickle Board/Sport Court! Enjoy total privacy and tranquility, yet walk to Long Lots Elementary School and Post Rd restaurants/shops! Another magnificent home brought to you by multi HOBI award winner, Westport Family Homes. It's all in the details...

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$4,922,000 ^(USD)

Greens Farms Area Single Family Home

Sold

2 Authors Way Westport, CT 06880

6 Bed

8 Baths

0 sqft

2 Authors Way is the final masterpiece of this luxury Greens Farms 4 home subdivision by R.B. Benson & Co., developer known for high end construction of exceptional quality and numerous HOBI awards, including winner of “Best House $2M-$4M" in 2023 for 6 Authors Way and “Best Large Commercial Rehab 2023” for Greens Farms Church. Prime, cul-de-sac location on one acre with city water, gas and sewer. Masterfully designed and built with attention to every detail. High ceilings, gorgeous hardwoods, crown moldings, oversized windows and extensive use of stone are just a few of this home’s spectacular elements. Sophisticated and tasteful design with high quality selections that will withstand the test of time and appeal to the most discerning buyers. The home’s design creates intimacy within its generously sized spaces, ideal for daily living and entertaining. There are 2 home offices and a finished lower level with great room, fireplace wall with reclaimed wood, beverage center, bedroom and full bath. A special feature of the primary bedroom is a large deck overlooking the backyard. The kitchen and great room are drop dead gorgeous. Custom cabinetry and quartz countertops throughout are truly stunning. Exterior features include a Gunite pool w/ integral spa and electric cover as well as a covered porch and patio w/ gas fireplace. Green building construction materials and methods, smart home technology. Sure to delight with a grand surprise around every corner.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Leslie Riback

$4,899,000 ^(USD)

Greens Farms Area Single Family Home

Active

10 Tierney Lane Westport, CT 06880

5 Bed

8 Baths

6135 sqft

MLS# 24103087

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse

$4,499,900 ^(USD)

Greens Farms Area Single Family Home

Active

26 Morningside Drive South Westport, CT 06880

7 Bed

8 Baths

6980 sqft

MLS# 24147443

Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / John Schiaroli

$4,400,000 ^(USD)

In-Town Area Single Family Home

Active

32 Webb Road Westport, CT 06880

8 Bed

9 Baths

6863 sqft

MLS# 24147888

This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled living and dining areas with high ceilings. Multiple living spaces allow flexible layouts for entertaining or work-from-home setups. Outdoor amenities include a private backyard, perfect for dining or gatherings. The attached garage provides convenient parking. Additional features include custom millwork, premium finishes throughout, and high ceilings. Located 0.5 miles from Compo Beach, Downtown Westport shops and restaurants, and Westport Train Station with Metro-North access. Nearby schools include Saugatuck Elementary and Staples High School (0.5 mi). This home combines modern design, functional living spaces, and luxury features in the heart of Westport, with easy access to the town's beaches, shops, and transit.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$4,368,000 ^(USD)

Greens Farms Area Single Family Home

Sold

4 Authors Way Westport, CT 06880

6 Bed

8 Baths

5380 sqft

One of four new luxury homes under construction on a private road in prestigious Green Farms. #4 Authors Way is a modern colonial sited on one serene & peaceful acre, designed to maximize both indoor and outdoor living spaces. The home epitomizes sophisticated modern styling with a carefully crafted open floor plan by local developer R.B. Benson & Co., renowned for exceptional quality and superb craftsmanship in collaborations with architect Don Fairbanks. The home is finished on 3 levels with ceilings on main and upper levels. The expansive outdoor living spaces include a patio with fireplace, patio and pool site. Extensive landscaping with fencing creates an oasis of privacy. Construction is focused on green building techniques, smart home technology and low maintenance materials while keeping timeless artistry in mind. City water, sewer and natural gas. There is still time to customize your dream home in this unsurpassed location, minutes to all Westport amenities.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$4,300,000 ^(USD)

Greens Farms Area Single Family Home

Sold

8 Authors Way Westport, CT 06880

6 Bed

8 Baths

5742 sqft

One of four new luxury homes under construction on a private road in prestigious Green Farms. #8 Authors Way is a modern colonial at the end of the cul-de-sac, beautifully sited on one serene & peaceful acre, designed to maximize both indoor and outdoor living spaces. The home epitomizes sophisticated modern styling with a carefully crafted open floor plan by local developer R.B. Benson & Co., renowned for exceptional quality and superb craftsmanship in collaboration with architect Don Fairbanks. The home is finished on 3 levels with 9’ ceilings on main and upper levels. Additional bonus of an elevator. The expansive outdoor living spaces include a covered porch with fireplace, patio and pool with retractable cover and spa. Extensive landscaping with fencing creates an oasis of privacy. Construction is focused on green building techniques, smart home technology and low maintenance materials while keeping timeless artistry in mind. City water, sewer and natural gas. There is still time to customize your dream home in this unsurpassed location, minutes to all Westport amenities.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Leslie Riback

$3,999,000 ^(USD)

Greens Farms Area Single Family Home

Active

18 Woodhill Road Westport, CT 06880

6 Bed

7 Baths

7092 sqft

MLS# 24144655

Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$3,999,000 ^(USD)

Compo South Area Single Family Home

Active

102 Compo Road South Westport, CT 06880

7 Bed

8 Baths

5179 sqft

MLS# 24147210

THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$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 / Coldwell Banker Realty / Alexander Chingas

$3,625,000 ^(USD)

Old Hill Area Single Family Home

Sold

7 Ridgewood Lane Westport, CT 06880

7 Bed

8 Baths

1444 sqft

Tucked away on a serene, country lane, in the prestigious Old Hill section of Westport, this ready to go, NEW CONSTRUCTION home combines timeless elegance with modern comfort. 7 bedrooms/6 full and 2 half baths, 1st floor office and additional WFH spaces, this residence is finished on all 4 floors and is ideal for both living and working. Walk to Main Street and minutes to the train, and all town amenities--the ultimate in convenience. The charming front porch welcomes you into a light-filled interior, adorned with abundant glass and 9 ft ceilings throughout the entire house. Over half an acre of land provides ample space for outdoor recreation and the potential addition of a pool. Built by multi HOBI Award-winner, Westport Family Homes, known for quality craftsmanship and attention to detail. Equipped with a Full House Generator and backed by a one-year Builder's Warranty, peace of mind comes with this exceptional home. Whether you seek a peaceful sanctuary, or a distinguished residence to entertain, this property checks all of the boxes. City water, sewer and propane. Room for Pool and Pool House. House is almost completely done-just putting on the finishing touches now! This home is 1 mile to Kings Highway Elementary School, 1 mile to Main Street and 2 miles to the Saugatuck Train Station!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,500,000 ^(USD)

Coleytown Area Single Family Home

Sold

6 Florian Court Westport, CT 06880

5 Bed

7 Baths

5263 sqft

Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue stone Front Porch, large Screened In Porch overlooking the Backyd, 2 built in sound systems. Full Bath on Main Lvl w/Backyd access. Main Level: Foyer, Powder Rm, Full Bath, Liv/Dining Rms w/Butler's Pantry w/wine fridge, large EI Kitchen open to Family Room w/stone FP, Wet Bar, Screened In Porch and Sunrm. Oversized windows/natural light abound throughout. The luxurious Primary Bedroom Ste: Balcony, Spa Bathroom w/Steam Shower, Air Tub, Radiant Heated Floors, large WI Closet, Sitting Room/Office. Also on the 2nd floor are 3 other, ensuite Bedrooms, all w/WI closets. Lower Level: Large Gym, Family/Game Rm, Wine Rm, Storage. There is also a large, unfinished Attic for additional space. PLUS a brand new, separate apartment w/5th Bedrm, Full Bath, large WI Closet, Kitchen, Liv Room, Laundry, sep power panel (on generator), alarm, private entry and parking space! The craftsmanship/attention to detail in this home & apt are superior. Filled w/ happiness/special memories of 18 years, it's time for the next owners to come along and love it!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,399,000 ^(USD)

In-Town Area Single Family Home

Pending

2 Webb Road Westport, CT 06880

6 Bed

7 Baths

4097 sqft

MLS# 24146001

Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,165,000 ^(USD)

Long Lots Area Single Family Home

Sold

19 Old Orchard Road Westport, CT 06880

6 Bed

6 Baths

4775 sqft

Stunning new construction DREAM HOME in prime location at the end of a cul-de-sac, convenient to all things Westport! Walk to Long Lots Elementary School (0.3 miles), Post Road restaurants/shopping (0.4 miles) and close to train (1.7 miles)! 6 bedrooms, 4 full and 2 half bathrooms. First floor office with many other WFH spaces. Modern design with clean lines, traditional layout. Open floor plan with bright, sunny rooms. Flat, dry, half acre with ROOM FOR POOL and Southern exposure. Large backyard with outdoor living spaces. Full house generator. Natural gas and city water. Completion date: Spring 2022. Still time to work with design team to customize. Westport Family Homes has been a premier builder in Westport for more than a decade.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$3,075,000 ^(USD)

N/A Area Single Family Home

Active

12 Dellwood Road Darien, CT 06820

5 Bed

6 Baths

4672 sqft

MLS# 24156013

This beautifully designed residence seamlessly blends timeless charm with modern sophistication, showcasing sun-drenched interiors, inviting fireplaces, and refined architectural details throughout. A secluded stone patio overlooks the sparkling in-ground gunite pool and pool house, all set within a serene, park-like landscape - an idyllic backdrop for both intimate gatherings and grand entertaining. The home's exceptional flow connects the formal living and dining rooms to the newly renovated kitchen, featuring brand new stainless steel appliances, striking quartz countertops, and a sunlit breakfast area. Designed for effortless living, the layout is both elegant and functional. A dramatic family room with soaring cathedral ceiling, wet bar, and impressive stone fireplace offers direct access to the extensive new deck and private yard - a perfect setting for celebrating life year round. The main level primary suite is privately situated in its own wing, complete with spa-inspired bath and dedicated office. A separate wing on the main floor features a remarkable 42 foot media/playroom with custom built-ins and two spacious ensuite bedrooms. Upstairs, two additional bedrooms share a bath and offer abundant storage. Meticulously maintained and thoughtfully updated, this exceptional property is ideally located just minutes from town, train, beaches, and approximately one hour to New York City.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz

$2,995,000 ^(USD)

In-Town Area Single Family Home

Sold

9 Fernwood Road Westport, CT 06880

5 Bed

5 Baths

4216 sqft

COMPLETELY RENOVATED 5 bedroom Colonial, with tennis court, on 1.47 private acres in the heart of Westport! Filled with natural light, modern design, open floor plan, peaceful setting. Picture being on a country lane, sitting on your porch, looking into woods and feeling like you're away from it all...yet you're in the center of town! Quiet cul de sac, instant neighborhood. Walk to Trader Joes, dog park, restaurants/and close to every Westport amenity/train/schools! Spectacular property w/flat backyard, PLUS an open ball field that is perfect for many activities, PLUS your own Har-Tru tennis court! Room for pool. Main level: 2 Story Entryway, White Kitchen (Quartz countertops, /2 dishwashers/walk in pantry/desk area) that opens to Great Room, Large Dining Room, Screened In Porch, Powder Room, Play Room, Mudroom, Laundry Room, Office/Guest Bedroom w/full bath, Primary Bedroom Suite w/walk in closet and white bathroom). Second floor: 3 bedrooms (1 ensuite, 2 w/shared bathroom, Bonus Room for Gym/2nd Office/2nd Playroom. Tons of storage. Full house generator, electric car charger, windows/siding/appliances/all systems replaced in 2017. Public water, propane, and sewer coming to Fernwood Road. This home has it all and the street and location can't be beat!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$2,825,000 ^(USD)

Lower Weston Area Single Family Home

Sold

41 Rogues Ridge Weston, CT 06883

5 Bed

6 Baths

6460 sqft

Unique country house with Five-Star amenities. Tastefully designed home boasting 5 BDs & 5.5 BAs of opulence in over 6,460 sqft main home in upscale lower Weston neighborhood. Separate 1400 sq barn w/state-of-the-art gym inclusive of Infrared sauna/steam room w/sitting bench,reclaimed wood, full BA & pvt yoga room. Find yourself in the glamorous great room enamored w/beam exposed high-ceilings, trendy brick flooring w/FPL. Custom built-in wet bar w/ice maker & beverage center perfect for entertaining. Home office w/ built-ins, French doors to pvt grounds, patio overlooking pond, in-ground pool, hot tub. First floor MBR suite w/2nd study, exposed brick walls, Full BA & BR. Back staircase leads to MBR suite featuring gas FPL, WIC, planked floors, pvt deck overlooking landscaped grounds. MBA w/soaking tub. Enjoy a culinary experience in this Gourmet EIK w/newly glazed cabinetry, Wolfe 6 burner range, Double Subzero, built-in Miele coffee bar, warming draw w/sink in new custom center island. Enjoy the ultimate luxury retreat, equipped w/outdoor stone Forno Bravo wood burning pizza oven. Recreation bonus room w/new wide plank floors, high reclaimed wood ceiling w/exposed beams, loft w/rolling staircase, full BA, pvt entrance. Professionally designed landscaping, firepit, outdoor lighting, golf putting green/sand pit, resurfaced heated pool, hot tub, outdoor shower & bocce. Organically irrigated grounds enclosed vegetable/flower garden. Just 20 minutes to Westport train station

Listing Courtesy of SMART MLS / Keller Williams Ny Realty / Christine Ricci

$2,595,000 ^(USD)

Greenfield Hill Area Single Family Home

Pending

1380 Old Academy Road Fairfield, CT 06824

4 Bed

6 Baths

3961 sqft

MLS# 24153510

THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney

$2,535,000 ^(USD)

Greenfield Hill Area Single Family Home

Sold

1760 Hillside Road Fairfield, CT 06824

4 Bed

6 Baths

6753 sqft

Privately sited in the heart of Greenfield Hill, charm and comfort abound at this sprawling country home. Evoking the feeling of an Old World European estate, elegant living spaces create an inviting backdrop for entertaining and every day. Beneath soaring ceilings with exposed wood beams and skylights, the family room centers on a majestic stone fireplace and features an adjacent office and wet bar. An eat-in chef’s kitchen is poised beneath a large skylight. Wide-plank hardwood floors, custom built-ins, handsome fireplaces with antique mantels and repurposed antique doors add to the home’s distinctive beauty. The main level primary suite is home to a full bath and sun-drenched atrium with a private entrance. Up the side staircase, a large home office is outfitted with a built-in desk and bookcases. The main staircase unfolds to a tranquil second-level primary suite with an en-suite bathroom, fireplace, dressing room and a private balcony made for relaxing in the evening with a glass of wine. The attached one bedroom apartment is home to a family room, well-appointed kitchen, bathroom, washer/dryer and private entrance. Enjoy outdoor living and dining on the terrace overlooking the spectacular, sylvan acreage dotted with mature trees and perennial gardens. Minutes from town, shops, restaurants, and schools, including Fairfield Country Day.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Michelle&Team

$2,495,000 ^(USD)

In-Town Area Condo

Active

41 Richmondville Avenue Duplex 2 Westport, CT 06880

2 Bed

3 Baths

1760 sqft

MLS# 24090155

Welcome to Residence Duplex 2 at The Mill Westport, a spectacular unit with spacious rooftop deck which offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross

$2,360,000 ^(USD)

Saugatuck Area Single Family Home

Sold

14 Sandy Hill Terrace Westport, CT 06880

5 Bed

5 Baths

5084 sqft

Welcome to this fabulous 5 BR, 4.5 BA colonial nestled in the heart of Westport. Bathed in natural light, the home welcomes you with a two-story foyer, setting the tone for the elegance within. The chef's kitchen boasts high-end Subzero & Wolf appliances including 2 wall ovens, gas cooktop, & Bosch dishwasher, complemented by granite counters, white cabinetry, & a generous island for both prep & casual dining. Entertain effortlessly as the kitchen flows into a spectacular great room w/vaulted ceiling & a fireplace ensconced in stone. Step through French doors to the serene bluestone patio, overlooking a private fenced yard adorned with mature landscaping that blooms in every season. The main level also features a formal dining room, a gracious living room, an office, & a convenient laundry room. Upstairs, retreat to the primary suite w/2 walk-in closets, a vaulted ceiling, sitting area, & ensuite bathroom w/jetted tub & 2 sinks. Four additional bedrooms & two full bathrooms ensure space for all. The lower level offers a gym w/mirrored wall, a full bathroom, & a spacious family room w/fireplace, wet bar w/wine chiller & refrigerator/freezer drawers. French doors open to a patio - potential for an in-law or au-pair suite. Major mechanicals, including a 22KW generator, recently replaced (ask for full list). Situated at the end of a cul-de-sac, this home combines peaceful seclusion & walking distance to school, the river, many restaurants & just 1 mile to the train. Welcome home!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kathleen O'Connell

$2,350,000 ^(USD)

In-Town Area Single Family Home

Sold

11 Pine Street Westport, CT 06880

6 Bed

6 Baths

3230 sqft

This new construction, modern farmhouse has every feature for living and working in comfort. Situated in the Saugatuck School district, this home sits on a flat, dry, private property and is a stone's throw from Post Rd shops. This location is as "central Westport" as it gets! Walk to Trader Joes, dog park and restaurants. Instant neighborhood for walking, jogging and biking. Minutes to schools, beach and downtown. 4 finished floors of living space, including many work from home options. 6 bedrooms and 5 full and 1 half baths. Light and bright design features throughout the home with an open layout. Generator, so you can enjoy those snow days! Private yard with bluestone patio and room for a pool, so you can enjoy those summer days! Still time to customize to make it your very own dream house!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,999,999 ^(USD)

N/A Area Single Family Home

Pending

88 Drum Hill Road Wilton, CT 06897

6 Bed

5 Baths

4009 sqft

MLS# 24145307

This historic 1800s Colonial at 88 Drum Hill has been thoughtfully expanded and renovated, blending timeless charm with modern luxury. Original features - wide plank floors, multiple fireplaces, high ceilings, and classic moldings - honor the home's heritage, while updates create a fully livable, elegant residence. With 6 bedrooms, 4 full baths, and 1 half bath, this updated historic home offers flexible spaces for entertaining, work-from-home setups, and family gatherings. Set on a beautifully landscaped 2-acre property, the home features a stunning in-ground pool, outdoor entertaining areas, and private spaces perfect for relaxation. Unique historic touches, including a sleeping porch, library/study, and charming updated kitchen accents, blend seamlessly with modern comforts, including a chef's kitchen and light-filled living and dining areas. Ideally located minutes from Wilton Center and top schools, this luxury Wilton CT home combines historic integrity, modern updates, and a lifestyle designed for year-round enjoyment - a rare opportunity in Wilton real estate. Offer deadline: All offers must be submitted by Sunday, the 25th, at 4:00 PM.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$1,800,000 ^(USD)

Beach Area Single Family Home

Sold

282 James Street Fairfield, CT 06824

4 Bed

4 Baths

3896 sqft

Truly a RARE find! Refined, highly custom 7 year "young" FEMA compliant 4 bedroom/3.5 bath beach home in ideal location, just a few steps from playground/park and a few blocks to the beach as well as downtown/train! Situated on an extra wide lot on sought after street, this designer home offers almost 4,000SF and a fantastic floor plan with 9-foot ceilings, built-ins, crown moldings, raised paneling, chic lighting, surround sound and great storage throughout. Step into the spacious foyer and you are wowed by the coffered ceilings in the dining room (currently used as living room) and natural light streaming through. An eat-in Kitchen is open to the family room with gas fireplace and offers a dining area, Thermador appliances and huge walk-in pantry. Enter the 21 X 21 “bonus room” through custom barn doors and enjoy vaulted ceilings, stunning floor to ceiling stone fireplace and a wet bar with beverage cooler. A powder room, mudroom and 3 closets complete this floor. The 2nd floor features a spacious primary bedroom suite with vaulted ceiling, large walk-in closet and spa-like bath with double vanity, soaking tub and glass shower. 2 additional bedrooms plus hall bath and laundry room with sink complete the 2nd floor. The 3rd floor offers an additional bedroom PLUS a recreation room, office area, full Bath + storage. The private backyard features extensive professional landscaping and mature trees with irrigation and patio. Move in and start enjoying this relaxed lifestyle!

Listing Courtesy of SMART MLS / William Raveis Real Estate / Carrie Sakey

$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 / Coldwell Banker Realty / Barbara Bross

$1,705,000 ^(USD)

Southport Area Single Family Home

Sold

85 Evelyn Street Fairfield, CT 06890

4 Bed

4 Baths

3129 sqft

This stunning home is nestled in the heart of Fairfield's sought-after Southport neighborhood, perfectly situated on a double cul-de-sac, offering a serene & private setting. Step inside to discover sunlit spaces, bathed in natural light, creating a warm & inviting atmosphere throughout the 3129 sf of living space. The FR, complete w/gas fireplace, provides a cozy retreat & overlooks the tranquil backyard, where you'll find an in-ground pool perfect for summer relaxation. French Doors open to a spacious LR & FDR. The remodeled kitchen is a chef's delight, featuring quartz countertops, SS appliances, breakfast bar, center island & dining area. With easy access to the backyard Trex style deck & ig pool, this space is ideal for everyday living & easy access to fabulous outdoor entertaining. The 1st floor incl a versatile office w/blt-ins, which can also serve as a BR w/adjacent full bath. Upstairs, you'll find four spacious BRs, including a primary suite w/2 w-i closets & a luxurious remodeled bathroom, featuring a frameless glass door, tiled shower, soaking tub. A convenient laundry room & remodeled hall bath complete the 2nd floor. Adding to the home's appeal is a LL w/ 888sf of fin. space, incl a media room w/ surround sound, playroom & gym area. Ample storage closets are thoughtfully placed throughout the home. Attached garage, CAC, a security system & more. Enjoy privacy & the comfort of a fenced yard with a gas line grill and outdoor shower, making this home a true oasis.

Listing Courtesy of SMART MLS / Compass Connecticut, LLC / Helene Daly

$1,600,000 ^(USD)

In-Town Area Single Family Home

Sold

28 Compo Road North Westport, CT 06880

3 Bed

3 Baths

2501 sqft

Modern, Antique Colonial on .58 acres across from Winslow Dog Park and on the corner of Raphael Rd cul-de-sac. Main level has: Kitchen, Dining area, Living Room w/FP, Office, Family Room, Full Bath and Screened In Porch with wood stove, and Mudroom/Laundry. Upper level has Primary Suite with Full Bath, Walk In closet and Gym. There are also 2 other bedrooms and 1 full bathroom on the Second Floor. The Third Floor has a playroom and storage. Kitchen and all Bathrooms have been updated. One of the most convenient locations in Westport-Walk to Compo Shopping Center, Dog Park, Trader Joes and lots more!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$1,500,000 ^(USD)

Lower Weston Area Single Family Home

Pending

35 Joanne Lane Weston, CT 06883

4 Bed

3 Baths

3009 sqft

MLS# 24153538

Welcome to 35 Joanne Lane - a beautifully renovated home set on a perfectly flat property in coveted Lower Weston, offering exceptional lifestyle flexibility with room for a pool, expansion, or outdoor retreat. Ideally located just minutes to Weston's award-winning schools, Westport's vibrant Main Street, premier shopping and dining, and the train to NYC, this home seamlessly blends suburban tranquility with commuter convenience. Inside, sun-filled living spaces unfold with effortless flow, including a gracious living room, inviting family room, and a stunning multi-purpose great room anchored by a fireplace - ideal as a media room, playroom, fitness studio, or private workspace. The recently renovated kitchen and baths are pristine, showcasing timeless design and modern functionality suited for today's lifestyle. Additional highlights include: * Four spacious bedrooms * Two and a half baths * Three fireplaces * Finished lower-level offering flexible space * Whole-house generator for peace of mind. The expansive, level yard is increasingly rare in Weston and presents endless possibilities for future customization. Move-in ready and thoughtfully updated, this home offers the perfect balance of comfort, style, and location in one of Fairfield County's most desirable neighborhoods.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis

$1,475,000 ^(USD)

Old Hill Area Land

Active

50 Sylvan Road North Westport, CT 06880

Bed

0 Baths

0 sqft

MLS# 24151295

DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun & Bradstreet. There in the 1930's, he perfected a system whereby a client could receive an accurate credit rating on a business within 2 minutes of a request. Whiteside's original Tudor home is visible in the distance where the Sellers of Lot #1 will remain in residence on Lot #2. LOT 1 FOR SALE is flat, pristine, dry and park-like, and enclosed by 1920's fieldstone drywalls which run a full 450' along Sylvan Road North frontage. The Town-Approved Site Plan (FOR DESIGN DEVELOPMENT NOT CONSTRUCTION) is being "simplified" by LandTech to clarify: (1)House site can be moved (2)Sewer and City Water available at street for connection. (3)Natural Gas is available across street, so is being explored as a possibility. Seller has requested feedback from Southern CT Gas about possible hookup to an existing natural gas line across street at 43 Sylvan North/Marion Rd. Still awaiting response from the SCG field manager. (4) utility lines to Lot #2 will logically be moved from the middle of Lot #1 to run alongside the Lot#2 driveway. (5) an optional private and separate Lot#1 entry farther nort

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$1,325,000 ^(USD)

N/A Area Multi-Family Home

Active

21 Holcomb Avenue Stamford, CT 06906

7 Bed

4 Baths

1244 sqft

MLS# 24136182

Prime Multi-Family Investment! Outstanding opportunity to own a turnkey 4-unit property in the center of town. This well-maintained building offers strong, consistent rental income, low operating expenses, and a proven low-vacancy history. Each unit is separately metered with updated systems, efficient layouts, and solid tenant appeal. Ideal for investors seeking immediate cash flow with long-term appreciation potential in a high-demand rental market. Please note taxes are $11,865

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christopher "Chris" Spadaro

$1,175,000 ^(USD)

Lower Weston Area Single Family Home

Sold

2 Glen Lane Weston, CT 06883

4 Bed

3 Baths

3546 sqft

*

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Leslie Riback

$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 / Coldwell Banker Realty / Georgia Wasserman

$1,149,900 ^(USD)

Nichols Area Single Family Home

Active

68 Old Dike Road Trumbull, CT 06611

5 Bed

4 Baths

3657 sqft

MLS# 24155839

Welcome to a rare gem that seamlessly blends elegance, comfort, & the coveted Pinewood Lake lifestyle. This 5-bedroom, 4-bath Colonial offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought-after Pinewood Lake. Imagine waking up to the serenity of 110 feet of pristine lakefront, complete with new sand on your own private beach. Step inside & be greeted by hardwood floors and a light-filled main level. The Living Room, Dining Room, & Kitchen connect seamlessly, creating an inviting and open space for entertaining. A stone-faced fireplace adds warmth and character, while French doors lead to a composite deck overlooking a private, expansive fenced-in yard. The oversized Family Room, with its vaulted ceilings, provides the perfect space for relaxation or gatherings. The private Master Suite occupies the third level, creating a tranquil retreat. With its own balcony, a luxurious spa-inspired bath, and a walk-in closet, this suite offers privacy & comfort. Four additional bedrooms on the second level share a beautifully appointed hall bath. The fully finished Lower Level adds even more versatility to this home, complete w/a full bath & ample space for a playroom/media room & office, or potential 6th bedroom. From here, step outside to the backyard & follow the path to the lakefront, where you'll discover a charming lakeside "Cottage," a private dock, & your own sandy beach.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont

$1,144,500 ^(USD)

University Area Single Family Home

Sold

78 Flower House Drive Fairfield, CT 06824

3 Bed

3 Baths

2360 sqft

LOCATION! LOCATION! LOCATION! Situated on a cul-de-sac in sought-after University neighborhood. Luxurious center hall colonial, light and bright with modern and elegant details. Bright kitchen with Wolf gas stovetop with 6 burners/electric oven and granite countertop that opens to a large family room including an audio system and vaulted ceiling with sliders to a beautiful, private, fenced-in backyard with a stone patio, mature plantings, storage shed, natural gas grill hookup, and room for a pool. Office with French doors and mudroom sit adjacent to family room. Other rooms include an oversized living room with a fireplace and a large dining room. Hardwood floors throughout. Brand new upper hall bathroom and master bathroom (2022). Interior recently painted (2022-2023). Partially finished basement great for recreation; unfinished basement area with a workbench and laundry . Solar panels owned and under warranty until 2033 (electric is $12.84/month). Other great features include an irrigation system, a generator, Smart thermostats, a Ring doorbell and 3 additional ring cameras. Walking distance to Mill River open space and Riverside Park. Minutes to 95, Merritt Parkway and town. This home has it all…you don’t want to miss it. **HIGHEST AND BEST OFFERS BY MONDAY, MARCH 13 AT 2 PM.**

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Lisa Damp

$979,000 ^(USD)

In-Town Area Single Family Home

Active

25 Maplewood Avenue Westport, CT 06880

3 Bed

3 Baths

1212 sqft

MLS# 24130771

WOW!!! This light-filled cozy cape with 1800sf living space on 3-levels, 3-bedrooms and 2-1/2 baths (this includes the legal accessory apt with a separate kitchen, 1 bedroom and 1 bath) is INDEED A RARE FIND in its sought-after neighborhood --- and yields so much flexibility for the new owner to supplement income as needed! Where else in town do you have a chance to purchase a home with an EXISTING LEGAL accessory apartment, to draw income just as the current owner has. The legal, accessory apartment in Lower Level has been constantly rented privately to tenants by current owner since 2011 purchase at a recent $1425/month (no documentation available since tenant was there for years, with informal owner-tenant arrangement). Since accessory apartment access is via a separate private entry on the lower driveway off Willowbrook Drive and a separate #2 Willowbrook Drive mailbox, co-inhabitants of this house have a friendly and "relatively private" coexistence - rarely seeing each other.Current owner has shared the backyard and lower-level laundry room with tenants. The seller has also rented the upstairs for $5750 via the MLS(reference listing #24013621) and lived in the lower level from August 2024 into mid January 2026.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman

$930,000 ^(USD)

Saugatuck Area Condo

Sold

124 Riverside Avenue Apt 2 Westport, CT 06880

3 Bed

2 Baths

1665 sqft

Light filled, updated, 3 bedroom condo with WATER VIEWS!! Corner Unit. Convenient location in Westport, off Riverside Avenue. Walkable to water, Post Rd, and elementary school! Only 1 mile to Westport Train Station. Updated Kitchen and Bathrooms, new appliances, wide plank floors, private Deck off Kitchen. 3 bedrooms plus Office/Den, 2 Bathrooms--all on one floor, easy living. All Kitchen appliances/washer less than 2 years old. Ducts and vents professionally cleaned in 2024. Freshly painted in neutral colors. Upgraded door hardware, hinges and hallway lighting. New furnace 2022. Roof new 2019. Amazing opportunity to get into Westport, in a great location, for under $1M!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$905,239 ^(USD)

In-Town Area Single Family Home

Sold

2 Webb Road Westport, CT 06880

3 Bed

2 Baths

1334 sqft

Songbirds charm this pretty ranch on a quiet street in the walking center of Westport. Built in 1952, the home has 3 bedrooms and 2 baths in 1334sf. The front door comes into a spacious carpeted living room with a focal fireplace. An eat-in kitchen is to the rear. The bedroom wing has a small bedroom first, followed by a hall bath, and two larger bedrooms, one of which is the primary with a small en suite bath of its own. A screened-in porch out front is perfect for sitting on summer mornings and evenings and watching nature or the neighborhood activities on the peaceful street. The current owner has taken impeccable care of this sweet house over the past 34 years. The property area totals .55 acres and includes a sizable lawn with flower beds. A two car garage is attached with attic storage. The house has a crawl space.

Listing Courtesy of SMART MLS / Brown Harris Stevens / Mark Gilrain

$895,000 ^(USD)

Nichols Area Single Family Home

Active

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 / Coldwell Banker Realty / Christine Struble-Nirmaier

$875,000 ^(USD)

East Norwalk Area Multi-Family Home

Coming Soon

40 1st Street Norwalk, CT 06855

5 Bed

4 Baths

1988 sqft

Welcome to 40 1st Street in the highly sought-after East Norwalk section of Norwalk. This beautifully maintained two-family home presents an exceptional opportunity for investors or owner-occupants seeking strong rental potential and a prime coastal location. The property features one 2-bedroom, 1.5-bath unit and one 3-bedroom, 1.5-bath unit, both offering central air conditioning and in-unit laundry for modern comfort and convenience. Each unit also enjoys its own separate basement, providing ample storage space and added functionality. A detached three-car garage offers rare and valuable off-street parking, additional storage, or potential workspace. Ideally situated within walking distance to local restaurants, shops, and the waterfront, this home combines neighborhood charm with coastal living. Whether you're looking to occupy one unit and rent the other or expand your investment portfolio, this is a fantastic opportunity in one of Norwalk's most desirable neighborhoods.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Eugene "Robbie" Salvatore

$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 / Coldwell Banker Realty / Marilyn Heffers

$865,000 ^(USD)

Dodgingtown Area Single Family Home

Sold

40 Flat Swamp Road Newtown, CT 06470

3 Bed

3 Baths

4149 sqft

Discover the charm of this exquisite 1780 Center Chimney Colonial, nestled on a serene country road in picturesque Newtown. Set on 1.39 acres, this beautifully renovated home boasts 4,300 square feet of meticulously maintained living space, featuring three/four spacious bedrooms and three full baths. Step inside to find stunning wide plank flooring throughout, offering a warm and inviting ambiance. The home's layout is designed for both comfort and entertaining. The main level features a gorgeous living room, formal dining room, and a family room with a wood-burning fireplace and beehive oven. The heart of the home is the kitchen boasting a cooking hearth with two beehive ovens (Used during the Revolutionary War to make bread for the troops!), seamlessly connecting to a covered patio, perfect for alfresco dining and gatherings. Outside, enjoy a recently remodeled barn transformed into a versatile gym space with sheetrock, insulation, and new windows. The magnificent grounds are professionally landscaped, featuring a fire pit, raised garden beds, and a spectacular 48x36 saltwater pool with a hot tub ideal for summer relaxation and entertaining. This remarkable property combines historic charm with modern amenities, offering a tranquil retreat.

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Lisa Bortz

$860,000 ^(USD)

University Area Single Family Home

Sold

128 Stonybrook Road Fairfield, CT 06824

3 Bed

2 Baths

1758 sqft

This beautifully built 1941 Colonial gem is located near Fairfield University in Tanaka Park. It exudes classic charm with features like a fireplace adorned with dental molding and built-ins, custom vertical windows at the front, and hardwood floors throughout. The interior has been freshly painted and kitchen updated with new quartz countertops. The property also boasts a three-season enclosed porch with access to a spacious backyard, and above the garage, there's a generous room that could also serve as a fourth bedroom. Ample storage space and a potential basement conversion further enhance its appeal. All new electrical service, outlets and lighting. The oversized garage is a practical addition, and its proximity to town amenities, train stations, and beaches makes this home a convenient and attractive choice for potential buyers.

Listing Courtesy of SMART MLS / Berkshire Hathaway Ne Prop. / Amy W. Curry

$850,000 ^(USD)

Old Hill Area Single Family Home

Sold

7 Ridgewood Lane Westport, CT 06880

4 Bed

2 Baths

1444 sqft

Location, location, location! Less than a 10 minute walk to Downtown Westport’s shops and restaurants. Nestled at the top of the cul-du-sac on the private Ridgewood Lane sits this quaint cape style home. Enter the large living room, complete with a marble wood burning fireplace. The kitchen and dining space fill with natural light and provide secluded views of the yard and garden. The large screened-in stone porch extends the kitchen area out into the garden and uncovered patio for outdoor dining and relaxation. The downstairs also features two bedrooms and a full bathroom. Find traditional Cape characteristics as you move upstairs to find the second full bathroom, large master bedroom and secondary bedroom. This special home sits on .57 acres and awaits your personal touch! Access to Long Shore Country Club and Westport public beaches.

Listing Courtesy of SMART MLS / William Raveis Real Estate / Allie Franchuk

$799,000 ^(USD)

Stratfield Area Townhouse

Active

160 Glengarry Road 160 Fairfield, CT 06825

2 Bed

3 Baths

1569 sqft

MLS# 24133350

Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great room/living room, which offers a fireplace, oversized windows, vaulted ceilings and plenty of space for large gatherings. The main level includes an updated kitchen, formal dining room and a 2nd bedroom. The loft, with skylights, vaulted ceilings, a huge walk-in closet and spacious living area that is easily reached with the stair lift. The finished lower level has a office, a full bath, a large flexible-use room, storage space and an unfinished area perfect for a workshop or storage. Woodfield Village offers a pool, pool house, tennis court/pickleball court. This lovely condo is minutes to the Merritt Parkway, restaurants, shopping and Fairchild Wheeler Golf Course. This is a must see!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross

$775,000 ^(USD)

Stratfield Area Single Family Home

Active

249 Wheeler Park Avenue Fairfield, CT 06825

4 Bed

2 Baths

2205 sqft

MLS# 24155667

Wonderfully maintained split-level ranch in Fairfield, located on a quiet dead-end street. Lovingly cared for by the same family for the past 33 years, this home offers both space and flexibility. The home features four bedrooms, with one currently being used as a home office. The primary bedroom is on the second floor and includes an en-suite bathroom. The other bedrooms are on the main floor. There is also a second full bathroom on the main floor. A large, oversized great room and dining room create an ideal layout for entertaining and everyday living. The cozy family room includes a wood-burning fireplace. Additional highlights include hardwood floors throughout, central air, and a deep, partially-fenced-in .47-acre yard offering privacy and room to enjoy the outdoors. The basement offers potential for future finishing, providing additional living space. Ideally located just minutes from Sacred Heart University, the Merritt Parkway, shopping, dining, and Lake Mohegan. This home is an estate and is being sold "as is."

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson

$775,000 ^(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 / Coldwell Banker Realty / Susan Hawley

$750,000 ^(USD)

Lower Weston Area Single Family Home

Sold

128 Davis Hill Road Weston, CT 06883

2 Bed

1 Baths

1641 sqft

PRIVACY, PERFECTED! Beautifully sited on 3.5 acres and surrounded by mature forest and natural trails, this expanded cottage with a private pond offers up nature and serenity at every turn. Resting at a dramatic elevation, the house features multiple outdoor spaces to take in the enchanting views of the pond and forest. Inside, enjoy the beautifully renovated great room - elegant yet comfortable and perfect for entertaining guests or simply relaxing in front of the generous wood-burning fireplace. This gorgeous room features a 14 ft cathedral ceiling, exposed beams, wet bar and large windows on every wall. A refreshed eat-in-kitchen with quartz countertops, pantry and new hand-built cabinetry is bright and cheerful - with a 14 ft ceiling and direct access to the front and back yards. Next, find the charmingly restored bath, also light flooded, and two serene bedrooms. The primary bedroom enjoys a 13 ft ceiling and its own private patio. Other features include copious closets, detached 1 car garage, low taxes, central air conditioning and propane heating throughout. Previously featured in Country Living Magazine, this rare gem is perfectly suited as a full-time retreat or a weekend getaway!

Listing Courtesy of SMART MLS / William Pitt Sotheby's Int'l / Jim Gricar

$749,000 ^(USD)

Saugatuck Area Single Family Home

Sold

116 Valley Road Westport, CT 06880

3 Bed

2 Baths

1331 sqft

Let nature in!! Nestled in one of the most convenient neighborhoods in Westport, minutes to train, beach and town. Feel like you're living in a tree house in this special, Contemporary style home. On the first level, there is a Foyer, 2 Bedrooms (1 with a fireplace, used as a Study) and a Full Bath. On the second level there is a large Kitchen, Breakfast Room with sliders that lead to a Deck, a Dining Room, and a large Family Room with a fireplace. The third floor has the Primary Bedroom with Full Bath and large Deck. Oversized windows and natural light abound throughout this home. There is a natural wall of rock behind the house which lends itself to total privacy and creates a natural, peaceful setting. Neighborhood has many streets for biking and walking. Connected to city sewer, city water and natural gas. Loved by this family for many years, it's time for a new owner to make it their own. Rare opportunity to get into Westport under $1M. 1 mile to the Westport train station!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin

$699,000 ^(USD)

Stratfield Area Townhouse

Active

35 Balmaha Court 35 Fairfield, CT 06825

2 Bed

3 Baths

1750 sqft

MLS# 24149033

Welcome to 35 Balmaha Court; a beautifully light and spacious 2 bedroom, 2.5-bath townhouse in the sought after Woodfield Village community. Spacious layout on 2 levels of living space including Living Room with fireplace, Kitchen with open floor plan to Dining area & Family Room with double sliding doors to Deck. 1/2 Bath with Laundry. 2nd Level includes oversized Primary en-suite bedroom with Slider to Deck, Spa style bath, skylight, double vanity, shower stall. walk-in closet. 2nd en-suite bedroom with walk-in closet. Owner states there are hard wood floors under wall to wall carpeting throughout. Lower level includes basement with great storage space and a 2-car attached garage. Ideally situated on 37 acres of impeccably maintained space overlooking wooded areas. On-site Maintenance Superintendent. Pool, clubhouse, tennis court/pickleball court. Minutes to Fairfield restaurants, shopping, Merritt Pkwy, Fairfield Metro train station, beaches. All roofs in complex to be replaced in 2027. Updates include: A/C 2025, Sliding doors on Main level 2025, gas water heater 2025, Upper level Deck 2024, Gas furnace 2018, Humidifier 2019.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Nancy Hatfield

$699,000 ^(USD)

Brookside Area Condo

Active

119 Rowayton Woods Drive 119 Norwalk, CT 06854

2 Bed

2 Baths

1468 sqft

MLS# 24155547

A rare opportunity to have the best of Rowayton Woods! Perfectly situated with direct views of the pond, this walk out ranch-style unit has a private entrance and features 2 bedrooms and 2 full baths. At 1468 sq ft, it is larger than most 3 bedroom units with separate living room, dining room and eat in kitchen. The spacious living room features a wood-burning fireplace with custom built-ins, and slider doors that walk out (great for pets!) to a covered, private deck area. Ideal for relaxing and entertaining! The assigned parking space (154) is directly in front of the unit, along with plenty of additional visitor parking for guests. Extra storage and separate laundry. Residents enjoy access to pool and tennis courts, as well as a community garden and walking trails, all enhancing leisure and recreation options. Convenient to Rowayton train station, Bayley Beach and Rowayton Village with its restaurants and quaint shops. Not to be missed!

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Mary Petro Noonan

$689,000 ^(USD)

N/A Area Multi-Family Home

Pending

156 Blakeman Place Stratford, CT 06615

6 Bed

3 Baths

3379 sqft

MLS# 24150827

Tucked away on a cul-de-sac street, this 3 family is a great opportunity for investors or owner occupant. First floor is in good condition with an updated kitchen, newer cabinets, updated appliances. Up date baths as well. Lr, Dr, Eik and 2 bedrooms and laundry. This unit has natural gas stove, new gas hot water and gas hot water heat newer furnace. The second floor is the same, Lr, Dr, Eik, 2 Brs, updated bath and enclosed porch. Oil hot air, elec hot water heater, Third floor Lr., Eik, 2 Bedrooms, updated bath. The second and third floor share an oil hot heating system which is included in the rent, landlord pays it. Third floor has electric heat back up. Front porch, wide hallways. fenced yard. 2 car detached garage and plenty of parking. Walk to restaurants and train station, near the historic district.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jonathan Deak

$676,000 ^(USD)

Sono Area Condo

Sold

33 North Water Street 604 Norwalk, CT 06854

2 Bed

2 Baths

1392 sqft

Enjoy metropolitan living at its finest… without Manhattan congestion! Welcome to The Maritime: your key to cosmopolitan living in the heart of the blossoming SoNo district. This sought after mid-rise is WALKING DISTANCE to EVERYTHING: South Norwalk train (Metro-North), Maritime Aquarium, nightlife and bars, Veteran’s Memorial Park and picturesque shoreline, trendy SoNo shops & boutiques, and some of the top restaurants CT has to offer! PLUS just a short walk to the luxury SoNo Collection Mall. Defined by its contemporary design and luxury amenities, this modern masterpiece features high ceilings, open floor plan, hardwood floors and oversized windows. Stylish & functional kitchen with granite countertops, glass backsplash, stainless steel appliances and breakfast bar. Kitchen overlooks the living/dining room with oversized sliders to the private balcony with city & river views -- the BEST VIEWS in the building. Spacious primary bedroom features 2 large closets, including one walk-in, and ensuite bath with two sinks. Add’l spacious & bright bedroom with walk-in closet. PLUS central A/C and gas heat. Complex offers a fitness center, 1 reserved garage parking space & 1 outdoor parking space, recreation room with kitchen & billiards, conference room, and more. Luxury living awaits you at SoNo’s premier upscale mid-rise community.

Listing Courtesy of SMART MLS / Keller Williams Prestige Prop. / Len Schwartz

$585,000 ^(USD)

N/A Area Townhouse

Active

12 Willard Road 8 Norwalk, CT 06851

2 Bed

3 Baths

1710 sqft

MLS# 24155785

"The Enclave on Willard" is an association of 14 luxuriously appointed Nantucket Style townhomes in Norwalk close to the Westport border. This home features 4 levels of living. Living Room w/Gas Fireplace and Sliders to Balcony, Dining Room, Kitchen w/Stainless Steel Appliances, 2 Bedrooms including a primary Suite w/ Full Bath and spacious Loft with skylights. The Lower Level offers an extra flex space great for home office , gym or guest space that leads to the outdoor stone patio. Designer Quartz Countertops and Hardwood Floors throughout. 1 Car Garage & 1 Reserved Space. Conveniently located, close to all major shopping, highways & two train stations. Norwalk's coastal charm and revitalized neighborhoods have become a hotspot for new residents. The city's waterfront developments, diverse dining options, and cultural attractions appeal to those looking for a vibrant community with easy access to the coast. This property was completed in 2014 and has been beautifully maintained by the original owners. Professionally managed, The Enclave boasts low common charges and is actively and impeccably maintained by the association.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Elise Larrabure

$439,000 ^(USD)

West Norwalk Area Townhouse

Active

115 Fillow Street 78 Norwalk, CT 06850

2 Bed

2 Baths

1448 sqft

MLS# 24155668

Welcome to Fillow Ridge, an exceptional townhouse community in West Norwalk offering comfort, convenience, and an unbeatable location. Just a short stroll to the scenic greens of Oak Hills Golf Course, this residence is set in one of the area's most desirable neighborhoods. Inside, the main level welcomes you with an expansive living room centered around a charming fireplace, creating a warm and inviting setting. Sliding glass doors open to a private deck, providing the perfect extension of your living space for relaxing or entertaining outdoors. The generously sized dining area flows effortlessly into the kitchen, making gatherings both comfortable and convenient. The sun-filled eat-in kitchen offers abundant space for cooking and casual dining, complete with pleasant views that enhance the experience. Upstairs, the tranquil primary bedroom features oversized windows and an entire wall of closets for excellent storage. The second bedroom is equally bright and spacious, offering both a walk-in closet and an additional closet. A well-appointed Jack & Jill bathroom connects the two bedrooms and includes a separate shower, soaking tub, and dual sinks for added comfort and functionality. Additional highlights include a pull-down attic for extra storage and ample unassigned parking for residents and guests. Fillow Ridge combines everyday practicality with a prime West Norwalk location, making it a wonderful place to make a home. Close to all the areas amenities.

Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella

$435,000 ^(USD)

North End Area Single Family Home

Active

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 / Coldwell Banker Realty / Judy Szablak