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 / Listed By: Todd D Miller, Higgins Group Real Estate

$2,650,000 ^(USD)

New Canaan Area Single Family Home

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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 / Listed By: Kathryn Tanner, Houlihan Lawrence

$1,950,000 ^(USD)

Long Lots Area Single Family Home

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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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Julie G Haroun, Westport Residential, LLC.

$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 / Listed By: Regi Kendig, William Raveis Real Estate

$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 / Listed By: Julie G Haroun, Westport Residential, LLC.

$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 / Listed By: Judy Michaelis, Coldwell Banker Realty

$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 / Listed By: Julie G Haroun, Westport Residential, LLC.

$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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$1,589,000 ^(USD)

Coleytown Area Single Family Home

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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 / Listed By: Lori Popkin, Coldwell Banker Realty

$1,589,000 ^(USD)

Lower Weston Area Single Family Home

Sold

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 / Listed By: Sandy Rappaport, Westport Residential, LLC.

$1,580,000 ^(USD)

Long Lots Area Single Family Home

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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 / Listed By: Julie G Haroun, Westport Residential, LLC.

$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 / Listed By: Lori Popkin, Coldwell Banker Realty

$1,250,000 ^(USD)

Saugatuck Area Single Family Home

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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 / Listed By: Lori Popkin, Coldwell Banker Realty

$1,235,000 ^(USD)

New Canaan Area Single Family Home

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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 / Listed By: Robbie a Blosio, William Pitt Sotheby's Int'l

$1,099,000 ^(USD)

Intown Area Single Family Home

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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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Laurie Morris, Compass Connecticut, LLC

$885,000 ^(USD)

Rosevillenorth Ave Area Single Family Home

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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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Phil Crosland, William Pitt Sotheby's Int'l

$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 / Listed By: Ross Cotjanle, New Haven Brokerage

$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 / Listed By: Leslie Riback, Coldwell Banker Realty

$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 / Listed By: Joni Usdan, Coldwell Banker Realty

$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 / Listed By: Angela Benzan, Higgins Group Bedford Square

$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 / Listed By: Meg Freeman, Westport

$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 / Listed By: Carolina Norwick, Coldwell Banker Realty

$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 / Listed By: David P D'Ausilio, William Raveis Real Estate

$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 / Listed By: Elizabeth Altobelli, Fairfield/Southport

$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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Debbie Fisher, Westport

$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 / Listed By: Mary Beth Stow, William Raveis Real Estate

$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 / Listed By: Mary Beth Stow, William Raveis Real Estate

$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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Barbara D Babcock, Coldwell Banker Realty

$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 / Listed By: Nancy Thorne, Berkshire Hathaway NE Prop.

$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 / Listed By: Heather Payne, Coldwell Banker Realty

$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 / Listed By: Alexander Chingas, Coldwell Banker Realty

$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 / Listed By: Barbara Bross, Coldwell Banker Realty

$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 / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$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 / Listed By: Barbara Bross, Coldwell Banker Realty

$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 / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$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 / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$10,950,000 ^(USD)

Westport Area Single Family Home

Active

5 Fraser Road Westport, CT 06880

6 Bed

10 Baths

8639 sqft

MLS# 122508

Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!

Listing Courtesy of GREENWICH MLS / Listed By: Alexander Chingas, Coldwell Banker Realty

$7,500,000 ^(USD)

Greens Farms Area Single Family Home

Active

8 Loretta Court Westport, CT 06880

6 Bed

9 Baths

9576 sqft

MLS# 24156057

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. Taxes to be finalized after CO issued.

Listing Courtesy of SMART MLS / Listed By: Lianne Owen, Coldwell Banker Realty

$6,999,999 ^(USD)

Compo Beach Area Single Family Home

Active

32 Narrow Rocks Road Westport, CT 06880

6 Bed

9 Baths

1883 sqft

MLS# 24145296

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$6,495,000 ^(USD)

Long Lots Area Single Family Home

Active

5 Baldwin Place Westport, CT 06880

6 Bed

8 Baths

9062 sqft

MLS# 24172743

New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence spans 9,062 sq. ft. with 6 bedrooms and 8 bathrooms, showcasing exceptional craftsmanship, thoughtful design, and high-end finishes throughout. A private elevator in the home enhances both convenience and long-term livability. At the heart of the home, a designer kitchen is complemented by a fully equipped scullery, offering a discreet secondary workspace for catering, entertaining and daily organization-an increasingly sought after feature in today's luxury homes. Outdoor living is equally impressive, with a resort-style saltwater pool and integrated spa, automatic safety cover, expansive covered and open-air patios, and an outdoor kitchen, designed for sophisticated entertaining. The property also offers ample space for a tennis court and guest house, further elevating its estate-like appeal. Additional highlights include a full-house generator, EV charging outlet, and the signature craftsmanship and attention to detail that define a Westport Family Homes build. A masterfully built home - designed to impress, built to last, and created for an exceptional lifestyle.

Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty

$5,980,000 ^(USD)

Hunt Club Area Single Family Home

Active

21 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

3158 sqft

MLS# 24063050

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet private cul-de-sac with an inground pool. The first floor features open living spaces throughout including an oversized custom kitchen with breakfast area, family room, office, living room, dining room, mudroom & two half baths. The second floor offers a luxurious expansive primary suite with 2 large walk-in closets & a spalike bath, plus 4 additional ensuite bedrooms and a laundry room. The lower walk out level includes an additional family room, gym, bedroom with a full bath. The finished third floor contains an additional playroom or office plus a half bath. This is an exceptional residence by the most sought after craftsman who consistently builds each masterpiece with ingenuity and integrity. Minutes to the train, beach, shops, schools & more.

Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty

$5,925,000 ^(USD)

Saugatuck Area Single Family Home

Active

3 Stony Point West Westport, CT 06880

6 Bed

9 Baths

6561 sqft

MLS# 24163899

Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point

Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty

$5,650,000 ^(USD)

Long Lots Area Single Family Home

Active

8 Pleasant Valley Lane Westport, CT 06880

7 Bed

9 Baths

1462 sqft

MLS# 24172635

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$5,599,000 ^(USD)

Coleytown Area Single Family Home

Active

5 West Branch Road Westport, CT 06880

6 Bed

9 Baths

6455 sqft

MLS# 24178890

Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$5,299,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$5,000,000 ^(USD)

Long Lots Area Single Family Home

Pending

6 Twin Circle Drive Westport, CT 06880

6 Bed

7 Baths

6166 sqft

MLS# 24168601

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$4,999,000 ^(USD)

Compo Beach Area Single Family Home

Active

7 Pond Edge Road Westport, CT 06880

4 Bed

6 Baths

5729 sqft

MLS# 24172774

Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!

Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty

$4,922,000 ^(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 / Listed By: Leslie Riback, Coldwell Banker Realty

$4,495,000 ^(USD)

Coleytown Area Single Family Home

Active

21 Lockwood Circle Westport, CT 06880

6 Bed

7 Baths

6611 sqft

MLS# 24158946

Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$4,368,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$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 / Listed By: Leslie Riback, Coldwell Banker Realty

$4,199,000 ^(USD)

In-Town Area Single Family Home

Active

32 Webb Road Westport, CT 06880

8 Bed

9 Baths

6863 sqft

MLS# 24167975

Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite bedrooms and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. Multiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access. Zoned for Saugatuck Elementary and Staples High School. A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$4,100,000 ^(USD)

Old Hill Area Single Family Home

Active

48 Woodside Avenue Westport, CT 06880

6 Bed

6 Baths

1853 sqft

MLS# 24164137

A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$4,000,000 ^(USD)

Long Lots Area Single Family Home

Active

20 Fresenius Road Westport, CT 06880

7 Bed

9 Baths

7105 sqft

MLS# 24176785

We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.

Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty

$3,975,000 ^(USD)

Lower Weston Area Single Family Home

Active

48 Kettle Creek Road Weston, CT 06883

5 Bed

8 Baths

1427 sqft

MLS# 24169304

NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

Listing Courtesy of SMART MLS / Listed By: Thomas "Tom" Kelley, Coldwell Banker Realty

$3,900,000 ^(USD)

N/A Area Single Family Home

Active

76 Lords Highway Weston, CT 06883

6 Bed

11 Baths

9974 sqft

MLS# 24151746

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.

Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty

$3,795,000 ^(USD)

East Norwalk Area Single Family Home

Active

3 Shorehaven Road Norwalk, CT 06855

5 Bed

6 Baths

5481 sqft

MLS# 24163499

Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, with just a short walk to Sandy Beach, Sprite Island Yacht Club and the Shorehaven Country Club. Custom features and 9-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath with an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. All this within minutes of Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.

Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty

$3,795,000 ^(USD)

Norwalk Area Single Family Home

Active

3 Shorehaven Road Norwalk, CT 06855

5 Bed

6 Baths

5481 sqft

MLS# 124602

Public open houses 12-3pm on Sat. 4/11 and Sun. 4/12. Welcome home to the Gold Coast of Norwalk. Location, space & timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set in Norwalk's coveted Shorehaven neighborhood, with just a short distance to Sandy Beach and the Sprite Island boat launch. Custom features and 10+foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. Full house generator in place. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips as well as dining and social areas. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.

Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty

$3,625,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$3,595,000 ^(USD)

Beach Area Single Family Home

Pending

349 Beach Road Fairfield, CT 06824

5 Bed

5 Baths

4192 sqft

MLS# 24175220

349 Beach Road is the kind of home that instantly slows the pace of life - where mornings begin with walks to the beach, afternoons are spent by the pool beneath coastal skies, and evenings gather naturally around the warmth of the fire. Just moments from Fairfield's shoreline, the home offers a lifestyle that feels both relaxed and effortlessly elevated. Thoughtfully reimagined over time, the residence blends timeless character with refined modern living. Extensive updates and renovations completed throughout the past five years have elevated nearly every corner of the home while preserving its historic soul. Sunlight pours through open gathering spaces designed for connection and entertaining, while exposed antique beams, heart pine floors, and multiple fireplaces create warmth and authenticity throughout. The expanded kitchen serves as the heart of the home - a place for lingering dinners, holiday traditions, and everyday moments that feel special. Outside, the grounds feel private and resort-inspired, framed by mature landscaping and lush laurel plantings, with seamless indoor-outdoor flow to the newly added pool, stone terraces, and beautifully designed outdoor spaces. Whether hosting summer gatherings after a day by the water or enjoying quiet evenings under the glow of landscape lighting, every space was designed for effortless living. 349 Beach Road captures the feeling of coastal Fairfield living at its most timeless, comfortable, and inviting.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$3,500,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$3,500,000 ^(USD)

Compo Beach Area Single Family Home

Sold

150 Hillspoint Road Westport, CT 06880

4 Bed

4 Baths

3759 sqft

Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95

Listing Courtesy of SMART MLS / Listed By: Meredith Kamo, Compass Connecticut, LLC

$3,400,000 ^(USD)

In-Town Area Single Family Home

Sold

2 Webb Road Westport, CT 06880

6 Bed

7 Baths

4097 sqft

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 / Listed By: Lori Popkin, Coldwell Banker Realty

$3,375,000 ^(USD)

South Wilton Area Single Family Home

Active

16 Middlebrook Lane Wilton, CT 06897

5 Bed

11 Baths

8670 sqft

MLS# 24178405

Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.

Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty

$3,350,000 ^(USD)

Greens Farms Area Single Family Home

Active

221 Greens Farms Road Westport, CT 06880

5 Bed

6 Baths

5789 sqft

MLS# 24171950

THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival home has undergone thoughtful renovations over the years to preserve and enhance its character. The main residence features 5 Bedrooms and 6.5 Baths with a well-planned layout for today's lifestyle. High ceilings, oversized windows, finely detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent improvements include a new cedar wood roof on both the house & barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of over 50 acres of protected meadows and fields with a deed that prevents further development. A rare opportunity to continue the legacy of this historic property. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.

Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty

$3,275,000 ^(USD)

Greenfield Hill Area Single Family Home

Active

111 Golden Pond Lane Fairfield, CT 06824

5 Bed

8 Baths

8279 sqft

MLS# 24175561

111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit. Exceptionally livabl

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$3,165,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$3,149,000 ^(USD)

Lower Weston Area Single Family Home

Active

214 Good Hill Road Weston, CT 06883

7 Bed

8 Baths

11075 sqft

MLS# 24168594

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty

$2,995,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$2,850,000 ^(USD)

In-Town Area Single Family Home

Pending

24 Washington Avenue Westport, CT 06880

4 Bed

4 Baths

3430 sqft

MLS# 24175092

There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous, their light beautiful through Anderson architectural-grade windows. Then comes the turn- into the 2013 addition, where a stunning chef's kitchen anchors a family room that opens through French doors onto a covered deck. Beyond it, a private landscaped backyard unfolds like a secret: lush, park-like, deeply planted and utterly your own. An outdoor shower with hot and cold water, a detached two-car garage, gravel driveway and an automated irrigation system make it as effortless as it is beautiful. Upstairs, the primary suite earns its name- spacious bedroom, sitting room, a spa bath, place to exhale. Three additional bedrooms, each with the soul of the original house, share a handsome hall bath.A finished third-floor now features two versatile offices and a full bath, offering flexible space ready for your next chapter. New roof, siding insulation, 4-zone A/C, sewer and water mains from 2013. 4300 SF set on .39 acres of one of Westport's most sought-after residential streets -walking distance to town.This home exudes charm and is completely, confidently, move -in ready.

Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty

$2,825,000 ^(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 / Listed By: Christine Ricci, Keller Williams Ny Realty

$2,799,000 ^(USD)

Saugatuck Area Single Family Home

Active

299 Saugatuck Avenue Westport, CT 06880

4 Bed

6 Baths

4854 sqft

MLS# 24169465

Set on over an acre of park-like, usable property, this stunning Modern home with an oversized gunite pool is a showcase of exhilarating design. In an area known for major watefront properties as well as immediate convenience to the railroad station and all commuting routes, this home blends sophisticated elegance with an easy lifestyle. A gracious, landscaped approach down a sweeping circular driveway that leads through emerald lawns and mature gardens brings you to the grand double-door entrance lined with windows and into a vaulted ceiling foyer. The interior captures gorgeous light all day through walls of glass & numerous skylights. The floor plan is an entertainer's dream, accommodating groups large or small in refined surroundings. The living and family rooms each have floor-to-ceiling stone fireplaces and glass doors to the rear deck. The DR has a picture-perfect view across the property. Gourmet E-I-K w/Wolf gas cooktop, Sub Zero ref/frz, Viking double ovens, pantry, center island w/seating & a breakfast area enhanced by scenic views. An adjacent sunroom transitions the space out to the deck. Two half baths complete this level. The airy atmosphere continues up front & rear stairs to the 2nd level, beginning w/a grand primary suite w/priv sitting rm, king-size BR w/pool view balcony, vast dressing rm & two lux baths. Three addl' BRs have double clsts & two full baths. Fin LL w/rec rm, office, storage. Enjoy a porch that leads to the pool/spa. 3 car garage, generator.

Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty

$2,790,000 ^(USD)

Coleytown Area Single Family Home

Active

56 Charcoal Hill Road Westport, CT 06880

5 Bed

3 Baths

2552 sqft

MLS# 24161256

A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$2,695,000 ^(USD)

Valley Forge Area Single Family Home

Active

52 Valley Forge Road Weston, CT 06883

2 Bed

3 Baths

2254 sqft

MLS# 24167448

Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.

Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty

$2,535,000 ^(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 / Listed By: Michelle&Team, Westport

$2,500,000 ^(USD)

Long Lots Area Single Family Home

Active

28 Bulkley Avenue North Westport, CT 06880

5 Bed

5 Baths

3917 sqft

MLS# 24168651

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$2,450,000 ^(USD)

Greenfield Hill Area Single Family Home

Active

3808 Redding Road Fairfield, CT 06824

4 Bed

5 Baths

5376 sqft

MLS# 24171406

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$2,450,000 ^(USD)

Compo South Area Single Family Home

Pending

171 Compo Road South Westport, CT 06880

4 Bed

5 Baths

3800 sqft

MLS# 24168078

Tucked away in a peaceful, private setting, Hidden Ledge offers the best of Westport living in an ideal Saugatuck/Compo location. This stunning brand-new 4-5 bedroom home combines thoughtful design, quality craftmanship, and effortless access to the area's most loved destinations. Walk along sidewalks or bike the designated bike routes to Compo Beach, Longshore, Saugatuck, downtown shops, acclaimed restaurants, the train, library and Westport's coveted Levitt pavilion. Designed and built by local HOME Design Build, this 3800 SF residence features a clean, timeless aesthetic with an abundance of light thanks to its southern and western exposures. Every detail has been carefully curated, from vertical channel accents, Visual Comfort Lighting and Thermador appliances to the wide-plank white oak floors, custom closets and over-sized Marvin windows. A must-see home in the heart of one of Westport's most desirable locations. #171 Compo Rd. S is one of two NEW Constructions currently being built on a private rear parcel set back from Compo Rd. S. offering city water, sewer and buried power lines. ** The driveway will be maintained jointly by both 171 & 169 Compo Rd. S. As permitted, the property has been organized as a land condominium to allow for the 2 New Constructions to be sold separately.

Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty

$2,400,000 ^(USD)

Saugatuck Area Single Family Home

Sold

6 Imperial Landing Westport, CT 06880

4 Bed

4 Baths

3073 sqft

Tucked at the end of a quiet cul-de-sac in one of Westport's most convenient locations, 6 Imperial Landing offers the perfect blend of privacy, light-filled living, and effortless luxury. Thoughtfully designed and finished across three levels, this 4-bedroom, 3 full and 1 half bath home features well-proportioned rooms, an open layout, and an abundance of natural light throughout. Expansive windows bring the outdoors in, creating a bright and welcoming atmosphere in every space. The heart of the home is a chef's kitchen that flows seamlessly into the main living areas - ideal for both everyday living and entertaining. The primary suite is a true retreat, complete with dream walk-in closets and a newly renovated, spa-like bath designed for comfort and relaxation. The finished lower level adds exceptional versatility, offering a playroom, gym, kitchenette, and an additional bedroom or private office - perfect for today's flexible lifestyle. Set on beautifully landscaped grounds, the property features a waterfall, multiple patios, and a fully fenced backyard, creating a private oasis for relaxing and entertaining. A 3-car garage adds both convenience and functionality. With many recent upgrades throughout, this home is truly move-in ready - simply unpack and enjoy. A rare and special opportunity to experience the full Westport lifestyle, just minutes from the train, restaurants, Longshore, Compo Beach, Saugatuck Center, and downtown.

Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty

$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 / Listed By: Kathleen O'Connell, Coldwell Banker Realty

$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 / Listed By: Lori Popkin, Coldwell Banker Realty

$2,199,000 ^(USD)

Long Lots Area Single Family Home

Pending

24 Burr School Road Westport, CT 06880

5 Bed

5 Baths

3380 sqft

MLS# 24172330

***SUBMIT ALL OFFERS BY 3PM MONDAY MAY 11***Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.

Listing Courtesy of SMART MLS / Listed By: Julia Broder, Coldwell Banker Realty

$1,995,000 ^(USD)

Coleytown Area Single Family Home

Pending

13 Riverfield Drive Westport, CT 06880

4 Bed

4 Baths

4554 sqft

MLS# 24159296

Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level: Foyer, Formal Liv/Din Rms, Family Rm w/vaulted ceiling, Kitchen, Breakfast Room, Office and access to Screened-in Porch and large, outdoor Deck. The Lower Level has another Family Rm, Office/Storage Rm, Full Bath, Sauna, Mudroom and tons of storage. Outdoors, you will find a beautifully set tennis/pickleball court with basketball hoop. The peacefulness of this property makes the perfect setting for parties and everyday enjoyment. All of this only 1.3 miles to Coleytown Elem/Middle Schools, less than 3 miles to downtown, and less than 5 miles to the Westport Train station!

Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty

$1,975,000 ^(USD)

Old Hill Area Single Family Home

Active

5 Tanglewood Lane Westport, CT 06880

4 Bed

3 Baths

1953 sqft

MLS# 24120677

Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and distinctive architectural details. The dramatic living room features a soaring beamed cathedral ceiling, fireplace, and oversized windows, while a central butler's pantry connects seamlessly to the dining room with its own fireplace and adjacent wine area. The sunlit gourmet kitchen offers customized cabinetry, a professional gas range, and a banquette dining area. The comfortable family room has a third fireplace. The flexible 4-bedroom layout includes a serene primary suite with a luxurious bath, soaking tub, separate shower, and walk-in closet. Additional bedrooms are spacious, including one with a private sitting area. Outdoor living is enhanced by multiple patios, including a covered space perfect for dining beside the pool. Enjoy close proximity to Earthplace, town, schools, train, and shopping.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$1,800,000 ^(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 / Listed By: Carrie Sakey, William Raveis Real Estate

$1,779,000 ^(USD)

N/A Area Single Family Home

Active

28 Old Orchard Drive Weston, CT 06883

5 Bed

6 Baths

4079 sqft

MLS# 24079433

Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.

Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty

$1,775,000 ^(USD)

Lower Weston Area Single Family Home

Active

129 Davis Hill Road Weston, CT 06883

4 Bed

4 Baths

2512 sqft

MLS# 24171415

Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.

Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty

$1,705,000 ^(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 / Listed By: Helene Daly, Compass Connecticut, LLC

$1,699,000 ^(USD)

Old Hill Area Single Family Home

Active

2 Grassy Plains Road Westport, CT 06880

4 Bed

4 Baths

1849 sqft

MLS# 24176436

*SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights giving a bright airy feel throughout. At the heart of the home is a stunning chef's kitchen equipped with high-end stainless steel appliances. The open dining area is perfect for feasts with family. Sliders leading to multiple decks make indoor-outdoor living seamless. Relax in the inviting living room with a cozy fireplace, or entertain outdoors on the expansive deck overlooking lush lawns. Retreat to the primary suite that boasts a newly renovated spa-like bath. Two additional bedrooms & full bath complete this level. The lower level offers a family room, perfect for movie nights, as well as office built-ins to WFH. A playroom/rec space, plus a fourth bedroom and full bath, make an ideal setup for guests, in-laws, or au pair. Step outside to your resort-like oasis featuring a stunning, sun-drenched saltwater pool and cabana with bar & Sonos - summer entertaining perfection! Energy efficient with Tesla Solar Roof, newer mechanicals and a generator give peace of mind.

Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty

$1,697,000 ^(USD)

Weston Area Single Family Home

Active

166 Godfrey Road East Weston, CT 06883

4 Bed

5 Baths

4448 sqft

MLS# 24176595

Set back on 3.6 landscaped acres along a quiet country road, this exceptional contemporary offers rare privacy, sun-drenched interiors and easy access to Weston Center and top-rated schools. Designed for entertaining and everyday living, this home features soaring ceilings, dramatic walls of glass, an open floor plan and serene views of a tranquil pond and manicured grounds. A gracious entry opens to an expansive living room w/ fireplace and oversized windows, flowing into the dining room w/ sliders to multiple decks ideal for outdoor dining and relaxation. The kitchen offers s/s appliances, granite countertops, an informal dining area w/ access to an oversized deck overlooking the level yard. The adjoining family room, wrapped in glass and anchored by a fireplace, provides a warm gathering space w/ a seamless indoor-outdoor flow. The MAIN LEVEL PRIMARY SUITE is a private retreat w/ deck access, peaceful views and spa-like bath w/ soaking tub and separate shower. A dedicated office w/ custom built-ins and private entrance offers the ideal work-from-home setting. The upper level has a versatile loft which leads to 3 spacious bedrooms, 2 full baths and a charming hidden loft w/ built-ins. The full footprint lower level features a finished gym, full bath, family room and a guest area, plus substantial unfinished space for storage or future customization. The flexible living spaces, resort-like grounds and recent updates, makes this distinguished Weston residence move-in ready!

Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty

$1,600,000 ^(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 / Listed By: Lori Popkin, Coldwell Banker Realty

$1,599,000 ^(USD)

North Madison Area Single Family Home

Active

420 Summer Hill Road Madison, CT 06443

4 Bed

3 Baths

4022 sqft

MLS# 24172058

Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true highlight of the location is its close proximity to Chatfield Hollow State Park-just minutes away-offering scenic trails, a picturesque pond, and year-round outdoor enjoyment. Inside, the home features over 4,000 square feet of living space with generous room sizes, a functional layout, and abundant natural light. Multiple living and entertaining areas provide flexibility for today's lifestyle. The unfinished walk-out basement with high ceilings presents an exceptional opportunity to expand-ideal for a home gym, media room, or additional living space tailored to your needs. The expansive grounds offer endless potential for outdoor living, creating the opportunity for a true private retreat in a sought-after shoreline community. Experience the scale, light, and setting for yourself -schedule your private showing today!

Listing Courtesy of SMART MLS / Listed By: Adriana Radu, Coldwell Banker Realty

$1,550,000 ^(USD)

Greenfield Hill Area Single Family Home

Active

4041 Redding Road Fairfield, CT 06824

5 Bed

4 Baths

4202 sqft

MLS# 24169234

Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with wood-burning fireplace. Access to the covered porch & open deck extends the living space outdoors. The kitchen is functional & welcoming, with a center island, gas range, wall oven, microwave, warming drawer, ample storage, & a dining area for everyday meals. The dining room sits between the kitchen & living spaces, with a bay window overlooking the rear yard. Upstairs, the primary suite offers a private balcony, spa-like bath, large walk-in closet plus two additional closets, & a spiral staircase connection to the main level. Four additional bedrooms include a Jack & Jill bath and hall bath, along with second-floor laundry. Finished lower level with flexible space and unfinished storage. Attached 3-car garage and detached 2-car garage. Enjoy the space and privacy that define Greenfield Hill, with convenient access to Fairfield's town center, Westport, Weston, and Easton, all within approximately a 15-minute drive.This location offers a balance of quiet surroundings and everyday accessibility.

Listing Courtesy of SMART MLS / Listed By: Lori Auerbach, Coldwell Banker Realty

$1,550,000 ^(USD)

High Ridge Area Single Family Home

Active

28 Walnut Ridge Lane Stamford, CT 06905

4 Bed

5 Baths

4164 sqft

MLS# 24178549

Welcome to 28 Walnut Ridge Lane, nestled within a desirable enclave of newer homes on a private cul-de-sac, just minutes to vibrant downtown Stamford. Built in 2005 and spanning 4,164 square feet, this exceptional 4 bedroom, 3 full bath, 2 half bath home impresses with soaring ceilings, rich hardwood floors, and floor-to-ceiling windows that flood the main level with natural light. Elegant fixtures, freshly painted interiors, and an open, airy layout create an effortlessly polished feel throughout. The classic center hall Colonial welcomes you with a formal living room and elegant dining room. The recently renovated chef's kitchen features quartz countertops, a glazed tile backsplash, professional appliances, and a seated breakfast bar island, opening seamlessly to a breakfast area and family room. Step out to the deck for effortless outdoor entertaining. Upstairs, the primary suite offers a walk-in closet and spa-like en suite. Additional bedrooms are generously sized, one with its own en suite and two sharing a Jack and Jill bath, plus a custom cabinetry laundry room. The finished lower level offers over 1,000 square feet of living space including a rec room, gym, office, and possible fifth bedroom. Outside, one of the largest and most private backyards in the enclave awaits, beautifully proportioned for entertaining and play, and complete with a fire pit. New York City is just 48 minutes by train, with effortless access to Stamford's finest dining, shopping, and everything

Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty