Featured Properties

Some or all of the listings below are provided by the Westport office.
$3,499,000 (USD)
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Coleytown Area Single Family Home

Active

240 North Avenue Westport, CT 06880

5 Bed
5 Baths
3049 sqft
MLS# 24181944
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,450,000 (USD)
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N/A Area Single Family Home

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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 "Alex" Chingas, Coldwell Banker Realty
$3,399,900 (USD)
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Greenfield Hill Area Single Family Home

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344 Fence Row Drive Fairfield, CT 06824

5 Bed
8 Baths
7157 sqft
MLS# 24194239
Virtual Tour
Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.
Listing Courtesy of SMART MLS / Listed By: Krista Alecia, Coldwell Banker Realty
$3,000,000 (USD)
Active

Rowayton Area Single Family Home

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32 Nearwater Road Norwalk, CT 06853

3 Bed
3 Baths
2442 sqft
MLS# 24157507
Back on the Market with a fresh new look. Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Light-filled living spaces, comfortable indoor-outdoor flow, water views, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring water views, soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck. A versatile third-floor space is perfect for a home office, fitness studio, or guest accommodations and can easily be converted into a fourth bedroom. Whether you're enjoying quiet mornings at Crescent Beach, hosting friends and family, or taking advantage of the area's waterfront activities, 32 Nearwater provides the perfect setting to embrace the Rowayton lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. 5 min walk to public tennis courts & Roton Beach Club. Mooring for boat available.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty
$2,895,000 (USD)
Pending

Beach Area Single Family Home

Pending

655 Beach Road Fairfield, CT 06824

5 Bed
5 Baths
3967 sqft
MLS# 24204538
THANK YOU FOR YOUR STRONG INTEREST IN 655 BEACH RD. SELLERS HAVE RESPECTIVELY ASKED FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY 5PM MONDAY 9/7. Some beach homes ask you to compromise on space. This one was designed so you wouldn't have to. Just blocks from the beach, this five-bedroom, five-bath home offers approximately 4,000 square feet of beautifully considered living space-with the character, warmth, and indoor-outdoor connection that make coastal living so appealing. Designed by architect Jim Lancaster and built by Thomas Kane Builders in 2014, the home was conceived around one simple idea: make the outdoors part of everyday life. A gracious front porch invites you to watch the world go by. The screened porch, with its wood-burning fireplace, turns cool evenings into something to look forward to. Expansive decks and patios create places to grill, dine, gather, and even watch Fairfield's Fourth of July fireworks from home. Inside, the kitchen and family room form the heart of the house, while a flexible floor plan provides options for guests, work, or multigenerational living. Five bedrooms-including two on the finished third floor-offer a rare amount of space for the beach area. Substantial yet welcoming. Coastal without cliche. And designed to be lived in, inside and out. ROOM FOR POOL with removal of infiltrators in yard. Contact Town Hall for more information.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,670,000 (USD)
Active

Coleytown Area Single Family Home

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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
$2,595,000 (USD)
Active

Old Hill Area Single Family Home

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4 Crawford Road Westport, CT 06880

5 Bed
4 Baths
4471 sqft
MLS# 24203288
Virtual Tour
Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning, light-filled family room with fireplace offers a welcoming gathering space overlooking the beautifully landscaped grounds. A true standout is the inviting pub room with its original wood bar - an exceptional setting for entertaining, celebrations, or relaxed evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, home office or gym. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. A charming barn with electricity, water, cable, and convenient parking adds exceptional flexibility as a studio, workshop, recreation space, or future vision. Just minutes from downtown Westport, award-winning schools, beaches, shopping, dining, and the train, 4 Crawford Road offers a rare opportunity to own a home with genuine character, exceptional privacy, and a wonderful sense of place. A truly special Westport residence that brings together character, comfort, and an exceptional setting.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$2,399,000 (USD)
Active

Cannondale Area Single Family Home

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14 Powder Horn Hill Road Wilton, CT 06897

5 Bed
6 Baths
5433 sqft
MLS# 24194109
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty