My Active Listings

Some or all of the listings below are provided by the Westport office.
$2,995,000 (USD)
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In-Town Area Single Family Home

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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
$2,825,000 (USD)
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Lower Weston Area Single Family Home

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41 Rogues Ridge Weston, CT 06883

5 Bed
6 Baths
6460 sqft
Virtual Tour
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
$2,790,000 (USD)
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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
$2,650,000 (USD)
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Downtown North Area Single Family Home

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53 Clinton Avenue Westport, CT 06880

5 Bed
6 Baths
5319 sqft
MLS# 24079819
Virtual Tour
Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,535,000 (USD)
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Greenfield Hill Area Single Family Home

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1760 Hillside Road Fairfield, CT 06824

4 Bed
6 Baths
6753 sqft
Virtual Tour
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
$2,449,000 (USD)
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Valley Forge Area Single Family Home

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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
$2,418,000 (USD)
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Coleytown Area Single Family Home

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13 Riverfield Drive Westport, CT 06880

4 Bed
4 Baths
4554 sqft
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
$2,400,000 (USD)
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Saugatuck Area Single Family Home

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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
$2,400,000 (USD)
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Long Lots Area Single Family Home

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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
$2,360,000 (USD)
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Saugatuck Area Single Family Home

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14 Sandy Hill Terrace Westport, CT 06880

5 Bed
5 Baths
5084 sqft
Virtual Tour
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

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