Available Listings

$2,999,000 (USD)
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Coleytown Area Single Family Home

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28 Clinton Avenue Westport, CT 06880

5 Bed
5 Baths
2899 sqft
MLS# 24180374
Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high ceilings, large windows, & intuitive custom features for a comfortable lifestyle. The Great Room includes a fireplace in a bay of windows, & opens to a serving bar/butler's pantry space w/ice machine, 2 refrigerator drawers & excellent storage. The gourmet kitchen is a chef's delight, w/extensive cabinetry, gas cooktop & top appliances, a glorious view out to the pool & herringbone-patterned backsplash to the ceiling that adds a stunning accent. The dining area has a built-in marble-topped serving cabinet, & French doors to the deck. Main level mudroom/laundry leads to the attached 2-car garage & out to the backyard. The second level includes a flexible layout w/spacious bedrooms. The main BR suite is an exquisite retreat w/fireplace & bay window, complemented by a stunning primary bath w/marble, glass shower & custom vanity. The finished third floor is a great bonus space, lined w/windows & filled w/light - it includes a clever hidden daybed for extra guests & a refreshment center. The magnificent backyard has a stunning pool with patios, a firepit & level lawns. Full-house Generator.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$2,995,000 (USD)
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Greens Farms Area Single Family Home

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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
$2,950,000 (USD)
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In-Town Area Single Family Home

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72 Compo Road North Westport, CT 06880

5 Bed
7 Baths
4855 sqft
MLS# 24178717
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**THANK YOU FOR YOUR INTEREST. SELLER REQUESTS HIGHEST/BEST OFFERS BEFORE MONDAY 6/15/26 AT 4PM**Incredibly located moments from downtown, Winslow Park, commuting routes, schools, beaches & more, this grand home on an acre of landscaped property with a stunning gunite pool is ready to exceed your expectations. This sun-splashed home blends the best of a traditional Colonial with modern flair. The double-height foyer opens to the LR w/ the 1st of two fireplaces and the dining rm. The updated gourmet kitchen has a generous breakfast rm w/ French doors, new induction cooktop, backsplash & Taj Mahal quartzite counters, a Sub Zero & plenty of storage/pantry space - all leading into the magnificent Great Room which is a signature feature of this home. This soaring space has room to host any size gathering or to simply relax in stylish surroundings w/the 2nd fireplace, built-ins, a wet bar & more. All 5 BRs have en-suite baths, beginning w/ one on the main level which is highly-sought-after. Upstairs, the primary BR suite has built-ins, lrg clsts, a private office, a vltd ceil bth w/dual vanities. Each remaining BR is spacious. The third flr is finished and incl a full bth. The vast finished LL has a rec/play rm, gym, office/lib, half bth & amazing mudroom/sporting equipment storage rm. A three car garage & ample storage complete the interior. Outside, a party-sized deck leads to the level backyard w/room to run and to the fenced-in, htd pool & waterfall spa.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,950,000 (USD)
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Compo South Area Single Family Home

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169 Compo Road South Westport, CT 06880

4 Bed
5 Baths
1284 sqft
MLS# 24183242
Stunning New Construction in highly desirable Compo South neighborhood! Introducing 169 Compo Rd.S. a tucked away hidden gem, superbly designed and presently being impeccably built by local HOME Design & Build. Set in an incredible natural and private setting amid woods, ledge and open space, this home offers three levels of sun-filled open-concept living. Timeless architectural details blend seamlessly w/ refined modern aesthetics creating warmth and sophistication throughout. Designed with the premise of bringing the outdoors in, oversized Marvin windows and a thoughtful, inviting floor plan allow natural light to stream throughout the home while capturing views of nature from every angle. The main level is ideal for entertaining, with beautifully scaled rooms, circular flow and a spacious, secluded outdoor patio off the Kitchen and Dining room. A separate Family room offers its own private retreat, perfect for cozy movie nights or rainy day reading. The 2nd floor features 4 ensuite bedrooms allowing family and guests to each enjoy their own private space. The 3rd floor offers wonderful flexibility and can serve as a gym, office, studio or quiet retreat. Completion is anticipated between mid-Dec. and mid-Jan., and there is still time to add your personal touch to select finishes. A very special offering for those who want to be in the center of everything while feeling miles away. 169 Compo S. shares a portion of driveway with 171 Compo S.,
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker 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
SHOWINGS BEGIN WEDNESDAY, JUNE 17 - MORE PHOTOS SOON. Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparking 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
$2,500,000 (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
$2,450,000 (USD)
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Greenfield Hill Area Single Family Home

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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
$2,395,000 (USD)
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Easton Center Area Single Family Home

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224 Wilson Road Easton, CT 06612

4 Bed
5 Baths
4168 sqft
MLS# 24180803
Many buyers today are searching for something remarkably difficult to find: the ability to simplify life without sacrificing beauty, privacy, or prestige. Welshmoor delivers exactly that. Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling lawns, mature specimen trees, tranquil water features, and complete privacy create an atmosphere more reminiscent of a luxury retreat than a residence. Yet the location remains remarkably connected, just five minutes to the Westport town line and within easy reach of downtown Westport, Fairfield, Wilton, beaches, shopping, dining, and Metro-North. Thoughtfully renovated to preserve its character while embracing modern comfort, the home balances grand architecture with remarkable ease. Vaulted ceilings, original hickory floors, rich stonework, and walls of glass fill the home with warmth, light, and a constant connection to the landscape. A stunning four-season room brings the outdoors in, while gracious entertaining spaces flow effortlessly throughout. The primary suite serves as a sanctuary with a fireplace, spa-inspired bath, and a serene outdoor patio where the landscape becomes part of everyday living. With ample room for a pool or court the possibilities are endless. Private. Peaceful. Effortless. Welshmoor is the luxury of simplifying life without compromising it.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty