luxury real estate for sale Westport, United States

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and year-round comfort. Begin your mornings with a walk along Compo Beach, spend afternoons moving between your private beach and pool, and end the day dining on the waterfront terrace beneath the stars or strolling over to one of Westport's renowned restaurants. Designed to embrace the water from every angle, the home features exposed beams, wide-plank hardwood floors, and water views from nearly every room. The chef's kitchen opens seamlessly to spacious living and dining areas, creating an effortless flow for entertaining. Offering five bedrooms and three-and-a-half baths, there's plenty of room for family and guests to experience one of Westport's most coveted waterfront settings. Rarely does a home combine architectural pedigree, resort-style amenities, and an irreplaceable location so beautifully. This is waterfront living at its finest.

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 four 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.

As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

TOES IN THE SAND and SUMMER EVERY DAY. There are waterfront homes-and then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms and end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms and laundry room updated in 2025. Rare garaged and off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) and awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN and TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor and indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events and the best of what Fairfield has to offer Both 1149 Beachfront Home and 1148 Studio/Guest Home are SOLD TOGETHER. 1149 SF 3682 + 1148 SF 462 = 4142 SF Addn'l SF 3rd level approximately 1000 and crawlspace below 1637 SF. Room total incl. both homes. MLS report contains combined bedrooms/baths/ garages/sf/tax info Homes are listed together per MLS. Ask about transferrable flood insurance

In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!! 1) Must have a confirmed appointment with the listing agent. No Lockbox Entry. The listing agent must be present at all showings 2) Home is located in "Evergreen Historic District"

This charming 4-bedroom, 2-bath Greek Revival home, built by Ezra Macomber, is ideally situated in the heart of Head of Westport Village. Enjoy the convenience of walking to the post office, corner store, library, tennis courts, and the Town Landing, where you can launch a kayak or paddleboard. Rich in historic character, this antique home features beautiful detailed woodwork, original wood floors, and a picturesque setting that includes both a carriage barn and a renovated one-stall barn with a tack room or workshop. The updated kitchen offers new quartz countertops and stainless steel appliances, and opens into a spacious dining room leading to the living room and family room with a small office tucked to one side. The paving stone patio is just off the dining room and kitchen with a new outdoor shower around the corner. Both outbuildings offer a variety of potential uses, adding flexibility and value to the property. Experience the charm, convenience, and sense of community that make village living so special. Offers due to listing agent by Thursday, August 13, 2026 at noon.

Nestled on 4 private, scenic acres in Westport, NY, this spacious 3-bedroom (w/den) country home perfectly blends rustic Adirondack charm with modern comfort and breathtaking mountain views. The interior features an open great room with vaulted ceilings, floor-to-ceiling wood paneling, and an open staircase, complemented by a kitchen equipped with premium dark granite countertops, an oversized breakfast bar island, and oak cabinetry. Offering exceptional versatility, the layout includes a dedicated den ideal for a home office, alongside a spacious second living room area perfect for a family room or media space. Large sliding glass doors create a seamless indoor-outdoor flow, leading to a wooden deck with hot tub, an upper-level balcony, and a stone patio with a fire pit overlooking the sprawling, manicured lawns. Complete with a detached, multi-car workshop garage for vehicles and outdoor gear, this secluded property offers the ultimate peaceful retreat just moments from Lake Champlain and local hiking trails.

This historic Greens Farms acreage was once part of the famed Winfromere Stables where Edward T. Bedford's world class trotters were kept in grand style. Offering over 220 feet of broad frontage on private Bedford Drive, this scenic 1.14 acre parcel features a gentle rise above the street level, providing an ideal setting for a light filled home. Mature, statuesque trees grace the open landscape, offering established character and picturesque summer shade. City water and electricity are already on the property. This is a prime canvas for you to bring your vision to life in one of Connecticut's most sought-after neighborhoods.

Located in the historic Westport Village, the property offers panoramic ocean views as far as the eye can see and is within walking distance of Wages Creek Beach and Campground. Located inside the renowned 'Coastal Zone' this 34+- acres of 'Rangeland' nearly surrounds the entire Village of Westport. This property would make for fantastic homestead, equestrian/horse property or just a great place to enjoy those cool summers near the beach on the amazing Mendocino Coast.

Set on a peaceful 1.13-acre parcel just steps from the Acoaxet Club and a short walk or bike ride to the beach, this exceptional Westport Harbor property offers a rare blend of privacy, comfort, and coastal charm. Designed for effortless indoor-outdoor living, the grounds feature bluestone patios with western exposure, majestic trees, mature landscaping, and a saltwater pool. The stunning 2,257 sqft. addition showcases vaulted ceilings, an open-concept living and dining area with fireplace, a chef’s kitchen with Vermont soapstone and custom wood counters, library, large screened porch, and a sumptuous primary suite with steam shower, soaking tub, and steps out to an outdoor shower. The rebuilt 1,681 sqft. four-bedroom, two-bath wing with fireplaced living room and a second outdoor shower provides abundant space for family and friends. Convenient to Adamsville, Tiverton Four Corners, and Little Compton. A true stunner in an ideal location!

Set on a peaceful 1.37-acre parcel bordered by classic stone walls and mature landscaping, this exceptional Westport Harbor property offers privacy, water views over Richmond Pond, and a coveted coastal lifestyle just steps from the Acoaxet Club and a short walk or bike ride to the beach. The light-filled main level features oak floors, high ceilings, an open-concept living and dining area with a fireplace, and walls of windows and doors opening to expansive decks and a bluestone patio. A spacious kitchen offers abundant storage and workspace. A first-floor bedroom and full bath provide flexible guest or primary suite options. Upstairs, the primary suite enjoys ocean views, a dressing room, and double vanity bathroom, while two additional bedrooms share a bath. A large bonus room over the garage with a full bath and private entrance is ideal for kids & guests. Enjoy a fieldstone fire pit, outdoor shower, along with stunning sunsets. Located in the Westport Harbor Club Zone.

A hidden treasure in plain sight. This home is a wonderful surprise once inside. Enter and walk up two stairs to a wonderful chef's kitchen, central to the house; featuring good light, extensive counter space, ample cupboards and room for a table and chairs. A large dining room/office, and a cozy den w/wet bar and decor tile fireplace flank the kitchen. Walk three steps down into the generous family room with a cathedral ceiling and wall to wall windows on three sides, looking out over the private backyard. Views of the Acoaxet Club 3rd fairway peek through the trees. Large private corner deck is off the kitchen and den. The first floor has an open and airy feel created by the thoughtful open space design. The 2nd floor features four roomy bedrooms and two full bathrooms. The primary bedroom suite encompasses the 3rd floor with an intimate deck for morning coffee. Attractive and detailed landscaping surrounds the exterior. A wonderful home for family and entertaining friends.

Location, location, location. A hidden treasure in plain sight, this home is full of delightful surprises. Step inside and ascend two steps to the heart of the home: a beautifully designed chef’s kitchen filled with natural light, plenty of counter space, ample cabinetry, and room for a table and chairs. The kitchen is flanked by a spacious dining room—also ideal as a home office—and a cozy den featuring a wet bar and decorative tile fireplace. Just three steps down, the generous family room impresses with a cathedral ceiling and walls of windows on three sides, overlooking the private backyard. Through the trees, enjoy glimpses of the Acoaxet Club’s third fairway. A large, private corner deck, accessible from both the kitchen and den, provides an ideal setting for relaxing or entertaining. The thoughtful open-space design creates an airy, inviting feel throughout the first floor .The second floor offers four generously sized bedrooms and two full bathrooms. The entire third floor is dedicated to the private primary suite, complete with an intimate deck—perfect for enjoying morning coffee. Attractive, detailed landscaping enhances the exterior, completing this wonderful home designed for comfortable family living and memorable gatherings with friends.

Nestled in the highly sought-after Acoaxet neighborhood, this exceptional 4-bedroom, two full, and one half bath home offers the perfect blend of comfort, style and coastal charm. Ideally located alongside the 9th hole of the Acoaxet Golf Club, pristine beaches and scenic ponds, this property provides a truly desirable lifestyle.Step inside to an inviting open floor plan featuring a spacious dining area and family room. perfect for both everyday living and entertaining. The chef's kitchen is thoughtfully designed with high-end finishes and ample space for cooking and gathering. Additional highlights include new skylights, mudroom, laundry area, outdoor shower and an attached two-car garage with a versatile bonus space-ideal for a family room, home gym, or exercise studio. New roof and solar panels. A cozy fireplace and central air conditioning ensure year-round comfort.This is a rare opportunity to own a stunning home in one of the area's most coveted neighborhood.

Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive! Recent Improvements and Capital Investments Interior - Beautifully renovated first-floor primary bathroom New gas fireplace in the first-floor primary suite Completely renovated mudroom and laundry room New flooring in the guest residence Renovated guest kitchen and bathroom Mechanical and Infrastructure - Whole-house water purification system Whole-house generator New drainage system with sump pump New irrigation system New security system with cameras Exterior - Restored and re-stained roof New fenced garden with bluestone walkways and raised planting beds New fencing along the front of the property

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.

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the open, landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Private wings radiating off the house center accommodate guests comfortably. A hidden theater and a stunning Moroccan lounge with bar are some of the special features of this extraordinary property. The barn-style pool house with full kitchen, bath and spacious gym, the pool, and a heated paddle tennis court are all easily accessible from the main residence. The updated stone gatehouse accommodates guests or staff. A two story office pavilion is tucked in a private garden area. The landscape offers open vistas, meadows and an orchard. There is potential for equestrian use. Live in ultimate style and easy elegance at this private retreat just a quick commute to NYC and airports. Fairfield and Westport town centers are in close vicinity. Enclosed behind a stone wall and surrounded by a 155 acre nature preserve, this is a uniquely private haven. Main residence 9129 sq ft. Barn 2400 sq ft., Guest House 2800 approx. Total 14,329 sq ft. Whole property generator. Solar and geothermal systems. Water filtration system. Two laundries. Slate roof. Heated parking. Dog washing station. Wine room. Orchard. This offering encompasses three lots: 4800 Congress St consists of main residence, 10.92 acres, office pavilion, pool/barn pool house and heated paddle court. 4900 Congress St consists of stone guesthouse on 25.87 acres with fields, meadows and pond. 5010 Congress St is open land: 2.12 acres with potential for barn or tennis courts and tennis pavilion. Equestrian use potential for entire property. All measurements approximate.