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280 Main St, Westport
$1,199,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211260 MLS
Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

280 Main St, Westport
1 Sunrise Rd Unit B, Westport
$995,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24110146 MLS ⋅ Sunrise-Verify In Process! BLDG.
In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shops, restaurants, entertainment and the Westport train station. Bluestone steps lead to a welcoming entry and an open floor plan designed for today's lifestyle, with hardwood floors and abundant natural light throughout. The living room features custom built-ins and a gas fireplace, while the stylish eat-in kitchen is appointed with custom cabinetry, quartz countertops, high-end stainless-steel appliances and a center island. A private, fenced bluestone patio and yard extends the living space outdoors-perfect for morning coffee, al fresco dining, relaxing or entertaining. Upstairs, the spacious primary suite features a walk-in closet with custom white oak shelving and a beautifully finished luxurious bath with a quartz double vanity and tiled shower with a seamless glass door, rainfall shower head, handheld faucet, and stone-topped bench. A second bedroom and full bath complete the upper level. A heated laundry room is conveniently located adjacent to the private garage with easy interior access. Custom Hunter Douglas automated shades provide privacy and decorative appeal. Durable Hardie Board siding enhances the curb appeal while ensuring minimal maintenance. Perfectly positioned to enjoy the best of Westport, this exceptional home is a rare combination of style, privacy, convenience and carefree living.

1 Sunrise Rd Unit B, Westport
19 Harding Ln, Westport
$5,995,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24199970 MLS
Magnificent new construction by AR Luxury Homes on a flat, private acre at the end of a coveted cul-de-sac in Greens Farms. Thoughtfully designed finishes by Tara Benet Design of Greenwich, this 6-bedroom, 6 full/2 half bath residence offers 7,874 sq ft across the first and second floors, plus a finished 1,950+/- sq ft walk-out lower level. Soaring 10' first-floor ceilings anchor an open plan with a great room, custom kitchen, formal dining room, living room, office, wet bar, and mudroom. The primary suite offers a spa bath and walk-in closet, with four additional ensuite bedrooms. The walk-out lower level includes a bedroom, full bath, playroom, gym, and ample storage. Outside, enjoy a 20' x 40' heated pool with spa and automatic cover on a bucolic property. City water, septic, and propane service the home. There is space for an elevator to all floors that can be added, and 1,800 sq ft can be finished on the walk up third floor at additional cost. A rare opportunity, with time to customize select finishes. Home to be completed late spring 2027.

19 Harding Ln, Westport
79 Riverside Ave, Westport
$2,795,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24211839 MLS
A masterclass in modern coastal architecture, this four-level waterfront retreat delivers a seamless connection to the Saugatuck River. Floor-to-ceiling glass anchors the open-concept main floor, filling it with natural light and showcasing broad river views. Recent high-end infrastructure and tech upgrades make the home as smart as it is stylish--featuring custom Lutron automated window shades throughout, a fully integrated audio/video system, custom window and retractable door screens, and EV charger pre-wiring. Outdoors, enjoy an automatic irrigation system, a conservation-approved custom wire and rail fence, and dock approvals nearing completion, clearing the path to launch your boat into Long Island Sound. An adjacent park further preserves the home's scenic setting and surrounding privacy. Spanning 1,841 intelligently planned square feet, the layout offers ideal space separation and turn-key, lock-and-go convenience: a private second-floor primary suite with walk-in closet and en suite bathroom with tub and steam shower, a third-floor guest suite with a private balcony, and a lower-level family room next to a third bedroom with ensuite bathroom and walk-in closet. Just outside, a water's edge terrace offers effortless riverfront entertaining--all in a prime Westport setting moments from downtown, offering immediate access to local dining, shops and parks.

79 Riverside Ave, Westport
7 Marsh Rd, Westport
$2,049,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212313 MLS
Welcome to Saugatuck Shores, where you're not simply purchasing a home, you're embracing a lifestyle. This exceptional beach house offers an inviting floor plan, luxurious modern finishes, custom millwork, incredible water views, and a spacious private backyard. Enjoy your favorite wine al fresco from the charming screened-in front porch, expansive rear deck, or your private balcony off the primary suite. Step inside to a spacious living room anchored by a beautiful stone fireplace, an elegant formal dining room, and a stunning kitchen featuring custom white cabinetry, professional-grade stainless steel appliances, a large center island, and Carrara marble countertops. Coffered ceilings and custom millwork add character throughout the main level, which is completed by a beautiful full bath with an elegant glass-enclosed shower. Upstairs, the impressive primary suite boasts panoramic water views, a luxurious en-suite bath, walk-in closet, and access to its own private balcony. Two additional generously sized bedrooms feature beautiful wood beams that add warmth and distinctive character, while a full hallway bath is finished with marble tile and a tub/shower combination. Perfectly positioned to enjoy everything this sought-after waterfront community has to offer, while remaining just minutes from exceptional restaurants, shopping, nightlife, major highways, and the train. A rare opportunity to enjoy coastal living in one of Saugatuck's most desirable settings.

7 Marsh Rd, Westport
11 Turkey Hill Cir, Westport
$1,990,000
7 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24197538 MLS
Tucked away in Westport's coveted Greens Farms neighborhood, this beautifully updated home is set on over 2 acres and offers the perfect balance of comfort, flexibility, and modern living. Beloved by its owners for many years, it has been the setting for countless family gatherings, celebrations, and cherished memories and is now ready for its next chapter. The renovated kitchen features an induction cooktop, abundant pantry space, and a bright eat-in area with sliders to a newly built deck, creating an effortless connection to the beautifully landscaped backyard. The adjoining family room, with its soaring cathedral ceiling and inviting fireplace, is the perfect place to gather. The spacious primary suite offers a renovated ensuite bath, while four additional bedrooms, including one ideal for a home office, provide ample space for family and guests. A renovated hall bath features a double vanity. A private wing with its own full kitchen and separate entrance provides flexibility for an in-law or au pair suite. The walk-out lower level adds a bedroom, full bath, and generous storage for guests, recreation, or extended living. Major improvements include the roof, replacement windows and doors, exterior repainting, high-efficiency furnace, hot water heater, and oil tank. Lovingly cared for and thoughtfully updated, this special home offers space, privacy, and versatility. Just minutes from schools, beaches, train, shopping, and all that Westport has to offer

11 Turkey Hill Cir, Westport
41 Richmondville Ave Unit 303, Westport
$1,799,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211506 MLS ⋅ The Mill Westport BLDG.
Welcome to The Mill offering a sophisticated, effortless approach to Westport living, pairing a distinctive setting with thoughtful amenities and the convenience of a condominium. Designed for those who appreciate style, The Mill combines modern architecture with an exceptional trove of luxuries and well-appointed spaces. This delightful, sun-lit unit provides luxurious features complementing the residence's refined aesthetic. New high-end appliances, large center island and ample storage in both kitchen and bedrooms include 2 walk-in closets in the primary suite. Residents enjoy a resort-like outdoor setting with pool, lounge area and grilling stations-perfect for a quiet afternoon or entertaining. The rooftop terrace adds an inviting place to gather. Inside, an elegant resident lounge and generous coffee station provides a comfortable setting for the daily ritual. A dedicated on-site concierge adds an additional level of service and convenience. The Mill provides a beautifully designed setting close to Westport's restaurants, shops, arts, culture and all transportation.

41 Richmondville Ave Unit 303, Westport
8 Loretta Ct, Westport
$6,595,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24211630 MLS
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. (Agent is owner)

8 Loretta Ct, Westport
9 Berkeley Rd, Westport
$3,695,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24209539 MLS
Exceptional new construction, 9 Berkeley Road presents a sophisticated interpretation of modern Westport living, blending timeless architecture with beautifully considered spaces and an exceptional floor plan. Gracious proportions, abundant natural light and 9-foot ceilings create an immediate sense of understated luxury throughout the main level. At the heart of the home, an expansive chef's kitchen with separate scullery and breakfast area opens seamlessly to a stunning family room accented by oak ceiling beams. Formal living and dining rooms provide elegant settings for entertaining, while a private home office offers a quiet retreat. A beautifully designed first-floor guest suite with full bath and walk-in closet provides privacy and flexibility for family and guests. Expansive doors extend the living spaces outdoors to a generous rear deck, complemented by a bluestone-covered porch for effortless indoor-outdoor entertaining. Upstairs, the luxurious primary suite is a private sanctuary featuring a spacious bedroom, dressing area, walk-in closet and beautifully proportioned bath. Three additional bedrooms, multiple baths, generous closets, a dedicated laundry room and loft complete the second level. Sophisticated yet inviting, and an exceptional opportunity to own a thoughtfully designed new residence where elevated style, modern luxury and effortless livability come together in one of Westport's most desirable settings. *REPRESENTAIVE IMAGES* Agent/owner

9 Berkeley Rd, Westport
8 Tar Rock Rd, Westport
$7,399,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24205429 MLS
With views over rooftops and to the Long Island Sound, this extraordinary new residence brings a new level of luxury to Westport's coveted Compo Beach area. Inspired by its coastal setting, the design from esteemed architect Bruce Beinfield layers organic materials, warm woods and stone with exquisite bespoke details and best-in-class finishes. Soaring 10-foot ceilings, walls of glass, limewash walls and abundant natural light create an ethereal feel. Imported Poggenpohl and Shinoki cabinetry and a showstopping kitchen with luminous Cristallo countertops reflect the uncompromising quality. A 1st floor lounge opens to the pool and spa, while an oversized outdoor kitchen and cantilevered covered patio create a dramatic setting for entertaining. The primary suite is a private sanctuary with 15-ft ceiling, gas fireplace, spectacular spa bath and dual custom-fitted closets. A generous 3rd-floor guest retreat has a lounge, roof deck and Sound views. The finished lower level offers an oversized gym, steam shower bath, bar with 100-inch TV and walk-out to the pool. Control4 Smart Home tech operates HVAC, security, cameras, lighting, blinds, music, pool, irrigation. Elevator-ready! Oversized garage has room for car lift. The private, fenced property is enveloped in lush professional landscaping. Walk to Compo Beach, Longshore and NYC train, an extraordinary expression of modern coastal luxury and serenity in a premier Fairfield County location.

8 Tar Rock Rd, Westport
41 Richmondville Ave Unit 105, Westport
$1,949,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209251 MLS ⋅ The Mill Westport BLDG.
Historic character meets refined modern design in this beautifully appointed one-bedroom plus den, two-bath residence at The Mill Westport. A gracious foyer provides a proper sense of arrival before opening into expansive living and entertaining spaces, where European white oak floors, historic replica windows, exposed brick, elegant lighting, and custom electric shades create a sophisticated backdrop. The open kitchen is outfitted with a suite of high-end appliances and an oversized island with generous seating, while a gas fireplace anchors the living room. Thoughtfully designed to live like a true two-bedroom, a custom sliding glass wall creates a private second sleeping area complete with a deep closet and direct access to a full bath. The spacious primary suite is tucked away on the opposite side of the residence and features a pair of closets outfitted by Poliform and a luxurious five-fixture bath with a freestanding soaking tub, walk-in rain shower, and heated floors. A full-size washer and dryer, parking, and storage are all included. Originally a historic candlewick mill dating to the 1800s, The Mill Westport has been thoughtfully reimagined as just 31 distinctive residences. Amenities include a pool and hot tub, fitness center, landscaped outdoor spaces, outdoor kitchen, residents' lounge, guest suite available for rent, and concierge services.

41 Richmondville Ave Unit 105, Westport
20 Turkey Hill Cir, Westport
$6,800,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24206974 MLS
The home offers timeless and classic New England, the charm you have been seeking. Set up on a quiet hill in the heart of Green Farms, this picturesque shingle home checks every box! In 2021, the home underwent a major renovation, with every room updated and all mechanicals and cedar roof replaced. Sited on nearly two acres of manicured property, there are extensive stone walls, multiple patio areas, mature plantings, and distant Long Island Sound views. The flexible floor plan offers 5 bedrooms on the 2nd floor, plus additional bedroom spaces on the 3rd floor and lower walkout level. A new detached outbuilding, currently used as a gym, offers exceptional flexibility as a private guest suite, home office, or dedicated space for a trading team. The home features a wrap-around porch, gunite pool, outdoor kitchen, fire pit, dog grooming station in the garage, guest suite, theatre, gym, and whole-house audio system. Refined design, exceptional quality, and thoughtful details throughout.

20 Turkey Hill Cir, Westport
51 Compo Beach Rd, Westport
$7,200,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204128 MLS
Exceptional coastal living in Westport's coveted Compo Beach neighborhood. Built in 2024, 51 Compo Beach Road is a stunning four-bedroom home with spectacular Long Island Sound views, a private heated pool, and an extraordinary rooftop deck-moments from Compo Beach. Designed to embrace its setting, this striking residence is filled with natural light and captivating water views. Expansive windows frame the ever-changing coastal scenery, with beautiful sunrises over Long Island Sound and spectacular sunsets. The bright, open interior is sophisticated yet relaxed, with clean architectural lines and effortless flow for living and entertaining. Four bedrooms and four full baths offer space for family and guests, and an elevator connects all levels. Main living floors were built to FEMA-compliant standards, important for newer coastal construction. Outside, the private heated pool is a true summer retreat-a rare amenity this close to the beach. The rooftop deck is a showstopper, with panoramic water views for sunrise coffee, sunset cocktails, entertaining, and evenings under the stars. Plus smart-home technology, a two-car garage and a whole-house generator. Moments from Compo Beach, the marina and Longshore Club Park, with downtown Westport, restaurants, shopping and Metro-North to NYC within easy reach. A rare opportunity for newer construction, a private pool, extraordinary water views and sunrise-to-sunset vistas in one of Westport's most iconic coastal neighborhoods.

51 Compo Beach Rd, Westport
1 Driftwood Point Rd, Westport
$6,789,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208381 MLS
OPEN HOUSES THIS WEEKEND! Don't miss the best waterfront value in Fairfield Cty with over 200' of PRIVATE Beach and water views from every room! New Survey and potential dock site. Set on one acre of waterfront property, One Driftwood Point holds views from every room of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle of water and sea breeze from each deck, every room, and all levels of open living space. The layout opens with a double height entry and leads upstairs to the massive living spaces that maximize the gorgeous light and waterfront surroundings - with a front to back living room set with multiple conversation areas and easy deck flow, the space is mirrored with a matching family room holding a lounge area, billiard room and 3 fireplaces in the house. An office and half bath finish off the top floor. On the main level, the dining room & kitchen enjoy the view of boats in the harbor. The primary bedroom suite with 2 bathrooms, and a walk-in closet/dressing room steps out to the main level deck overlooking the front yard & water beyond. The 2 main level bedrooms share a full bath. Driftwood Point is moments from Saugatuck dining, shopping & train station conveniences and all Westport amenities

1 Driftwood Point Rd, Westport
14 Owenoke Park, Westport
$10,985,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24207610 MLS
100% FEMA compliant & storm friendly AND 100% completed, this special new construction Bluewater Home is priced to SELL. Located steps from Compo Beach on prestigious Owenoke Park, a 6050 sqft true coastal gem which checks every box and delivers the ultimate Westport lifestyle with pool and spa, Gray's Creek waterfront access, Long Island Sound views, and a rare 3+ car garage. 5 ensuite bedrooms, custom kitchen with double-islands and scullery, elevator, primary suite sauna, multiple balconies and decks, large lower-level indoor/outdoor loggia area built for entertaining and PLENTY of PARKING for everyone!! Truly beach living at its finest.

14 Owenoke Park, Westport
61 Clapboard Hill Rd, Westport
$3,600,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205877 MLS
Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully renovated, offering flexibility with gracious living and dining rooms, a sun-filled sunroom, cozy family room, and a curated Chef's kitchen with Calacatta marble, bespoke cabinetry, and top-tier appliances. A serene Primary Suite and additional bedrooms upstairs, the home functions perfectly as-is-or as a future guest house or accessory residence with thoughtful modifications. The sweeping land provides ample room for a new main residence set further back on the property, while altering the current home for extended family, guests, staff, or as a pool house. Outdoor living is equally compelling, with an expansive covered stone terrace, fire pit, and open meadow-like grounds offering endless possibilities for a pool, tennis court, barn, or gardens. Whether you choose to embrace the home's timeless appeal or create a legacy estate tailored to your vision, this is a unique chance to live comfortably now while building for tomorrow-all in one of Westport's most coveted locations, just minutes to Westport's vibrant downtown with award winning restaurants, premium shopping, beaches, and train.

61 Clapboard Hill Rd, Westport
21 Sturges Commons, Westport
$6,250,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24194597 MLS
NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural integrity. This impeccably designed 6-bedroom residence offers sophisticated interiors & seamless indoor-outdoor living across four finished levels, perfectly sited on a quiet, private cul-de-sac. The light filled main level showcases an open floor plan with a two-story foyer, a custom kitchen and breakfast area, family room with fireplace, private office, living room, dining room, mudroom & two powder rooms. Upstairs, the luxurious primary suite is a true retreat with a spa-inspired bath, expansive dressing areas, 2 walk-in closets plus 4 additional ensuite bedrooms & a spacious laundry room. The walkout lower level provides a recreation/family room, gym, 6th bedroom & a full bath. The finished third floor offers flexible space for a playroom, office, media room plus a half bath. The resort-style backyard includes a heated Gunite pool and spa, expansive stone patio, outdoor kitchen and beautifully landscaped grounds. Offering a rare opportunity to own an exceptional Mattera home of enduring quality & the highest level of craftsmanship, consistently creating lifelong admirers

21 Sturges Commons, Westport
12 Beltas Farm Ln, Westport
$7,985,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24205532 MLS
12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open space, creating a sense of space and privacy rare in Westport today. Offered at $7,985,000 and built by Fairfield County Contractors, known for exceptional quality and craftsmanship, this remarkable new Westport home encompasses more than 9,000 square feet of sophisticated living space beneath a handsome wood roof, with timeless architecture and the exceptional level of finish found throughout. Designed for today's luxury lifestyle, the residence features six ensuite bedrooms and beautifully proportioned living and entertaining spaces filled with natural light and oriented to capture the property's open views. A wine cellar adds another layer to the home's exceptional entertaining spaces, and the thoughtful floor plan balances impressive scale with comfortable everyday living. Outside, a stunning pool and spa create a private resort experience amid the beauty and openness of the Beltas Farm setting. A rare opportunity to own an exceptional new-construction luxury home in Westport, Connecticut 06880, and to become part of one of the town's most compelling new luxury addresses.

12 Beltas Farm Ln, Westport
Post Rd Rd, Westport
$185,000
ACTIVE Status ⋅ 24205902 MLS
A Rare Opportunity to Bring Your Culinary Vision to Life Step into a charming, intimate Italian restaurant with the kind of atmosphere you can't manufacture - cozy, welcoming, and full of character. This is the perfect canvas for a chef-owner or passionate foodie who dreams of creating unforgettable meals in a place that truly feels their own. The restaurant is fully equipped, thoughtfully laid out, and designed for comfort and connection. It's the kind of dining room where regulars get to know your name, where families celebrate milestones, and where great food is paired with genuine hospitality. Whether your dream is rustic Mediterranian comfort cuisine, regionally inspired specials, or a chef-driven tasting menu, this space is ready for your imagination - and your recipes. Instead of spending years building from scratch, you can step into an established setting and start cooking the food you love, for people who will truly appreciate it. If you've ever said, "One day I want my own place," - this could be that day.

Post Rd Rd, Westport
1 Twin Oaks Ln, Westport
$4,400,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24204438 MLS
A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.

1 Twin Oaks Ln, Westport
124 Harvest Commons Unit 124, Westport
$1,295,000
2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204033 MLS ⋅ Harvest Commons BLDG.
Nestled in a prime location within a beautifully maintained complex, this exceptional home offers access to premier community amenities-including a pool and tennis courts-alongside the luxury of your own completely private patio. Harvest Commons is ideally situated just moments from fine dining, local shopping, and the Greens Farms train station. Inside, the elegant formal living room features soaring vaulted ceilings, large windows, a cozy wood-burning fireplace, and sliding glass doors that open seamlessly to the outdoors. The main level also boasts a full formal dining room-a rare feature not found in all models-and an exceptionally spacious kitchen and family room combination with a impressive wall of glass and convenient direct access to the attached two-car garage. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with vaulted ceilings, two generous walk-in closets, and an en-suite bath with both a soaking tub and separate shower. A second well-appointed bedroom, a separate full bath, and a dedicated second-floor laundry room complete the upper level. The finished lower level provides versatile additional living space ideal for a recreation room, home office, or guest quarters, along with a rare third full bathroom. Seller would like a January closing.

124 Harvest Commons Unit 124, Westport
9 Over Rock Ln, Westport
$9,860,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24205443 MLS
Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four finished levels featuring soaring ceilings, custom millwork, and engineered white oak flooring. The chef's kitchen showcases dual quartzite waterfall islands, custom rift white oak cabinetry, a walk-in pantry, and a professional appliance suite. The primary suite offers cathedral ceilings, a fireplace, private balcony, dual dressing rooms, and a spa-inspired bath with heated floors and a soaking tub. Designed for seamless indoor-outdoor living, the nearly 950-square-foot covered terrace features granite flooring, a wood-burning fireplace, outdoor kitchen, heated 20' 40' saltwater pool, 10-person spa, and room for a future tennis or pickleball court. The walk-out lower level includes a family room, wet bar, fitness studio, guest suite, and flexible space for a theater, golf simulator, or media lounge. Prepare to fall in love.

9 Over Rock Ln, Westport
6 Fox Run Ln, Westport
$385,000
ACTIVE Status ⋅ 24204342 MLS
This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences between 5,000 and 8,500 square feet. (A large plot will be forwarded to all interested buyers for your review and other multi-discipline engineering firms specializing in hydrologic and hydraulic analysis, site development, construction professionals, and expert and superior multidisciplinary affiliation with key regulatory agencies and ability to move desired plans forward).

6 Fox Run Ln, Westport
2 Windy Hill Rd, Westport
$4,600,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24204809 MLS
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

2 Windy Hill Rd, Westport
24 Edgemarth Hill Rd, Westport
$7,015,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24204343 MLS
Just 2 weeks from completion, come see this 8,417SF dream residence w/sauna, pool & spa on 1 private acre in coveted Greens Farms as the finishing touches are being made. 24 Edgemarth Hill was designed, crafted, and appointed with the finest materials - see rendering photos. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most discerning buyer desires. Finished on 4 floors - be ready to be "WOWED": enviable public rooms; 2 indoor fireplaces and 1 outside on the covered porch; 6+ bedrooms (guest bedroom on the main level) including the most sumptuous Primary Bedroom with fireplace, balcony, wet bar/coffee bar, 2 walk-in closets, and gorgeous bath; 7 full and 3 half baths. LL includes a Media room w/ultra luxe wet bar, Gym & sauna, & 6th Bdrm. Above the 3 car garage, you'll find addt'l finished space w/full bath. This cul de sac neighborhood is just minutes to shops, restaurants, beach, Longshore, and train, but once you've arrived you'll never want to leave your own private paradise. The resort style grounds include: 20x40 pool & spa, sleek built-in grill w/custom stone countertop, glorious entertaining patios & covered porch, outdoor shower, & professional landscaping. Expect nothing less than SENSATIONAL. Built by Coastal Luxury Homes.

24 Edgemarth Hill Rd, Westport
32 Narrow Rocks Rd, Westport
$6,999,999
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24196804 MLS
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.

32 Narrow Rocks Rd, Westport
4 Crawford Rd, Westport
$2,595,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203288 MLS
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.

4 Crawford Rd, Westport
31 Stonybrook Rd, Westport
$5,199,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24201547 MLS
From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.

31 Stonybrook Rd, Westport
4 Lantern Hill Rd, Westport
$2,650,000
ACTIVE Status ⋅ 24196614 MLS
Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plans. Bring your preferred builder and collaborate with the project architect to tailor the design to your vision. Also listed as a to-be-built single-family residence.

4 Lantern Hill Rd, Westport
5 Baldwin Pl, Westport
$6,495,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24194674 MLS
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.

5 Baldwin Pl, Westport

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