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8 Loretta Ct, Westport
$6,595,000
6 Beds ⋅ 9 Baths ⋅ 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 ⋅ 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 ⋅ 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. Room for an elevator. 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
53 Cross Hwy, Westport
$800,000
3 Beds ⋅ 2 Baths ⋅ 24210176 MLS
Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prime canvas for builders, investors or buyers looking to bring a custom project to life. The property currently features a 1950s-era home, providing an excellent footprint for an extensive transformation or a complete luxury rebuild. Highly sought-after placement within the prestigious Coleytown school district. Located just minutes from downtown shopping, dining, the Merritt Parkway, and Compo Beach, this property delivers the ideal setting for a high-end Fairfield County lifestyle. Bring your architect and your vision to maximize the potential of this exceptional lot. House sold As-Is.

53 Cross Hwy, Westport
41 Richmondville Ave Unit 105, Westport
$1,949,000
1 Beds ⋅ 2 Baths ⋅ 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
4 Bradley St, Westport
$2,885,000
5 Beds ⋅ 4 Baths ⋅ 24209324 MLS
Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four additional bedrooms are ample in scale - one en-suite, with a Jack-and-Jill bath connecting two others - while a full bath and a dedicated office complete the first level. Outdoors, an expansive terrace invites al fresco dining and entertaining above a manicured, secluded yard set on a coveted corner lot. Beyond the door: sunrise strolls to the water, sunsets over the boardwalk, Longshore Club, downtown shops, dining, and the library, plus a straightforward Manhattan commute via Saugatuck Metro-North. Homes in this enclave seldom surface.

4 Bradley St, Westport
20 Turkey Hill Cir, Westport
$7,250,000
5 Beds ⋅ 9 Baths ⋅ 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 ⋅ 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
9 N Ridge Rd, Westport
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 24208426 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport
1 Driftwood Point Rd, Westport
$6,789,000
3 Beds ⋅ 4 Baths ⋅ 24208381 MLS
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 lives like a full retreat, while it's actually moments from Saugatuck dining, shopping & train station conveniences and all Westport amenities

1 Driftwood Point Rd, Westport
25 Hermit Ln, Westport
$2,750,000
6 Beds ⋅ 7 Baths ⋅ 24204051 MLS
Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 sq. ft. of above-grade living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The welcoming front entrance is framed by a spacious covered porch. Inside, the gracious foyer features herringbone hardwood floors and detailed wainscoting, setting an elegant tone throughout. The living room features a fireplace and double French doors opening to the expansive patio. Two archways lead to a versatile bonus room with a dry bar, an ideal setting for a pool table or casual gathering space. The formal dining room, accessed through French doors from the foyer, features built-in hutch cabinetry. It connects seamlessly to the kitchen, which is exceptionally equipped with custom cabinetry and hutches, two sinks, center island, a separate pantry, and Wolf appliances. The kitchen opens to the expansive family room, where 3 sets of French doors bring in abundant natural light and lead to the rear patio and built-in grill. A convenient mudroom with a private half bath connects the main living spaces to the attached three-car garage, with access to the au pair quarters above. A private office tucked quietly off the family room and an additional half bath complete the main lev

25 Hermit Ln, Westport
14 Owenoke Park, Westport
$10,985,000
5 Beds ⋅ 7 Baths ⋅ 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
9 Primrose Ln, Westport
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 24200486 MLS
Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful combination of privacy, space and potential. A circular driveway framed by stone walls, Belgian block and exterior lighting creates a welcoming arrival. Inside, hardwood floors run throughout the main living spaces, including a spacious living room and dining room, while the family room is anchored by a classic brick fireplace and opens to a standout screened porch with a vaulted wood ceiling, exposed beams and skylights. This inviting porch is the perfect place for seasonal dining, relaxing and entertaining while overlooking the expansive backyard and mature landscape. Upstairs, the primary bedroom features an en-suite bath, walk-in closet and additional closet. Hardwood floors are found beneath the carpeting upstairs. With plenty of opportunity to update and personalize, this well-loved home is ready for its next chapter. It's a special place to create your own vision while enjoying all that Westport has to offer on lovely Primrose Lane.

9 Primrose Ln, Westport
6 Canal Rd, Westport
$2,795,000
4 Beds ⋅ 3 Baths ⋅ 24206418 MLS
Rarely does a home offer such an extraordinary combination of setting, style, and convenience, while being FEMA compliant. Perched along Long Island Sound in the heart of Saugatuck, this beautifully renovated residence captures sweeping 270-degree waterfront views, with sailboats, paddleboarders, and the ever-changing rhythm of the Sound providing a captivating backdrop from morning through evening. Inside, sophisticated design meets relaxed coastal living. The home was thoughtfully reimagined by its talented local photographer owner, whose discerning eye is evident throughout. A striking new kitchen, beautifully renovated bathrooms, and hardwood floors create a refined yet welcoming interior. The waterfront experience continues outdoors with a private, low-maintenance yard and patio designed for effortless entertaining and quiet enjoyment. A private dock accommodates a small boat or kayak, putting the Sound just steps away and making boating and time on the water an integral part of daily life. Beyond its remarkable waterfront setting, the property offers exceptional accessibility, with the train station only minutes away for a convenient commute to New York City. A truly special Saugatuck offering where design, nature, and an enviable waterfront lifestyle come together.

6 Canal Rd, Westport
21 Sturges Commons, Westport
$6,250,000
6 Beds ⋅ 9 Baths ⋅ 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 ⋅ 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
2 Drumlin Rd, Westport
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24205784 MLS
Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral ceilings, white oak floors, custom millwork, Marvin windows, automated shades, and a striking porcelain fireplace. The chef's kitchen features custom cabinetry, premium Calacatta porcelain countertops and full-height backsplash, oversized island, top-of-the-line Bosch appliances, and matching wet bar with dual-zone wine refrigerator, beverage cooler, and ice maker. Expansive tri-fold doors open to a spacious deck overlooking a private, fully fenced backyard with professional landscaping and Kentucky bluegrass sod. The main-level primary suite offers heated bathroom floors, automated blackout shades, and spa-inspired finishes. The finished lower level includes a gym or recreation room, five-person infrared sauna, wine room, full bath, GE laundry, and abundant storage. Additional highlights include smart home technology, integrated sound, a Tesla Universal EV charger, and an epoxy-finished garage. This is not just an extraordinary home-it's a spectacular lifestyle offering every amenity imaginable in a coveted location.

2 Drumlin Rd, Westport
Post Rd Rd, Westport
$220,000
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
$4,550,000
5 Beds ⋅ 7 Baths ⋅ 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
$1,325,000
2 Beds ⋅ 4 Baths ⋅ 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 ⋅ 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
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
1 Maplewood Ave, Westport
$899,000
2 Beds ⋅ 2 Baths ⋅ 24204656 MLS
Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its **highly regarded school system**. Step inside to discover **beautifully refinished hardwood floors** and a bright, comfortable floor plan designed for today's lifestyle. The **updated kitchen features stainless steel appliances**, while refreshed **tile bathrooms** add a clean, modern touch. Need more room? You'll love the versatility of the **finished walk-up attic**, perfect for a home office, creative studio, guest space, or additional retreat. A separate **playroom** provides even more flexibility for recreation, entertaining, or everyday living. Situated on a corner lot with generous parking, the property offers space, convenience, and plenty of potential to make it your own. Whether you're purchasing your **first home, downsizing, or looking for an exciting opportunity to enter the Westport market**, 1 Maplewood Avenue delivers the perfect combination of charm, updates, flexible living space, and location. Westport living may be more attainable than you think-come discover the possibilities at 1 Maplewood Avenue!

1 Maplewood Ave, Westport
2 Windy Hill Rd, Westport
$4,600,000
6 Beds ⋅ 8 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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
40 Pequot Trl, Westport
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 24199886 MLS
Located in the highly sought after Old Hill Neighborhood - set back from the street on a one acre lot. This is a 4 bedroom colonial with a spacious first floor lay out including a formal living room with a lovely mantled fireplace, formal dining room, with French doors to the sunroom, library or office with bookcases, eat-in kitchen with an island and a relaxed family room featuring a fireplace, vintage wooden ceiling beams and a bow window. The entry foyer and adjacent powder room designed with reclaimed antique marble. Four spacious bedrooms on the second floor. The primary bedroom has a walk in closet and its own full bath, plus access to unfinished attic space with a walk in cedar closet. The property needs some TLC.

40 Pequot Trl, Westport
383 Main St, Westport
$819,000
3 Beds ⋅ 2 Baths ⋅ 24199434 MLS
Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping, Dining, Recreation and Bus Line. Sold AS IS. Cash Offers and Quick Closing Preferred. Agent/Partner

383 Main St, Westport

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