Welcome to 1 Boxwood Lane, a private estate where timeless design meets a lifestyle centered on wellness, balance, &renewal. Set on a coveted quiet lane, the circular drive & stone walls introduce a sense of calm while sweeping lawns & specimen plantings create a serene, park-like environment worlds away from daily stress. Inside, sun-drenched interiors open seamlessly through French doors & expansive windows. The open layout encourages effortless living, anchored by a recently renovated custom Chef's Kitchen-perfect for nourishing gatherings & everyday enjoyment. Architectural details, intricate millwork, & graceful transitions between living & dining areas reflect craftsmanship rarely seen today. Designed as a true personal retreat, the home offers spaces that support both mind & body. The Primary Suite w/ fireplace & spa-inspired bath provides restorative comfort, complemented by 3 additional en-suite bedrooms & a second-floor Family Room offering options. A private Office w/fireplace creates a peaceful work-from-home sanctuary. At the heart of the home's wellness experience is a heated indoor Pool & Spa, visible from the private Home Gym-offering year-round opportunities for fitness, relaxation & stress relief in a resort-like setting. Whether swimming, training, or unwinding poolside, this space elevates daily living into a holistic lifestyle.1 Boxwood Lane offers a rare year-round country club atmosphere-designed for wellness, connection, and effortless luxury.
Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with custom cabinetry, oversized island, and professional-grade appliances. The primary suite is a private retreat featuring a spa-like marble bath with steam/sauna and an exceptionally large walk-in closet. Four additional bedrooms-many with ensuite or Jack-and-Jill baths-offer flexibility and comfort for family and guests. The finished lower level provides exceptional lifestyle space ideal for entertaining, fitness, or play. Additional highlights include soaring ceilings, custom millwork, hardwood floors throughout, walk-up attic storage, and a three-car garage. Conveniently located near town, schools, shopping, and transportation.
Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together, these spaces flow onto the patio for easy indoor-outdoor living. A living room and dining room complete the inviting main level. Upstairs, the fabulous primary suite features custom closets and a spa-like bath. Two bedrooms share a chic Jack & Jill bath, while a 4th bedroom is ensuite. A laundry room is conveniently located on this level. The 3rd floor offers a bedroom, full bath, and a spacious flexible living area-perfect for guests, an office, playroom, or recreation space. The lower level is a true wellness retreat with a fully customized gym, sauna, and full bath. Outside, the level yard has room for a pool-plans are available for the next owner. Perfectly set in a sought-after neighborhood, it's just a short walk to Long Lots Elementary and minutes to shopping, dining, and the Greens Farms train. With more than $100K in next-level enhancements, this residence has evolved into a truly spectacular home. Beautifully decorated, warm, and welcoming, this home is ready to enjoy from day one. Modern conveniences include city water, city sewer, natural gas, and generator readiness.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Taxes TBD.
Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.
RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with beautiful natural light, leading to a walk-out terrace for seamless indoor/outdoor entertaining. This floor also includes dining room, modern bar/living room for entertaining, office, and mudroom servicing both pool and garage. A showstopping plaster staircase leads upstairs to a massive primary suite with vaulted ceilings, private balcony with glass railings, built-in coffee bar, and dual walk-in closets. 4 generously proportioned secondary BRs all include en-suite full bath and walk-in closets. The finished third floor maximizes flexible space. A finished lower level offers extensive amenities including a spacious mirrored gym, built-in sauna, media/recreation room, secondary laundry, walk-out access, plus the home's 6th BR with ensuite bath. Outdoors, an expansive flat yard includes gunite pool with built-in spa and Newport granite surround, built in grill, and a covered outdoor lounge space with a fireplace. Driveway and gravel motor court offer ample parking. INCREDIBLY LOCATED central to town, schools, train, and beaches on a flat acre. An unbeatable Westport locale!
Bluewater Home Owenoke Opportunity Knocks Again! Another beach masterpiece is underway and this 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond views and walking distance to Compo Beach will be ready Spring 2026. Enjoy this new beach construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac.
Incredible opportunity to own at Lansdowne, one of Westport's most desirable gated communities. This elegant townhouse offers spacious, sun-filled living with beautiful architectural details and serene outdoor views. The large living room features a cathedral ceiling, hardwood floors, and a fireplace, leading to a bright sunroom with sliding doors to an oversized patio overlooking a picturesque yard with a pond and summertime fountain-the perfect setting for relaxing or entertaining. A formal dining room with vaulted ceilings, hardwood floors, triple windows, and a wet bar, provides an inviting space for gatherings. The eat-in kitchen is appointed with granite counters, white cabinetry, stainless steel appliances, and a nearby powder room. A desirable first-floor primary suite includes a walk-in closet, full bath, and convenient laundry. A second primary suite is located on the upper level, featuring a loft area, full bath, walk-in closet, and ample storage space-ideal for guests or a private retreat. Enjoy the ease of townhouse living with Lansdowne's sought-after amenities, including a pool, tennis courts, clubhouse, and lush landscaped grounds-all within minutes of downtown Westport, Compo Beach, and Metro-North. Experience comfort, style, and convenience in this beautifully maintained home in one of Westport's premier communities.
Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides easy access to I-95, the Merritt Parkway, and downtown Westport. Set on a picturesque property with a gentle brook at the far end of the level backyard, the home invites peaceful outdoor living with a charming front porch & back porch, expansive deck, and stone patio-ideal for al fresco dining and entertaining. Inside, a gracious two-story foyer with a curved staircase opens to a formal living room with fireplace and a formal dining room complete with butler's pantry and walk-in pantry. The gourmet kitchen features top-of-the-line new Thermador appliances, stone countertops, and a spacious dining area with access to the deck. A family room w/fireplace with Fr doors to an enclosed porch, a pvt office, and a well-designed mudroom with easy access to the two-car garage complete the main level. Upstairs, the primary suite is a true retreat, offering a fireplace, balcony with beautiful property views, walk-in closet, and luxurious bath. Three additional bedrooms share access to full baths, complemented by a large recreation/media room, half bath and convenient second-floor laundry.
Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living, this home offers both comfort and practicality. Enjoy the privacy of your own driveway and a prime location just minutes from downtown Westport's vibrant shops, acclaimed dining, and coastal charm. Whether you're a first-time buyer, downsizing, or searching for the ideal Westport investment, this home delivers an exceptional Westport lifestyle in a manageable, move-in-ready package.
Amazing Opportunity! Charming 1920"s colonial with wonderful 1416 sq ft legal rental cottage. Bright sunny front house freshly painted and beautifully maintained. Hardwood floors throughout, newer kitchen, delightful sun room, perfect for home office. MBR w/charming dressing room and w/i closet plus 2 additional brs and hall bath. Cottage features a great 2 bedroom apartment with vaulted ceiling and skylight, newer kitchen and an amazing office with separate entrance. Large flat backyard and plenty of parking. The possibilities are endless.
Westport * 3BR ranch on 1.67-acre private knoll * Hardwood floors * Newer windows * Underground electric * 0.5 mi to Partrick Preserve. Set on a quiet interior lot surrounded by mature trees, this one-level 3-bedroom, 2-bath home at 56 Partrick Road offers the privacy of a country setting just minutes from Westport's vibrant downtown. Built in 1966, the 1,609 sq ft residence features hardwood flooring, newer windows, underground electric service, and a two-car attached garage. The property is elevated on a gentle knoll with seasonal views and a cleared center, ideal for renovation or as the foundation for a future new build. Lead and asbestos testing completed with clean results. Well and septic already in place. Enjoy close proximity to Whole Foods (0.9 mi), Train Station (3.1 mi), Terrain Cafe (0.9 mi), and Staples High (3.5 mi). A rare opportunity to create value through renovation or rebuild in one of Westport's most desirable locations.
Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details shine alongside impeccable updates. The primary suite features a spa bath and custom closets; three additional bedrooms offer flexible space. Outside, relax by a sparkling pool or host gatherings on the lush, landscaped lawn. An adjacent lot for added privacy or future expansion is also available. A true Westport landmark, steps from town, schools, and rail, this is a rare opportunity to own an estate rich in character and comfort. Shown by appointment
A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated plantings & a koi pond with exotic blooms that showcase the home's four-season appeal. At its heart is an updated gunite pool with electric cover, stone patio & gated backyard designed for both entertaining & everyday enjoyment. The open layout flows from the two-story foyer to the vaulted great room with gas fireplace & French doors to the expansive deck overlooking the pool & gardens. The bright, stone-floored kitchen features high-end appliances, beverage drawers & a wine chiller, connecting seamlessly to the dining, family & breakfast areas. Two home offices-one with vaulted ceilings & another with a private porch-make work-from-home effortless. The serene primary suite includes dual walk-in closets, a custom built-in dressing area, private laundry, a full fitness room & a spa-inspired bath. A separate first-floor guest suite with a new full bath & private entrance offers additional living space ideal for guests, in-laws or an au pair-beyond the home's four bedrooms. The finished lower level provides added versatility with a wine room, recreation area & abundant storage.
26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a beautifully landscaped half-acre in the heart of Westport's Saugatuck neighborhood, the home blends relaxed charm with elevated living. The classic wraparound porch leads to airy, light-filled interiors where natural textures and clean lines mix seamlessly. A separate guest apartment above the detached garage adds flexibility-perfect for visitors, a studio, or a private office. It's a rare find: timeless character with a fresh, modern perspective.
Once-in-a-Generation Historic Estate set on a most coveted stretch of Fairfield County's Gold Coast, with a remarkable provenance as a former Bedford family estate. This extraordinary property is a rare offering that blends timeless architecture with iconic waterfront living. With sweeping views of Long Island Sound, the home's stately presence is matched only by its stunning 3.55 acres of parklike grounds and over 200 feet of waterfront, including a waterfront pool, well-equipped pool house, and 3-bedroom guest cottage. Approach through the gated stone walls and travel the tree-lined drive, enjoying the unfolding Sound views. Rich with original character, the main residence evokes the grace of a bygone era with leaded glass windows, impressive millwork, and grand gathering spaces featuring soaring ceilings designed to showcase the breathtaking views. Included in the home's magic is this wonder: a sailing ship imported from England, reconstructed on site to create a one-of-a-kind study. Generations have hosted parties on these magnificent grounds, enjoyed quiet mornings by the seawall or spent a day boating from the mooring off its private beach. This former longtime home of Lucie Bedford and her husband, Briggs Cunningham - race car driver and America's Cup winner - is a landmark opportunity to own a storied piece of Westport's history along prestigious Beachside Avenue. A one-of-one opportunity to carry on this legacy of luxury and history at this iconic waterfront estate.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Taxes TBD.
This 9000+ SQFT timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a bathroom with gorgeous cathedral ceilings. The rest of the floor is complete with three additional en-suite bedrooms and a conveniently located laundry room. This home will never allow you to grow bored with the endless opportunities for recreation on the remaining floors-this includes a movie room, dedicated gym, rejuvenating sauna, temperature-controlled wine room, wet bar, and playroom. There is also a home office available for when work needs to get done. Fully built out lower level with impressive amenities. 22 Morningside Drive South has everything you need and more.
Embrace grandeur in this meticulously crafted four-level estate offering over 8,200 square feet of finished living space. Designed for connection, the main level flows seamlessly between a chef's kitchen with walk-in pantry, open dining and living spaces, and a cozy family room all anchored by three fireplaces that create warmth and atmosphere throughout. Upstairs, the primary suite offers a spa-like bath and custom walk-in closet, complemented by four additional ensuite bedrooms and a full second-floor laundry. The third floor is built for entertainment, featuring a fully equipped movie theatre and spacious game room, while the finished lower level delivers unmatched lifestyle amenities a gym, sauna, temperature-controlled wine room, wet bar, and guest suite. Every finish reflects craftsmanship and care, creating a home that feels refined yet livable. Located minutes from Compo Beach, Greens Farms train, and all that Westport has to offer, this residence balances elegance with everyday comfort. Luxury here isn't about size, it's about how it feels. Experience the thoughtful design, the flow, and the sense of home that make 20 Morningside truly exceptional.
Prime location a few houses down from the Hunt Club three bedrooms with two additional bounus rooms and two bathrooms home with a fully finished walkout on a level one acre of land surrounded by multi million dollars homes.
Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully landscaped with a gunite pool. With 5 bedrooms, 6 full bathrooms, and four finished levels, the home is ideal for both family living and entertaining. An expansive, open floor plan is accentuated by Redcoat Homes' signature oversized windows and doors, flooding the space with natural light. The high-end finishes throughout elevate the home's sophisticated yet welcoming ambiance. A stunning chef's kitchen, a spacious home office, two fireplaces, and generous living and dining areas make this home perfect for modern living. The lush backyard is an entertainer's dream, featuring a large bluestone patio with a built-in grill ideal for year-round gatherings. Enjoy the convenience of being moments away from Westport's renowned schools, Compo Beach, and the town's vibrant shops and restaurants. This home offers both exceptional luxury and a prime location for an unmatched lifestyle.
Nestled in privacy by nearly 100 arborvitaes, this ultimate retreat on a rare double lot is just steps from Old Mill Beach & Compo Beach. The home distinguishes itself by offering water views from nearly every room & from the expansive decks located on multiple levels. Fully remodeled & expanded in 2018, this thoughtfully designed home features oversized windows to enjoy spectacular sunrises & sunsets throughout the year. The sleek, modern kitchen seamlessly transitions into the dining & living areas, creating an ideal space for entertaining. The primary suite features a luxurious bathroom, walk-in closet, stylish dressing area & inviting fireplace. A finished third floor adds valuable living & entertaining space with modern glass doors opening to a rooftop terrace & outdoor fireplace. The versatile lower level can serve as recreational space or as a private guest suite. Enjoy al fresco dining on the bluestone patio adjacent to the colorful gardens. Easy access to golf, tennis and boating at Longshore, just a short stroll away.
Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with Wolf appliances and flows into expansive living areas, complemented by a private office, game room with pool table and dry bar, and formal dining room. The lower level features a home theater, playroom, and an impressive wine cellar, perfect for the avid collector. The lavish primary suite includes a fireplace, jacuzzi, balcony, and spa-like finishes, while three en-suite bedrooms, nanny's quarters, and a versatile playroom provide flexible living options. This home has been freshly painted inside and out, boasts all-new heating and cooling systems, and features amazing hardwood floors throughout. A marvelous covered front porch welcomes you with charm and warmth, while the rear yard offers a true oasis with a built-in grill, patio, and integrated speakers. A 3-car garage completes this exceptional package. Conveniently located near parkways, town, beaches, and schools, this residence offers the ultimate blend of sophistication, comfort, and convenience.
Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous garages, balconies, patios and covered porches, will be designed in collaboration with the homeowner - ensuring every detail reflects your vision. Expansive layouts, pool sites, and inviting outdoor living spaces create the perfect setting for today's lifestyle, balancing sophistication with everyday comforts. Working with Coastal Luxury Homes is a dynamic, collaborative and easeful process with every detail curated to suit the homeowners' vision of the perfect home. Whether you dream of having your own golf simulator, outdoor chef's kitchen, sauna or elevator...everything is possible. Ideally located just moments from Westport's award-winning schools, vibrant downtown, the train, and Compo Beach, this unique neighborhood offers a rare combination of privacy and convenience. Mature landscaping and thoughtful design create a serene retreat, while the best of dining, shopping, and recreation are just minutes away. This is more than a new home - it's the chance to create your dream residence with an award-winning builder in a community unlike any other in Westport.
SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the heart of the home with contemporary cabinetry, premium countertops, and curated finishes. Seamless indoor-outdoor flow creates an ideal environment for both intimate gatherings and group entertaining. Highlights include: * Dramatic floor-to-ceiling windows framing natural beauty * Soaring ceilings enhancing spaciousness * Thoughtfully renovated bathrooms with modern fixtures * Multiple access points to outdoor terraces and patios * Clean architectural lines celebrating mid-century heritage with contemporary sophistication * The generous, private grounds offer endless possibilities while recent updates ensure modern comfort and efficiency. City water, Natural Gas and City Sewer complete this unique residence. Enjoy tranquil living surrounded by nature's beauty with ultimate privacy, plus prime location minutes from Westport's beaches, top schools, vibrant downtown, and Metro North train service. A rare opportunity to embrace sophisticated contemporary living on substantial acreage in coveted Westport.

Westport is located in Connecticut. Westport, Connecticut has a population of 27,168. Westport is more family-centric than the surrounding county with 44.59% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Westport, Connecticut is $236,892. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Westport is 46.1 years.
The average high temperature in July is 83.5 degrees, with an average low temperature in January of 20.8 degrees. The average rainfall is approximately 47.9 inches per year, with 28.2 inches of snow per year.