luxury houses for sale Westport, United States

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

Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with Thermador range and walk-in pantry opens to the home's inviting living and dining areas. Over $600K of recent updates including the stunning, newly-redesigned primary suite - a true sanctuary, with a new focal wall with custom cabinetry and gas fireplace, a well-equipped bath with dual sinks, tub and shower, plus a distinctive turreted sitting room, an idyllic space to relax. Multiple home office options. A new outbuilding elevates the property to an entirely new level. Designed as a private wellness retreat, this extraordinary Onsen-inspired space features hot and cold plunge pools, a sauna, shower, gas fireplace, and loft, creating a resort-quality experience. Outside, the sunny, level property features a new, walled-garden, crushed-stone patio and a 2nd patio, allowing for entertaining, gardening, and enjoying the peaceful surroundings. Room for pool! Town water/gas/sewer. Rich in character, beautifully updated, and uniquely equipped for modern wellness and work-from-home living, this exceptional residence offers a lifestyle rarely found in this historic, near-town neighborhood.

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

From the moment you arrive, the incredible curb appeal sets the stage, featuring a stunning bluestone walkway, fresh landscaping, high-end garage doors, and a sleek paved driveway framed by a classic Belgian block apron. Cherished and continuously improved by its owners since 2011, this gorgeous 3-bedroom home pairs peace of mind with exceptional design, in a class by itself! Don't miss these key features & high-end upgrades including Chef's Dream Kitchen: A brand-new, custom-designed kitchen equipped with top-of-the-line appliances, crisp white Corian counters, hardwood and premium finishes. Refined interior details include a large, light-filled Living Room showcasing a fireplace with custom mantel, gleaming hardwood plus solid wood interior doors throughout, and updated designer hardware. A formal/informal Dining Room is ready for special occasions w/ French doors. A beautifully refreshed second floor Bath, Central Air conditioning, and a full Security System providing ultimate comfort and security. Your outdoor oasis awaits as you step out onto a massive, maintenance-free TimberTech deck-perfect for entertaining, dining, or quiet relaxation just steps from your DR or comfy FR. Enjoy peace of mind with new electric water heater and a top-tier Roth oil tank. Unbeatable Location!!! Enjoy amazing conveniences and easy living. Owners love the unbeatable walkability and quick access to local beaches, train stations, shopping, and dining. Don't miss the full list of Updates!

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a gas cooktop and double ovens. The oversized family room boasts a vaulted ceiling and access to main level laundry area. The rear of the house features a 58 ft long deck overlooking private acreage. The home contains 5 bedrooms and 4 full bathrooms. The primary suite includes a full bathroom, dressing area, linen closet and a walk in closet with built-in armoire. This home has fabulous closet space with each bedroom offering a minimum of 2 closets. The walk out lower level hosts a private den / office with wet bar and sliders to a stone patio. There is an additional laundry area and storage space that leads to an oversized 2 bay garage. Central air conditioning will keep you comfortable during summer months while five zone heating, Thermopane windows and extra insulation keep this home energy efficient all year long. Westport's luxury shops, fine restaurants, relaxing beaches and award winning school system combine to make this an irresistible value!

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.

Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with spa. Perfect for summer entertaining, the backyard terrace offers a bar with built-in barbecue and a sitting area with firepit by the pool. Beyond the manicured lawn, the 168-ft seawall leads to an 80-ft pier and 20-ft private dock. Secluded outdoor shower with exterior access powder room. Separate 2-bedroom guest cottage with kitchen, laundry and one-car attached garage. Full house generator.

HIGHEST AND BEST OFFERS TO BE SUBMITTED BY 5:00 TUESDAY, 8/18. Welcome home to this classic Colonial bursting with potential and waiting for your personal touch! Featuring beautiful hardwood floors, this well-maintained residence offers a spacious and highly functional layout. The main level boasts a welcoming living room, a formal dining room, kitchen, a convenient laundry room and a full bathroom. Upstairs you'll find a primary bedroom with its own full bath, plus two additional bedrooms and a second full guest bathroom. The finished walk-out lower level is the perfect retreat, featuring tile flooring, a wood-burning fireplace and sliding glass doors leading to the backyard. Complete with an attached 2-car garage with interior access and a prime location near shopping, dining and major roadways, this home is ready for its next chapter. Bring your design ideas and make it your own!

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.

**OFFER DEADLINE TUES. 7/14 AT 12:00 NOON.** Experience the perfect blend of tranquility and potential in Norwalk's highly sought-after Cranbury neighborhood. Tucked away at the end of a quiet cul-de-sac, 9 Pocono Road offers an expansive 0.84-acre retreat surrounded by mature trees for ultimate privacy. This 3BR/2BA home with 2,400 sq ft living space, has been refreshed from top to bottom, featuring a neutral palette of fresh paint throughout and beautifully refinished hardwood floors. The heart of the home is a spectacular great room, boasting a dramatic beamed ceiling, abundant natural light, and a cozy fireplace-perfect for gatherings. Peace of mind is built-in with a newer roof (installed 2023) and a fully renovated primary bathroom. Outside, the generous lot invites you to relax in your own backyard oasis, complete with an above-ground pool.(heater available). With built-ins, large basement (historically designated as a fallout shelter) and garage, this home offers unique character and incredible storage. Offered As-Is, this property presents a rare opportunity to add personal touches over time and build immediate equity in a premier location. Minutes away from all Norwalk offers; beach access, Cranbury park, local museums, shopping, golf courses, Maritime Aquarium, and vibrant dining scene in SoNo. Commuting is effortless with easy access to Metro North, I-95 and the Merritt Parkway. Property in an estate, to be transferred by Trustee; available immediately.

Hidden behind Shorehaven Country Club in a gated waterfront enclave, 3 Canfield Crossing offers the rare opportunity to enjoy WATERFRONT LIVING in a NATURALLY PROTECTED WATERFRONT SETTING. Thoughtfully reimagined and extensively updated, the property combines timeless coastal design with the peace of mind of significant recent improvements, including a BRAND NEW CEDAR ROOF, new windows, several new mechanical systems, a new pool heater, and an entirely new chef's kitchen with custom cabinetry and premium appliances. Designed to embrace its waterfront setting, nearly every room captures views of the ever-changing tides. A NanaWall opens the newly renovated kitchen and living areas directly to the expansive waterfront terrace and infinity-edge pool, creating an effortless connection between indoors and out. With four finished levels connected by elevator, six ensuite bedrooms, including two separate guest or au pair opportunities, the home offers exceptional flexibility for everyday living and entertaining. Kayak or paddle board directly from your backyard, spend an afternoon at nearby Shorehaven Country Club, or enjoy the restaurants and amenities of Westport, Rowayton, and South Norwalk just minutes away. Private, protected, extensively updated, and directly on the water, 3 Canfield Crossing delivers a distinctive Fairfield County waterfront lifestyle without sacrificing the comfort, space, and convenience of a substantial year-round residence.

Private beach rights and an exceptional coastal lifestyle await at 106 Gregory Boulevard in the coveted Marvin Beach Association. Set on a high, level lot outside the flood zone, this meticulously maintained home offers a rare opportunity to enjoy one of Norwalk's most sought-after waterfront communities. Filled with natural light, the inviting interior features an open floor plan, gleaming hardwood floors, custom built-ins, and walls of windows. Sliders opens to a red brick patio and beautifully landscaped backyard with mature flowering trees and shrubs-perfect for relaxing or entertaining. The primary bedroom offers three closets, while the walk-up attic provides abundant storage. A full basement offers laundry, flex-space, and additional storage. Marvin Beach residents enjoy three private association beaches, a private marina with potential boat slip availability and cherished neighborhood traditions including lobster bakes, holiday celebrations, and summer gatherings. Conveniently located just minutes from East Norwalk Metro-North, SONO, waterfront dining, Calf Pasture Beach, Shore & Country Club, and major commuter routes. Whether you're enjoying sunsets over Long Island Sound, launching a kayak, or embracing the close-knit coastal community, this is more than a home-it's a lifestyle.

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

Charming well-maintained 1930 Colonial with 2-car garage on a walkable, tree-lined street in Norwalk. This 3BR/2 Full Bath home offers timeless character on three sun-filled floors. The main level features hardwood floors, an updated kitchen with gas stove, dining room, living room, family room, and a full bath. A spacious over-sized primary bedroom offers room to potentially create your dream ensuite bath & walk-in closet. Enjoy year-round comfort on the enclosed front porch, plus a large rear deck overlooking a spacious yard w/garden. Full height basement ready to be finished for additional living space, home gym, office, or media room. A walk-up attic provides ample extra storage. Convenient to schools, transit, parks and shopping! Perfect for first-time buyers or investors ready to add value in a prime location!

Welcome to 15 Marion Ave, a beautifully updated 1922 seaside gem in East Norwalk's highly coveted Marvin Beach Association. Offering 4 bedrooms, 3 full baths, and 2,094 sq/ft of meticulously curated living space, this pristine residence seamlessly blends historic coastal charm with premium modern updates. Enjoy the year-round benefits of an active peninsula community surrounded by Long Island Sound and Norwalk Harbor. Relax on the classic covered front porch with sunset harbor views. Inside, warm hardwood floors and thermopane windows create a bright, airy ambiance. The inviting living room features a striking stone fireplace and custom eat-in nook, leading to a dining room with a cheerful wall of windows. The handsomely renovated kitchen boasts Viking and Sub-Zero appliances, marble counters, and a farm sink. A convenient laundry/mudroom steps out to the spacious backyard, terrace, and 1-car garage on private driveway. A versatile main-level 4th bedroom or office with a full bath (door to bath currently closed off) adds great flexibility. Upstairs, the primary suite offers water views, a walk-in closet and a well-appointed bath. Two additional bright bedrooms share an updated hall bath, plus stairway lead to the 3rd-floor playroom or office alternative. Turnkey enjoyment with fun summer gatherings at the associations very own Marvin Beach! PLEASE NOTE - Seller desires closing with post closing occupancy to the end of the year, latest. Transferable flood insurance:$2,475/yr.

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to backyard entertaining. This luxury 1BR barn features 20-foot ceilings, heated floors, a full kitchen, and hinge-free retractable doors to seamlessly blend indoor/outdoor living. Resort-style amenities await outdoors with a Pebble Tec pool, waterfall hot tub & blue granite patio that remains cool underfoot on hot summer days. The entertainment porch features built-in heaters, see-thru fireplace and outdoor television. This is more than just a home, it's a legacy waiting to be claimed!

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.