luxury properties for sale Westport, United States

Welcome to this terrific, charming colonial home in Southport! This home offers an excellent combination of vintage charm along with updates for todays lifestyle! Sited on a corner lot with a classic white rail fence, this home welcomes you with a tradtional front porch. The entry foyer is a nice size and leads to the formal living room with cozy fireplace, hardwood floors and moldings. Adjacent to the living room, is what can be either a family room or den, as well as an updated full bathroom with tub. The formal dining room is great for entertaining and leads to the bright, updated kitchen with center island, stainless steel appliances and marble counters. A sunny mud room entrance completes the first floor and leads to the backyard patio. Upstairs, you will find three nice bedrooms, as well as another updated full bathroom. There is a nicely sized yard as well. A newer roof (2022) and tankless hotwater unit (2024) completes the picture! Such a great location, close to Southport Village, restaurants, shopping, as well as I-95 and the train station. A wonderful place to call your new home!

Exceptional scale and timeless elegance define this impressive 5-bedroom, 6-bath residence offering over 8,200 square feet of refined living space in one of Fairfield's most desirable locations. Thoughtfully designed for both grand entertaining and comfortable everyday living, the home features expansive sun-filled rooms, high ceilings, and a seamless flow throughout the main living areas. A spacious chef's kitchen opens to inviting gathering spaces, while multiple formal and informal rooms provide flexibility for today's lifestyle. Generously sized bedrooms include a luxurious primary suite designed as a private retreat. The home's substantial footprint allows for ideal work-from-home options, recreation areas, and guest accommodations. Set on a beautifully landscaped property, the outdoor space offers privacy and room to enjoy the serene surroundings. Conveniently located near Fairfield's vibrant downtown, beaches, train access, dining, and top amenities, this property presents a rare opportunity to own a home of significant size and presence in a premier Fairfield setting.

Hidden behind Shorehaven in a private gated enclave, 3 Canfield Xing is a rare waterfront retreat, fully renovated to embrace its extraordinary views. With four finished levels, an elevator, and six ensuite bedrooms including two separate in-law/au pair opportunities, the home offers exceptional flexibility, privacy, and scale. The first floor was completely renovated in 2024 and designed for open-concept waterfront living, with a chef's kitchen, custom cabinetry, high-end appliances, butler's pantry, and seamless flow into the dining and living spaces. A NanaWall door opens directly to the terrace, creating a true indoor-outdoor living experience. Beyond the terrace, the infinity-edge pool stretches toward the point, offering direct access for kayaking, paddle boarding, and quiet moments on the water. Upstairs, the oversized primary suite captures sweeping water views and features a dramatic double-height bath with dual vanities, an oversized soaking tub overlooking the water, and a beautifully appointed shower. Three additional ensuite bedrooms complete this level, while the third floor offers a bonus room, additional ensuite bedroom, and south- and east-facing balconies. The garden level is an entertainer's dream, with 9+ foot ceilings, water views, expansive living and recreation space, and an ensuite bedroom with French doors and separate outdoor access. With views from nearly every room, this is a home designed not just to look at the water, but to live with it.

Welcome to 66 Gate Stone Lane, a quintessential Connecticut estate in the heart of historic Greenfield Hill. A gated entrance introduces this private 3.8-acre property, ideally positioned at the end of a quiet cul-de-sac among other distinguished homes. A gracious stone path leads to a double-height foyer, setting the tone for the home's refined architectural details and thoughtfully updated interiors. The formal living room features a fireplace, custom built-ins, and French doors opening to an outdoor dining area. A wood-paneled library with parquet floors offers serene views of the garden pond, while the elegant dining room flows seamlessly into a warm and inviting family room with fireplace and direct access to the patio. The home has been extensively and thoughtfully renovated throughout, including a completely redesigned chef's kitchen featuring custom cabinetry, high-end finishes, and the addition of a striking fireplace-creating a true heart-of-the-home gathering space. New hardwood floors run throughout, complemented by updated powder rooms and a state-of-the-art water filtration system. Upstairs, the expansive primary suite has been fully reimagined, offering a luxurious bedroom retreat with built-ins and window seat, along with a spa-caliber bath finished to the highest standard. Three additional guest bedrooms and a versatile additional room with Palladian windows-ideal for office or play-complete the second level.

Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated entertaining are effortless with a new custom kitchen designed by Deane appointed with Simon Pearce pendants, premium appliances, wine frig, and a Zip tap for still and sparkling water. A sun filled eat-in area flows seamlessly into a coffered ceiling family room with fireplace and a covered porch-with flat screen TV, stone fireplace and Bromic heating. A richly paneled office, mudroom and second staircase complete the main level. Upstairs, five bedrooms include a serene primary suite with fireplace and sitting room, a private guest suite and an additional office. The outdoor experience is nothing short of a 5-star resort-with a saltwater Glengate pool, sun shelf, spa and a new outdoor kitchen fully equipped with a built-in grill, pizza oven, Traeger smoker, and refrigeration-all surrounded by stone terraces, lush landscaping, audio system and curated lighting. The lower level boasts a chalet-inspired retreat with recreation, fitness rooms, an infrared sauna, and bedroom suite with a flexible private entry. An exceptional offering for those seeking outstanding craftsmanship and luxury!

Nestled on the tranquil West Norwalk-New Canaan border convenient to the Merritt Parkway, RT 7 and I 95, this magnificent gated modern colonial was completely rebuilt in 2019, retaining only the garage from the previous structure. The house offers 5,397 square feet of living space on a 1.57-acre lot, featuring a high-quality stucco and natural stone exterior complemented by a durable slate roof. The interior showcases high ceilings, hardwood floors, abundant light, and an open-concept layout, including a living room with an elegant fireplace, a sophisticated kitchen with high-end appliances, a formal dining room, a dedicated office and a versatile first-floor bedroom and full bath. The second floor, accessed by a refined stairway with a glass and stone wall, hosts the Primary suite with an en-suite and walk-in closet, a large adjacent room ideal for a gym, family room or another bedroom with its own bathroom and jacuzzi. Three additional bedrooms, and a laundry room. For outdoor entertainment, the property provides a covered patio with stone a fireplace and a built-in outdoor kitchen. Additionally, the property includes a small storage building and a legal, charming, and totally renovated 1 bedroom, 1 bathroom cottage with a new deck overlooking the back portion of the property and the pond and a barn. In all a total of 7 possible bedrooms and 6 full baths.

Hurry to see this New Canaan charmer! Custom designed and meticulously maintained by the same family for 30 years this 3-bedroom, 3-bathroom ranch is handsomely sited on a beautiful, level 1-acre lot with lovely landscaping. With an impressive floor plan, this spacious home offers wonderful rooms for every lifestyle-whether relaxing, working, playing, studying, or gathering with family. Take your choice: Great Room, Library/Office, Sitting Room, or Recreation Room. Three generously proportioned bedrooms and three full bathrooms provide ample space for gracious living, remote work, and relaxation. As a bonus, there is an in-law suite on the lower level. A beautiful home with classic New England character and the essential modern amenities needed for today's living. Located in New Canaan, known for its top-rated schools, exceptional library, community amenities, fine shopping and restaurants, plus easy access to the Merritt Parkway and Metro-North.

Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and walking routes right from your door. The active neighborhood association fosters a true sense of community-think spirited trick-or-treating, seasonal gatherings, and friendly faces at every turn. Enjoy the best of both worlds: peaceful residential living with convenient access to prime roadways for an easy commute. The interior is a masterful blend of elegance and comfort, featuring six spacious en suite bedrooms and an astounding eight indoor fireplaces that create warmth and ambiance throughout. Designed for grand entertaining and modern family living, the home boasts multiple family rooms, ensuring ample space for every occasion. Indulge your passions in the dedicated wine cellar and the custom-designed sports den. The sophisticated primary level flows seamlessly to the breathtaking exterior amenities, which include a built-in pool for summer relaxation and a beautiful outdoor fireplace for year-round enjoyment. Completing this exceptional estate are four spacious garage bays, providing abundant storage and convenience.

This gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally located on one of Darien's most sought-after in-town streets, known for its traditions and strong sense of community. Set on a level, one-acre property in a coveted half-acre zone, the home offers rare expansion potential and exceptional lifestyle appeal.Extensively renovated and expanded, the home features a reimagined layout designed for today's living. The updated kitchen with custom cabinetry, granite countertops, and high-end appliances opens seamlessly to the family room with fireplace. A butler's pantry, walk-in pantry, mudroom, and dedicated home office add both functionality and convenience. A versatile room above the garage offers flexible living space, ideal as a fifth bedroom, guest retreat, or potential in-law suite. Recent improvements include renovated bathrooms and a luxurious primary suite with spa-like bath featuring heated floors, soaking tub, marble walk-in shower, and custom built-ins. Mechanical upgrades include multiple air handlers, updated HVAC systems, full-house generator, new boiler and hot water heater, and replaced roof & windows. Classic details such as original hardwood floors and elegant millwork preserve the home's character throughout. The private, level property is framed by mature plantings and features a thoughtfully designed patio-ideal for entertaining, recreation, or future expansion. A rare combination of location, land, community & charm

An exceptional opportunity to own in the desirable South of the YMCA neighborhood featuring four bedrooms & 4 1/2 baths, this home is a perfect mix of elegance and practicality. Taken down to the studs and rebuilt in 2006 - this home has it all. From the moment you step inside, you'll be captivated by the sophisticated details, including elegant moldings and wainscoting, rich hardwood floors and sunlit living spaces. The Living room boasts a wood burning fireplace and both LR and DR feature large bay windows. The library accessed off the LR has a trey coffered ceiling and a door to the terrace. Step through to the incredible oversized family room with gas fireplace which is wide open to an updated kitchen complete with top of the line stainless steel appliances, a walk-in pantry and a huge quartzite island. The breakfast nook opens to a charming terrace with a built-in gas grill and a large pergola with retractable shades. Upstairs an incredible primary suite is accented by another gas fireplace, a gorgeously updated bath and huge walk-in closet. There is a large bonus room with vaulted ceiling and three additional bedrooms, two with walk in closets and their own bath and one with access to a hall bath. The unfinished basement is 1784 square feet and is completely dry awaiting your finishing touches! But the piece de la resistance is the over 1 acre of beautifully landscaped level yard perfect for family gatherings, or peaceful relaxation!

Tucked at the end of a quiet cul-de-sac, this bright 2-bedroom, 1.5-bath condo on East Hills Drive offers a rare elevated setting with a peaceful, private feel. Both bedrooms are comfortably situated on the second floor, providing a natural separation from living spaces. The updated kitchen features brand new countertops and appliances, while a new washer/dryer adds everyday convenience. Light-filled interiors and a sought-after New Canaan location - just minutes to vibrant downtown shops, dining, and the train - make this a standout opportunity.

Sellers are requesting HIGHEST & BEST by Sunday 5/31 at 5PM. NO escalation clauses pls Nestled in the heart of downtown New Canaan, this charming and beautifully updated home offers the perfect blend of classic character and modern convenience. Just moments from town, the property features four finished levels of living space, including a newly finished lower level and a spacious livable third floor complete with a cedar closet. French doors off the kitchen open seamlessly to a stunning patio overlooking a large, rare in-town backyard - fully fenced for privacy and ideal for entertaining, play or relaxation. The eat in kitchen boasts top of the line appliances with a butchers block and breakfast nook. This home offers three bedrooms, a sunroom and two and a half baths, including a primary suite with en-suite bath and walk-in closet. Less than .3 miles to fine dining, shopping, Metro-North, the library and award winning schools, 42 Hoyt Street is truly a commuters dream in one of Fairfield County's most sought after communities. Its a must see!

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 2,140 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 1,300 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Welcome to the Original Norman Dairy Farmhouse, where 1900s craftsmanship meets 21st-century convenience. Originally the heart of a local dairy operation, this stately 5-bedroom residence sits on nearly an acre of level, sun-drenched land. Enter through the home's iconic wrap-around porch and beautiful entry door to soaring 9 foot ceilings throughout the primary living spaces. The main level is designed for gathering, a stately parlor with custom built-ins, a formal living room & dining room, and an expansive family room. The updated kitchen serves as the hub of the home, featuring granite countertops and a sunny breakfast nook overlooking the grounds. With 5 generous bedrooms and three finished levels-including a private third-floor retreat and a dedicated media room - floor plan offers endless flexibility. Located just a stone's throw from the Talmadge Hill train and top-rated schools, this landmark home offers a lifestyle of quiet elegance and historical depth.

Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily life. At the heart of the home, a gourmet chef's kitchen features a sun-drenched breakfast room and a butler's pantry, with French doors opening to one of three private terraces for seamless indoor-outdoor transitions. Designed to elevate everyday living, the home also boasts a fully equipped private home gym, an inviting billiards room and media area, perfect for relaxed gatherings.The private property is equally impressive, boasting a spectacular 20 x 40 heated gunite pool surrounded by professionally designed, mature landscaping that creates a serene and secluded outdoor retreat-ideal for summer entertaining or peaceful relaxation. This thoughtfully designed floor plan includes five spacious ensuite bedrooms, each boasting its own walk-in closet, ensuring unparalleled comfort for family and guests alike. Complete with the modern convenience of a private elevator serving the home's multiple levels, this property offers a rare blend of timeless architectural detail, exceptional amenities, and a premier walk-to-everything location.

A unique collaboration between past and present, 202 Weed Street is a 4,628 sq ft Colonial integrating its original 1880s structure with a stunning addition by Sam Mitchell of the acclaimed Mitchell Studio. A Harvard-educated architect published in Architectural Digest and Veranda, Mitchell prioritizes proportion, livability, and timelessness-a philosophy best described as Contemporary Architecture Rooted in the Classical Tradition. This principle is embodied where soaring 9-10 ft ceilings and rich Brazilian cherry floors flow through sunlit rooms adorned with multi-step crown molding, chair rails, and exposed stone. The gourmet kitchen is a masterpiece, featuring custom wood cabinetry, butcher block and soapstone countertops, a large island, a fireplace with stone surround, and premium appliances including a DCS range, Miele dishwasher, and Fisher & Paykel refrigerator. It opens to inviting outdoor areas, leading to two private terraces with a European-style fountain and a covered porch overlooking a private, beautifully landscaped 0.51-acre corner lot minutes from downtown and schools. The finished walk-out lower level is a Mitsubishi mini-split climate-controlled retreat, featuring a gym with commercial-quality rubber flooring, a recreation room with luxury vinyl plank (LVP) flooring, a wood-burning stove, and abundant storage. Modern comforts include Hydro-Air heating, air purification, soundproofing, whole-house 2GB Fiber Ethernet pre-wiring, and smart systems....

Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.