439 houses for sale in South Wilton

Enjoy comfortable, low-maintenance living in this well-maintained home featuring a new HVAC heat pump (2024) and a freshly painted interior. The open-concept living and dining area is highlighted by a wood-burning fireplace and sliding glass doors leading to a large, private Trex deck overlooking one of the community pools and a peaceful wooded setting. Outdoor furniture may remain for the buyer's enjoyment. The eat-in kitchen offers stainless steel appliances, new flooring, and a functional layout. The freshly cleaned carpeting adds to the home's move-in-ready appeal. Upstairs, you'll find two spacious bedrooms, a convenient stackable washer and dryer, and a pull-down attic providing valuable additional storage. The complex is beautifully maintained with mature trees, attractive landscaping, and excellent amenities. (Every homeowner I talked with, loves it there). The special assessment has been paid in full, which included the paving of the driveways. Residents enjoy access to two sw

Step into a home that feels like a private resort-where wellness, comfort, and style come together in one unforgettable space. Perfectly positioned in prime West Norwalk, near the New Canaan and Darien borders, this Contemporary Ranch offers a seamless blend of luxury and ease. Inside, the open layout features a beautiful living room with fireplace, an oversized family room, a dedicated office, main level laundry, casual dining areas, and a dramatic dining room ready for dinner parties and celebrations. The thoughtfully designed floor plan includes 2 primary suites, a sunroom, a poolside lounge with an extra refrigerator for effortless indoor-outdoor entertaining, and an oversized 3-car garage. A full basement offers exceptional versatility with a partially finished area, a private sauna retreat, and abundant space for storage, a workshop, or hobbies. Outside, your private backyard oasis awaits: a heated saltwater pool, hot tub, and an enclosed herb and vegetable garden. Just 5 minutes

Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cath

Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cath

Tucked into a picturesque 1.28-acre setting in West Norwalk, this spacious 2,912 sqft split-level ranch offers versatility, natural beauty and endless potential. The home features a large kitchen with center island, dining area and direct access to a deck overlooking the backyard. A formal dining room flows seemlessly into the living room where a fireplace and oversized skylight create a bright, light-filled space ideal for everyday living and entertaining. The home offers 3 bedrooms and 2.5 baths. The third bedroom includes its own bath and sitting area, offering excellent potential for an in-law setup, guest accommodations, or private home office space. The lower level expands the living space with a family room featuring a fireplace, adding even more room to gather. The outdoor setting is what truly makes this property special. A large fenced backyard provides ample space for entertaining, recreation, pets, or gardening, while the scenic stream, tranquil pond, and charming wooden br

The perfect summertime stay-cation featuring a new in-ground pool with huge patio decking and bi-level IPE Brazilian hardwood deck. Plenty of yard space that is fenced in for your pet. Dramatic open floor plan with stunning Great Room featuring a gorgeous stone fireplace And beamed vaulted ceiling. French doors take you right to the deck/pool. Sun drenched large country kitchen with center island and dining area overlooking the back deck/pool. Additional bonus room above the garage offers many options including guest bedroom, office, playroom or gym. Conveniently located in West Norwalk, this home is only moments to New Canaan and Post Road shopping

Set in beautiful and historic Silvermine, this classic Colonial Farmhouse offers the rare combination of character, space, and opportunity on 1.29 idyllic acres. Set back off the road, the property enjoys a peaceful setting while remaining just moments from Grey Barns, schools, and major commuting routes. A welcoming front porch introduces interiors that are filled with warmth and natural light. Rich hardwood floors, a striking stone fireplace, and graciously scaled rooms create an inviting atmosphere for both everyday living + entertaining. The formal living and dining rooms flow effortlessly, while the spacious EIK offers generous workspace, room for a center island, and direct access to the rear deck overlooking the private grounds. The 2nd floor features 4 spacious bedrooms, while the entire 3rd level has been thoughtfully transformed into a private primary suite. Skylights, a full bath, generous closet space, and charming architectural details create a peaceful retreat tucked away

Located on one of New Canaan's most desirable streets, here's a home that immediately feels welcoming from the moment you arrive. Its sophisticated style and understated elegance create a quiet sense of calm the moment you walk through the doors. Filled with natural light and designed for both everyday living and elegant entertaining, this exceptional property offers timeless appeal in a beautifully private setting, just moments from town and perfectly positioned for both privacy and convenience. Professionally landscaped grounds with specimen trees further enhance the home's sense of beauty and privacy. Soaring ceilings and airy, light-filled rooms flow naturally from one to another, while elegant French doors open to a lushly landscaped courtyard, allowing the fountain and sparkling pool to become an extension of the living spaces. The formal living and dining rooms flow naturally into the airy eat-in kitchen with two chef's islands and dual ovens to a family room with a soaring cath

A rare opportunity to acquire Silvermine Farm, a fully integrated, professional-grade equestrian facility spanning two contiguous parcels at 80 and 90 Comstock Hill. Set on 7.06 level acres in a highly desirable Fairfield County location, the property supports a high-caliber training, boarding, or private equestrian operation. The facility includes one indoor ring (75' x 150') and two outdoor rings (200' x 300' and 150' x 100') with premium GGT footing, a ~35-stall main barn complemented by an additional 4 stalls at 90 Comstock Hill, multiple tack rooms, a heated wash stall, and well-designed turnout paddocks. A hay barn, office space, staff apartments and two homes further support daily operations. The property supports a range of uses, including training, boarding, and organized riding programs, with the flexibility to expand into private boarding, lesson programs, or a more tailored owner-driven approach. Its layout, infrastructure, and scale allow for the opportunity to shape the n

Beautifully updated 2-bedroom and rare two FULL-bath townhouse offers comfort, convenience and tranquility. Freshly painted throughout. New flooring on main level and stairs. Updated full bathroom on each floor. Large, eat-in kitchen opens to patio overlooking perennial garden and completely fenced-in back yard. The second floor features two spacious bedrooms with ample closet space. The basement provides additional storage and laundry area leading to the garage. The location is convenient and commuter-friendly-just minutes to public transportation, schools, and shopping. This pet friendly community offers delightful amenities including two tennis courts, two playgrounds, and a pool, making it easy to enjoy an active yet low-maintenance lifestyle. Sold as-is. Inspections for informational purposes

Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you mean

NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder VandA Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor plan features ceilings exceeding 10 feet, two staircases, an elevator serving multiple floors, six spacious ensuite bedrooms, 10 bathrooms, two laundry rooms, imported European windows and doors, wide-plank white oak floors throughout and a Brava premium composite slate roof. At the center of the home is a spectacular chef's kitchen appointed with Sub-Zero and Wolf appliances, dual dishwashers, custom cabinetry and a large island. The space opens seamlessly to the family room, formal living and dining rooms, a grand private office and outdoor living areas. The private backyard is designed for

Set on six spectacular acres in one of New Canaan's most picturesque settings, this exceptional estate offers timeless elegance, expansive living spaces, and breathtaking natural beauty. Surrounded by rolling lawns, mature trees, and serene water views, the property is a private retreat less than 10 minutes from town. Designed for both grand entertaining and comfortable everyday living, the residence features five/six bedrooms, six full baths. The gracious main level includes a formal living room, elegant dining room, soaring vaulted-ceiling family room, private office, and a stunning open-concept eat-in kitchen that serves as the heart of the home. A sun-filled four season room provides year-round enjoyment of the spectacular grounds. Two powder rooms and two laundry rooms add exceptional convenience. The second level is highlighted by a luxurious primary suite featuring dual bathrooms and abundant dressing and closet space. Four additional bedrooms and three baths provide ample accom

Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/gas fireplace, the home opens to Long Island Sound through full-height glazing and connects ground-floor living to a private loggia, heated gunite spa, + landscaped courtyard. Inside, the open kitchen pairs Subzero refrigeration + an integrated appliance package w/a generous island + pantry; the primary suite includes

A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train and vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully preserved historic residence from 1928 w/ a remarkable 6,000 sq ft addition completed in 2008. The result is a seamless fusion of timeless New England architecture, modern luxury and exceptional craftsmanship. Spanning 9,000 square feet across 4 finished levels, the home offers 7 bedrooms, 6 full and one half baths, 6 fireplaces, soaring 10-foot ceilings, plus a 1st floor in-law/au pair suite. Sunlight pours through an abundance of windows, enhancing the home's gracious proportions and creating a bright, welcoming atmosphere throughout. A dramatic limestone and marble foyer w/ spiral staircase introduces elegant and inviting living spaces enhanced by custom hand-carved moldings and millwork, including a grac

An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Compo Beach, and the train-approximately one hour from NYC. This 6-bedroom home spans approximately 9,200 square feet and showcases custom European windows and doors, sophisticated interiors, and seamless indoor-outdoor living. At the heart of the home is a spectacular chef's kitchen featuring double islands with waterfall stone countertops, designed for both everyday living and effortless entertaining. The luxurious primary suite serves as a private retreat, complete with a spa-inspired bath, expansive dressing areas, and a private balcony overlooking the property. A finished third floor offers additional flexible living space, including a sitting room and private office. The thoughtfully designed lower level provides exceptional recreational space with a gym, bonus room, bedroom, and full bath, along with opportunities

The perfect summertime stay-cation featuring a new in-ground pool with huge patio decking and bi-level IPE Brazilian hardwood deck. Plenty of yard space that is fenced in for your pet. Dramatic open floor plan with stunning Great Room featuring a gorgeous stone fireplace And beamed vaulted ceiling. French doors take you right to the deck/pool. Sun drenched large country kitchen with center island and dining area overlooking the back deck/pool. Additional bonus room above the garage offers many options including guest bedroom, office, playroom or gym. Conveniently located in West Norwalk, this home is only moments to New Canaan and Post Road shopping

Set in sought-after West Norwalk neighborhood, this half-acre property offers a rare opportunity in an established residential neighborhood. Convenient to New Canaan, local amenities, major highways, and Metro-North access to Manhattan. Sold as-is, offering excellent potential for renovation or new construction. Cash or special financing only due to property condition. Sold AS-IS with all belongings. Best and Final by Tuesday 6/23 at 5pm

Timeless character and thoughtful, recent updates come together beautifully at this classic 1930s Colonial set on over three private acres in one of New Canaan's most serene settings. Lovingly maintained and enhanced over time, you'll find a rare combination of architectural charm, graceful living spaces, and a sense of quiet retreat surrounded by protected land. The gracious foyer introduces interiors filled with warmth and personality, where rich finishes and curated details create a home that feels both refined and deeply comfortable. The living room, anchored by a fireplace, opens seamlessly to a terrace, inviting an easy connection between indoor and outdoor living. A very generous dining room and a cozy, wood-paneled family room offer intimate spaces for gathering or unwinding, while the recently renovated kitchen is both functional and beautifully designed, with custom cabinetry, high-end appliances, and beautiful western sunlight with views across the property. Upstairs, four w

Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance and unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design and meticulous attention to detail. The rich architecture features flowing lines, glass elements, and harmonious blend of natural materials, create a stunning visual impact. The interior showcases an open-concept layout that is as functional as it is beautiful. Every corner will showcase high-end finishes, from cabinetry to the designer fixtures. The rich hardwood floors guide you into the Living Room. Adjacent to the living area, the gourmet Kitchen awaits, boasting ample storage and a generous island that invites culinary creativity. The Kitchen is a chef's

Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

Welcome to 4 Dairy Farm Road, a convenient Norwalk location close to beaches, shopping, dining, and major commute routes. This spacious residence offers the perfect combination of comfort, functionality, and recent updates. With 3 bedrooms, 2 full bathrooms, and 2,556 square feet of living space, the home features a layout designed for everyday living and entertaining. The sun-filled main living areas include the living room with fireplace flowing into the dining room with glass slider to the brand-new patio. The kitchen features granite counters and abundant cabinetry and counter space. A few steps down from the kitchen is a den with glass slider to the enclosed porch creating the perfect setting to relax or entertain year-round overlooking the beautiful property. The spacious primary bedroom offers a comfortable retreat, complemented by two additional bedrooms and updated bathrooms. The fully finished lower level provides additional living space with a spacious playroom plus access t