Wilton Homes for Sale

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Newest Wilton Homes for Sale

$1,550,000

8 Beds ⋅ 5 Baths ⋅ 24207928 MLS

A true New England Classic- 39 West Meadow Rd was built in 1931 in "The Meadows," a neighborhood of architecturally significant homes. Upon entering the foyer, you are greeted by a sweeping staircase with grand living and dining rooms on either side. Each room offers gracious space for gathering and entertaining, showcasing timeless original craftsmanship, including beautifully carved mantel, fireplace, built-in corner china cabinets, and elegant dentil molding. The kitchen features Viking & LG stainless steel appliances and an eat-in dining area with French doors to a private bluestone patio. A spacious family room/den off the living room is ideal for movie night, game days, or possible home office. Above the garage, an au-pair or in-law suite offers 2 bedrooms, a full bath, and a private entrance, as well as a mudroom and laundry area off the kitchen. Continue to the upper levels of the main house, and you will find 6 additional private bedrooms. The 2nd floor hosts 4 oversized bedrooms, including a Primary en-suite, as well as a hall bath, while the light and bright 3rd floor offers 2 more bedrooms and a full bath. Outside, mature trees and gardens with specimen plantings bloom with color throughout the seasons. Relax on the bluestone patio and enjoy your own private oasis- a rare opportunity to own this Classic Beauty in South Wilton!

39 W Meadow Rd, Wilton

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 24212625 MLS

There are houses that simply have a feeling about them, and this is one of those rare homes. Designed in 1938 by noted architect F. Nelson Breed, this enchanting country home is beautifully sited on three open, picturesque acres along Nod Hill Road, one of Wilton's designated scenic roads. From the moment you arrive, the charm is undeniable. A gracious approach and beautifully landscaped grounds set the tone. Inside, approximately 1,883 square feet is filled with warmth, character and architectural detail, thoughtfully updated while preserving the charm and integrity of the original home. The home offers three bedrooms and two and a half baths, along with additional flexible rooms ideal for a home office, den, studio or guest space. Lovely views of the property and an easy connection to the outdoors enhance the sense of true country living. Open lawns, mature trees and established plantings create a peaceful backdrop. Nearby meadows, trails and adjacent town-protected land further enhance the setting, with Weir Farm National Historical Park just minutes down the road. Ideally located between Wilton and Ridgefield centers, the property offers country living with convenient access to both towns. Branchville Metro-North station is 7 minutes away, South Norwalk station is approximately 20 minutes away, and NYC is an hour by car. Charming, distinctive, and rich in history, this is a rare opportunity to own a truly special home!

467 Nod Hill Rd, Wilton

$1,050,000

1 Beds ⋅ 2 Baths ⋅ 24181173 MLS

Never before on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS.

140 Vista Rd, Wilton

$3,999,999

6 Beds ⋅ 7 Baths ⋅ 24212467 MLS

Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate.

21 School Rd, Wilton

$1,899,000

4 Beds ⋅ 3 Baths ⋅ 24211293 MLS

Located at the top of coveted Olmstead Hill, with rear views of spectacular 50 acre conservation/protected parcel of land. Classic Connecticut country home blends vintage farmhouse charm with thoughtful renovation and all of the modern conveniences. Sun-filled, fabulous open floor plan and loads of glass to bring the beautiful surroundings in! Chefs kitchen includes a gas fireplace, marble counter tops and high end appliances including built-in coffee maker with dedicated water line. There are two flexible, work from home locations on the second floor in addition to three bedrooms plus the primary bedroom with spacious, ensuite bath. GORGEOUS BARN WITH HEAT AND AC WAS COMPLETELY RENOVATED IN 2013. VERY SPECIAL, ADAPTABLE SPACE FOR MUSIC, ART STUDIO OR PARTIES. Recent improvements include exterior painting of barn, main house and detached garage in 2024. New oil tank 2025 and all hardwood floors throughout were sanded and refinished 2026, NEW 5 BEDROOM SEPTIC LEACHING FIELDS IN 2022. HOUSE IS 4 BEDROOMS. NEW FIELDS ARE NEAR BARN. WELL, MEANING WATER ACCESS IS ALSO NEAR BARN.

160 Olmstead Hill Rd, Wilton

$1,850,000

4 Beds ⋅ 4 Baths ⋅ 24206329 MLS

Set on one of Wilton's most sought-after cul-de-sac streets, this classic, turnkey Colonial offers 4,355 SF of finished living space, 4 bedrooms, and 3 full, 1 half baths. Thoughtfully renovated in 2023, updates include the roof, gutters, windows, kitchen, flooring, and interior and exterior paint. The chef's eat-in kitchen is the heart of the home, featuring a Wolf 8-burner range with double ovens, Sub-Zero, warming drawer, large center island, and generous workspace. Adjacent to the kitchen, the spacious family room features a gas fireplace and built-ins. Formal living and dining rooms flow beautifully for everyday living and entertaining, with gorgeous millwork throughout. Private office with dry bar, built ins and bay window make working from home a pleasure. A spacious mudroom with 1/2 bath, heated brick floors and built-in cubbies adds both charm and function. The inviting primary bedroom features a walk-in closet and luxurious bath with heated floors, spa tub, steam shower and sauna. Three additional bedrooms, a full, and second-floor laundry complete the upper level. Finished walk-out lower level offers flexible additional living space. A large year-round back porch overlooks the level backyard with plenty of room for play and entertaining. Whole-house generator and new, fully paid-for solar panels provide added peace of mind and significant energy savings. A beautifully updated home combining classic character, modern amenities, and a wonderful Wilton location.

61 Ryders Ln, Wilton

$1,799,000

5 Beds ⋅ 5 Baths ⋅ 24210618 MLS

Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.

39 Powder Horn Hill Rd, Wilton

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 24210329 MLS

Tucked away on a secluded two-acre property, this antique farmhouse offers exceptional privacy, fully fenced grounds, and a picturesque setting framed by mature trees. A newly added saltwater pool, thoughtful landscaping, and custom natural stone walls create a serene, resort-like retreat. Inside, historic character is complemented by grandly scaled rooms and soaring ceilings. The main level unfolds through gracious living spaces, including a formal living room with fireplace and built-ins, sun-filled eat-in kitchen, generous dining room, expansive family room, and two four-season rooms- one overlooking the pool and another with a fireplace and French doors to the deck. Nestled within the mature tree canopy, the deck offers an enchanting setting for dining, entertaining, or quiet afternoons. A private office, intimate parlor or study, and full bath complete the main level. Upstairs are three bedrooms and two full baths, including a spacious primary suite with fireplace, sitting or dressing area, and en-suite bath, plus a charming lofted playroom. The walk-out lower level offers a private fourth bedroom with en-suite bath, laundry room, and flexible space ideal for a gym, guests, au pair, or possible in-law use. Recent improvements include new Unico high-velocity air conditioning systems serving all three levels, a new 330-gallon Granby Ecogard oil tank, and a brand-new drinking water well.

267 Westport Rd, Wilton

$1,849,900

4 Beds ⋅ 4 Baths ⋅ 24209890 MLS

Experience a newly completed in 2026 turnkey luxury home in South Wilton, a beautifully reimagined 4-bedroom, 3.5-bath, 3,700sqft home where sophisticated design and extensive upgrades create effortless modern living. Major NEW addition featuring a 3-car garage and a luxurious Primary Suite above. The NEW designer custom kitchen features abundant cabinetry, a walk-in pantry, and all-new appliances. An elegant dining room flows into the spacious living room, where a wall of NEW windows fills the space with natural light. A large family room offers an inviting setting for entertaining and everyday living. Upstairs, the stunning brand-new-built Primary Suite is your private retreat with soaring 10+ ft vaulted ceilings, oversized windows, a room-sized walk-in closet, and a luxurious ensuite bath "to-die-for". Three additional generously sized bedrooms include one with an ensuite bath featuring a glass shower and double vanity, while the other two share a hall bath with a tub. A spacious second-floor laundry room adds convenience. Newly done hardwood floors run throughout. Extensive improvements include new HVAC, plumbing, electrical, windows, drywall, lighting, doors, trim, kitchen, appliances, and exterior walkways. Professionally landscaped grounds feature level, private lawns, a large deck with contemporary lighting, and a charming covered front porch. A whole-house Generac generator provides added peace of mind. Beautifully finished and available for immediate occupancy.

33 Coley Rd, Wilton

$2,375,000

6 Beds ⋅ 6 Baths ⋅ 24208606 MLS

SELLERS WILL CONSIDER ALL OFFERS BROUGHT THIS WEEKEND, BY 5:00pm, Monday, 10/12/ 143 Chestnut Hill blends more than a century of character with extraordinary craftsmanship and modern-day function. Built in 1900, with just three owners and lovingly curated by the current owners for over 40 years, the home has been thoughtfully expanded while honoring its original wide-board floors, stonework, doors, millwork and reclaimed antique beams. Throughout, extensive custom cabinetry was designed specifically for each room, with inset dressers, drawers, armoires and ingenious storage creating a true place for everything. At the heart of the home is a spectacular chef's kitchen with a 7ft island topped in reclaimed white oak, 48" Bertazzoni range, Danby marble, Sub-Zero refrigerator, and Rohl Shaw sinks. Gracious living spaces include an oversized dining room, sunroom with authentic stone wall and beams, family room with original stone fireplace and mudroom with travertine floors. A main-level en-suite bedroom and elevator provides exceptional flexibility for a first-floor bedroom suite. Upstairs, you will find a light-filled primary suite featuring extensive built-ins, walk-in closet and lux. bath, plus 4 add'l beds/3 Fu baths. The finished walk-out lower level adds versatility with a playroom, kitchenette, office/bedroom and full bath. Outdoors, enjoy a mahogany deck, bluestone patio, fire pit, plus an approx. 2,500 SF heated/cooled barn w/ office, kitchenette, bed/bath.

143 Chestnut Hill Rd, Wilton

$2,195,000

5 Beds ⋅ 6 Baths ⋅ 24208913 MLS

Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton

$1,049,000

4 Beds ⋅ 3 Baths ⋅ 24201924 MLS

**Due to much interest, we are asking all offers be presented by Tuesday 9/29 at 5:00pm** A little more space. A little more privacy. And everything else still close. Tucked away on 3+ acres in Wilton's Silvermine area, this home offers the breathing room people come to Wilton for, with everyday conveniences surprisingly close by. A long driveway winds through the wooded acreage before the property opens to a level lawn framed by mature trees. Inside, there's an easy comfort to the way this home lives. The eat-in kitchen opens to a cozy fireside sitting room with access to the patio-a natural spot for morning coffee, homework, or unwinding at the end of the day. A spacious family room offers another place to gather, while the separate dining room is ready for holidays, dinner parties, and everything in between. Upstairs, four comfortable bedrooms create a natural separation from the main living spaces, including a primary suite with a private bath. The finished lower level adds even more flexibility for movie nights, play space, a home gym, or whatever life calls for next. Move-in ready with room to make it your own, this is a home that can evolve right along with you, with the added benefit of public water, a welcome rarity in Wilton. And perhaps the biggest surprise is just how connected you are-minutes to Wilton Center, schools, the train, New Canaan, and the Merritt Parkway. Maybe Wilton is closer than you think.

98 Old Boston Rd, Wilton

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