South Wilton Real Estate

Welcome to South Wilton, a hidden gem nestled in the heart of Wilton, Connecticut. This charming neighborhood is known for its picturesque landscapes, vibrant community spirit, and a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully maintained homes, South Wilton offers a serene escape while being just a stone's throw away from the bustling amenities of Fairfield County.

One of the standout features of South Wilton is its commitment to preserving nature. Residents enjoy easy access to numerous parks and nature reserves, making it an ideal spot for outdoor enthusiasts. Whether it’s hiking along the scenic trails of the nearby Wilton Town Forest or enjoying a picnic at the picturesque Merwin Meadows Park, there’s no shortage of ways to embrace the great outdoors.

Families are drawn to South Wilton for its top-rated schools, which are known for their academic excellence and strong community involvement. The neighborhood fosters a close-knit environment, where neighbors become friends and children play freely in the safe, welcoming streets.

With its proximity to downtown Wilton, residents can enjoy a variety of local shops, restaurants, and cultural attractions. The Wilton Historical Society and the popular Wilton Library are just a short drive away, offering an array of activities for all ages.

In South Wilton, you’ll find more than just a place to live; you’ll discover a vibrant community that values connection, nature, and a high quality of life. Come explore this enchanting neighborhood and see why so many people are proud to call South Wilton home!

Newest Listings in South Wilton

$1,099,000

4 Beds ⋅ 3 Baths ⋅ 24214013 MLS

HIGHEST & BEST TO BE SUBMITTED BY TUESDAY, OCTOBER 27th at 4:00pm. NO ESCALATION CLAUSES PLEASE. Welcome to 561 Belden Hill Road! A beautiful, move-in-ready 4 bedroom 3 bath home set on 2+ acres of beautifully landscaped property in desirable South Wilton with CITY WATER. Unique combination of a convenient commuting location with generous living spaces and an incredible flat, private yard. The perfect balance of everyday comfort, entertaining, and outdoor enjoyment. Inside, gracious well-proportioned rooms with plenty of space for family and friends. The eat-in kitchen opens to a bright expansive sunroom with peaceful views of the surrounding grounds. The elegant living room with custom built-ins and gas fireplace flows into the dining room. A comfortable family room with gas fireplace, along with a full bath and laundry room. Upstairs you will find 4 generously sized bedrooms including the primary bedroom suite w/walk-in closet, and 3 other bedrooms and full bath providing comfortable accommodations for family and guests. The lower level offers a spacious bonus room with endless possibilities for a playroom, home office, media room, or recreation space. The outdoor setting is truly exceptional. An attached 2-car garage is complemented by an oversized detached garage with a loft. Ideally situated in South Wilton, this home offers easy access to the Merritt Pky, I-95, shopping, town amenities, and Wilton's award-winning schools. SELLERS PREFER end of Feb. closing

561 Belden Hill Rd, Wilton

$799,000

3 Beds ⋅ 3 Baths ⋅ 24214507 MLS ⋅ Lambert Common Condo BLDG.

Welcome to 12 Lambert Common, a spacious three-bedroom, two-and-a-half-bath townhouse tucked away from the road in sought-after South Wilton. Offering three levels of living space and numerous recent improvements, this inviting home combines comfort, privacy, and convenience. The spacious living and dining area features hardwood floors, a fireplace, and sliders to a private stone patio with mature plantings and a peaceful space. The bright eat-in kitchen offers a charming bay window, new countertop, sink, faucet, disposal, and dishwasher. A powder room completes the main level. Upstairs, the generously sized primary bedroom features a private full bath, while two additional bedrooms share a hall bath. All second-floor windows have been replaced. The finished lower-level family room offers flexible space for entertaining, a home office, fitness, or recreation and a new high-performance washer and dryer. Additional highlights include storage, a new hot water heater, detached one-car garage, and assigned parking. Convenient to Wilton Center, Westport, New Canaan, Metro-North, shopping, dining, and major routes. With spacious interiors, thoughtful updates, and a tranquil setting, 12 Lambert Common offers comfortable, low-maintenance living. Please see the complete list of upgrades and improvements list in photos

12 Lambert Cmn Unit 12, Wilton

$1,075,000

3 Beds ⋅ 3 Baths ⋅ 24214464 MLS

Thank you for the strong interest! OFFER DEADLINE, 10/19 @ 10am ET. Ideally situated in South Wilton, 175 Range Road blends charming character with modern comfort and everyday convenience. Just minutes to town, train, schools, and commuter routes, the home enjoys a private setting framed by professional landscaping, flowering perennials and accent trees, an expansive front lawn, and a beautiful stone patio out back, ideal for entertaining or quiet relaxation. Inside, architectural details shine with warm wooden beams, custom kitchen design, wide plank flooring, a vaulted ceiling, pocket doors, and an original stone fireplace. The kitchen features custom cabinetry, while the living and family rooms offer warm and bright gathering spaces. A sound system, natural stone half bath, and custom closets complete the first floor. The stunning primary suite feels like a private retreat, offering expansive windows, and a beautifully appointed ensuite bath with natural stone, a soaking tub, separate shower, and radiant heated floors. Additionally, the primary offers four closets including a spacious walk-in as well as a cedar closet. Two additional, well-proportioned bedrooms and hallway bath complement the upstairs. Completing the second floor is a spacious loft overlooking the kitchen offering numerous possibilities. An oversized two-car garage provides ample storage and flexibility. Distinctive, inviting, and exceptionally located, this is South Wilton living at its beh

175 Range Rd, Wilton

$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

$1,799,000

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

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 24209890 MLS

Discover a beautifully reimagined South Wilton luxury home, completed in 2026 and ready to enjoy! Over $800K invested in an extensive renovation and a 1,000+ sq. ft. addition transforms this sun-filled, approximately 3,700 sq. ft. home with 4 bedrooms, 3.5 baths, and a 3-car garage into an exceptional turnkey home. Soaring cathedral and vaulted ceilings, oversized Andersen windows, and hardwood floors create bright, inviting spaces. The open main level features a designer kitchen with premium KitchenAid appliances, abundant cabinetry, and a walk-in pantry, flowing into elegant dining and living rooms overlooking beautifully landscaped, private grounds. A charming family room with exposed beams and a cathedral ceiling is ideal for entertaining or relaxing. Upstairs, the newly built primary suite impresses with vaulted ceilings, oversized windows, a spacious fitted walk-in closet, and a luxurious bath. Three additional bedrooms include one ensuite; a dedicated second-floor laundry adds convenience. Extensive upgrades include HVAC, plumbing, electrical, roofs, windows, doors, lighting, and finishes, plus a finished lower level. Enjoy a low-maintenance composite deck with cable railings, a refreshed covered porch, manicured landscaping, and a whole-house Generac generator. Move right in and enjoy the luxury of having it all done!

33 Coley Rd, Wilton

$2,375,000

6 Beds ⋅ 6 Baths ⋅ 24208606 MLS

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

$600,000

2 Beds ⋅ 2 Baths ⋅ 24207874 MLS ⋅ Fawn Ridge BLDG.

Ideally situated on the Norwalk/Wilton line, this beautifully maintained condominium offers privacy, comfort, and an unbeatable commuter location. Set toward the back of the complex, the unit enjoys a peaceful, tucked-away feel, with the kitchen window, dining area, and private deck all overlooking natural surroundings rather than passing traffic or neighboring units. Inside, the living room's floor-to-ceiling windows fill the space with natural light, while the multi-level layout creates distinct living zones: a welcoming entry, garage access, and laundry on one level, an open kitchen and living area with a spacious island offering abundant prep space and storage, and bedrooms upstairs for a cozy, private retreat away from the main living areas. The upper level features a double-sinks in the primary bedroom, allowing two people to get ready at once with ease. Generously sized rooms throughout and abundant closet space provide comfortable, flexible living. An attached garage adds everyday convenience. Residents enjoy access to the pool and tennis courts, and the location cannot be beat: close to shops and restaurants, yet quiet within the complex, with easy access to major commuting routes and New York city.

46 Fawn Ridge Ln Unit 46, Wilton

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 24207252 MLS

Easy living and convenient commuting converge at 12 Crowne Pond Lane, a beautifully updated and meticulously maintained home. Tucked away in an exclusive enclave of just three homes, this 4 bedroom, 3 bath single-family sanctuary combines true privacy with the benefits of a maintenance-free planned community. The main level offers a fluid, open-concept floor plan designed for effortless entertaining. At its heart is a bright white kitchen featuring granite countertops and stainless steel appliances, seamlessly connecting to the family room with a cozy wood-burning fireplace and sliders opening to an expanse of back deck. Upstairs, the spacious primary suite serves as a quiet retreat, complete with a generous walk-in closet and a spa-inspired bath highlighted by marble surfaces, double sinks, a soaking tub, and a custom marble waterfall tile shower. Three additional bedrooms, a second full bath, and dedicated upper-level laundry complete the space, while a finished lower level provides flexible room for a gym, office, or media center. Complete with city utilities, a private lawn, and close proximity to Wilton Center, top schools, and train station, this home offers the ultimate suburban lifestyle.

12 Crowne Pond Ln Unit 12, Wilton

$539,900

1 Beds ⋅ 2 Baths ⋅ 24203303 MLS ⋅ Glen River BLDG.

YOUR NEXT CHAPER SHOULD START RiGHT HERE IN WILTON! Welcome to Glen River, a premier townhouse community offering an exceptional combination of location, privacy, lifestyle, & value. Aggressively priced, this beautifully maintained 1bed+Den townhouse lives like a 2bed & is ideally positioned in one of the most private settings in the complex, overlooking a peaceful tree-lined backdrop. Walk to everything Wilton Village has to offer, including charming boutiques, restaurants, coffee shops, ice cream, grocery store, library, parks, Metro-North train, & Norwalk River Valley Trail. Inside an open kitchen flows into living/dining room where dramatic floor-to-ceiling stacked stone wood-burning fireplace creates a beautiful focal point. Sliders open to a private patio & bring abundant natural light into the home. Upper-level features spacious primary bedroom w/ vaulted ceilings & large walk-in closet, versatile den, full bath, laundry, and generous storage. The den provides excellent flexibility as a 2nd bedroom, office, guest room, or additional living space. a 1-car garage w/ additional storage adds additional convenience. Enjoy Glen River's beautifully maintained grounds and resort-style in-ground pool w/ lounge chairs, tables, umbrellas and changing area. Located in one of CT's most highly regarded school districts, this is an incredible opportunity to enjoy Wilton living, walkability, and top-rated schools at a very attractive price.

35 Glen Ridge, Unit 35, Wilton

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South Wilton Real Estate

Newest Listings in South Wilton

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