South Wilton Homes for Sale

Welcome to South Wilton, a picturesque neighborhood nestled in the heart of Wilton, Connecticut. Known for its serene atmosphere and charming landscapes, South Wilton offers a perfect blend of suburban tranquility and vibrant community living. The area is characterized by its lush greenery, scenic parks, and friendly neighbors, making it an ideal place for families, professionals, and retirees alike.

South Wilton boasts a rich history, with beautiful homes that reflect a variety of architectural styles, from classic New England colonials to modern designs. The neighborhood is well-maintained, with tree-lined streets that invite leisurely strolls and bike rides. Families will appreciate the top-rated schools in the area, which are known for their commitment to educational excellence and community involvement.

For those who enjoy outdoor activities, South Wilton offers numerous parks and recreational facilities. You can explore the nearby Wilton Town Park, which features walking trails, playgrounds, and sports fields, perfect for weekend picnics and family gatherings. Additionally, the neighborhood's proximity to the Norwalk River Valley Trail provides ample opportunities for hiking and biking enthusiasts.

Currently, there are several beautiful homes for sale in South Wilton, each offering unique features and ample space to create your dream residence. Whether you're looking for a cozy family home or a spacious property with room to grow, South Wilton has something to suit every lifestyle. With its welcoming community, excellent amenities, and stunning natural surroundings, South Wilton is not just a place to live; it’s a place to thrive. Discover your new home in this enchanting neighborhood today!

Newest South Wilton Homes for Sale

$1,099,000

4 Beds ⋅ 3 Baths ⋅ 24214013 MLS

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. Enjoy the best of suburban living with a convenient commute and a peaceful, private setting to call home. SELLERS PREFER end of Feb. closing.

561 Belden Hill Rd, 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

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 24207487 MLS

The most magical setting begins on a quiet cul-de-sac in South Wilton. Welcome to 11 Greenbriar Lane, a freshly painted 4-bed Colonial set on 1 acre. The kitchen is a cook's dream, with a Viking gas cooktop, Sub-Zero refrigerator, Miele double wall oven, warming drawer, and dishwasher, plus custom cabinetry and a wine bar. The main level flows through an open concept, eat-in kitchen, fireplaced living room, den and sitting room with beautiful views of the back yard. The home office with built-ins offers tucked away convenience. The newly renovated mudroom is accessible from both the side door and two-car garage. A separate staircase leads to a hidden-away family room above the garage, with beamed ceilings, projector and a second fireplace, perfect for movie nights and lazy weekends. Upstairs are four bedrooms, including the primary suite with walk-in closet and renovated marble bathroom with double vanity and heated floors, plus a second-floor laundry room. Outside, professionally landscaped grounds with a gentle brook, stone walls, and perennial gardens frame flat front and back yards with irrigation. The stone patio, terraces, and outdoor fireplace make it an entertaining paradise. Behind the charm are thoughtful updates: exterior paint (2026), garage EV charger, a generator hookup, and upgraded well and water systems. Just 3 minutes to Wilton Center, with easy access to the Merritt, Route 7, and Metro-North, it's a commuter's dream. Your happily ever after begins here.

11 Greenbriar Ln, 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

$2,349,000

5 Beds ⋅ 7 Baths ⋅ 24199612 MLS

Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three en-suite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper-level has a media room, and a sitting room attached to the primary bedroom serves as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

77 Old Boston Rd, Wilton

$949,000

4 Beds ⋅ 2 Baths ⋅ 24169858 MLS

Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch, ideally situated on a quiet cul-de-sac in desirable South Wilton. Designed for comfortable everyday living and easy entertaining, the main level features a bright living room that flows seamlessly into the dining room and an updated kitchen with granite countertops, opening to a den. The primary bedroom, two additional bedrooms, and a full bath complete the main level. The lower level offers exceptional flexibility with a family room featuring a cozy fireplace, a fourth bedroom, full bath, laundry room, and convenient access to the attached two-car garage. Set on a picturesque, level property, the backyard is ideal for outdoor enjoyment with a generous deck perfect for relaxing, dining al fresco, or entertaining family and friends. Enjoy the best of both privacy and convenience with this sought-after location just minutes from Wilton's town center, Metro-North train station, shopping, restaurants, parks, and major highways, making commuting and daily errands effortless. A wonderful opportunity to make this welcoming home your own.

22 Bittersweet Trl, Wilton

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South Wilton Homes for Sale

Newest South Wilton Homes for Sale

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