South Wilton Real Estate

Welcome to South Wilton, a picturesque neighborhood nestled in the heart of Wilton, Connecticut. This charming community is part of Fairfield County and offers a delightful blend of suburban tranquility and vibrant local culture. Known for its stunning landscapes and friendly atmosphere, South Wilton is an ideal place for families, professionals, and anyone looking to enjoy a high quality of life.

One of the standout features of South Wilton is its exceptional school system, which consistently ranks among the best in Connecticut. Families are drawn to the area for its top-notch educational opportunities, ensuring that children receive a solid foundation for their future. The neighborhood is also home to numerous parks and recreational facilities, providing residents with ample opportunities for outdoor activities, from hiking and biking to picnicking and sports.

In addition to its natural beauty, South Wilton boasts a strong sense of community. Residents often gather for local events, farmers' markets, and seasonal festivals, fostering connections and friendships that make this neighborhood feel like home. The nearby Wilton Center offers a variety of shops, restaurants, and cafes, ensuring that you have everything you need just a stone's throw away.

Conveniently located, South Wilton provides easy access to major highways and public transportation, making it an ideal spot for commuters heading to nearby cities like Stamford and Norwalk. With its blend of suburban charm, excellent schools, and a welcoming community, South Wilton is truly a hidden gem waiting to be discovered!

Newest Listings in South 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

$949,000

4 Beds ⋅ 3 Baths ⋅ 24205676 MLS

Welcome to 51 Stonebridge Road, a charming four-bedroom, 2.5-bath home set on 1.52 beautiful acres in a peaceful South Wilton setting. Lovingly cared for by the same family for more than five decades, this special property is tucked away on a quiet cul-de-sac abutting Aspetuck Land Trust protected open space, offering exceptional privacy. Inside, hardwood floors, abundant natural light and a fireplace add warmth and character. A French door from the living room opens to a spacious patio and level backyard, while the dining room leads to a deck and additional patio, perfect for morning coffee. The sun-filled kitchen features a skylight, ample cabinetry and granite-topped island. A heated, finished walk-out lower level with half bath and separate entrance offers flexible living space, while the bonus room above the garage is ideal for a home office. A whole-house generator and new furnace installed in 2025 add peace of mind. Minutes to Wilton Town Center and Metro-North, approximately 2.5 miles to the Merritt Parkway, with convenient access to Westport's train station, shopping and dining. A rare opportunity to enjoy the privacy, natural beauty and timeless Wilton charm of this special property.

51 Stonebridge 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

$2,395,000

5 Beds ⋅ 7 Baths ⋅ 24206451 MLS

Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated three-zone surround sound system. The chef's kitchen is outfitted with premium appliances including a Viking six-burner gas cooktop, double ovens with a warming drawer, a built-in refrigerator, and a Miele dishwasher, opening directly into an inviting family room with custom built-ins and fireplace. On the main level, a sophisticated room provides versatile living space, seamlessly accommodating a formal dining room or private work space. Upstairs, the master bedroom serves as a luxurious private sanctuary with a cozy fireplace, a dedicated sitting area, expansive walk-in closets, and a spa-inspired primary bath. There are four additional bedrooms on this floor, two with ensuite bathrooms and two with a connected full-bath. The upper third level boasts a sixth bedroom suite and a large multi-generational living space with extensive built-ins, including cozy window-seating. The finished lower level provides an ideal versatile space featuring a spacious dedicated play/ game room, home gym, and a comfortable TV-watching area designed to grow right along with your kids...

249 Chestnut Hill Rd, Wilton

$719,000

2 Beds ⋅ 3 Baths ⋅ 24206032 MLS ⋅ Lambert Common Condo BLDG.

Welcome to 9 Lambert Common-an immaculate, beautifully upgraded townhouse in a premier South Wilton location. Offering 1,615 SF above grade, this 2-bedroom, 2.5-bath home features a private no-step entry, hardwood floors throughout & spacious floor plan. The remodeled kitchen offers white cabinetry, stone counters, stainless appliances, tile backsplash & generous workspace, opening to an oversized living/dining area with wood-burning fireplace & sliders to a private stone patio. Mature landscaping & green space beyond create a peaceful outdoor setting. Upstairs, two exceptionally spacious bedrooms include a primary suite w/ remodeled private bath & dual closets in both w/ custom systems. An updated hall bath, linen closet, & upper-level laundry complete the 2nd floor. Additional highlights include a remodeled powder room, Andersen wood-frame windows, Trane HVAC, AO Smith hot water heater & full unfinished basement offering excellent storage. The HOA recently installed a new roof. An assigned parking space is directly outside the front door, with a detached garage nearby. Lambert Common offers a peaceful, established setting w/ easy access to Wilton Center, Westport, New Canaan, Metro-North, shopping, dining & major routes. Beautifully remodeled, meticulously maintained & thoughtfully upgraded, 9 Lambert Common offers an impressive combination of space, privacy & convenience. A truly special opportunity to enjoy turnkey living in one of South Wilton's premier settings!

9 Lambert Cmn Unit 9, Wilton

$979,000

4 Beds ⋅ 3 Baths ⋅ 24203986 MLS

Welcome to this beautiful turn-key Colonial with serene views and ultimate privacy at the end of a cul-de-sac. Located in highly desirable Lower Wilton just minutes from local shops, top-tier restaurants, and everyday amenities, with the bustling town centers of Westport, Wilton and Norwalk. With easy access to Metro-North train stations for commuting to New York. This home offers the ultimate blend of tranquility and unmatched convenience. The inviting floor plan includes a spacious living room, dining room perfect for holiday gatherings, and a cozy family room anchored by a warm fireplace-with direct access to the spacious deck for effortless entertaining. The heart of the home is an updated eat-in kitchen with granite counters, stainless appliances, and versatile cabinet storage. Upstairs are four spacious bedrooms and tastefully updated bathrooms, including a private front to back primary suite. Looking for more space? The finished walk-out lower level serves as the perfect bonus room, home office, gym, or guest suite. Potential first floor or lower level apartment with separate entrance offers versatility. Complete with a full-service automatic whole house generator (Briggs & Stratton) for your peace of mind. The home is fully equipped with the Google Smart Home ecosystem which services the interior home lights, climate controlled thermostat and security system. Don't miss the video tour link!

20 Overidge Ln, Wilton

$1,185,000

4 Beds ⋅ 3 Baths ⋅ 24204965 MLS

Highest and Best by Monday, September 14 at 3pm. 75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple spaces to dine, entertain or simply enjoy the private, natural surroundings. Meticulously maintained, 75 Ledgewood combines the privacy of a tucked-away setting with the convenience of desirable South Wilton - minutes to town, top-rated schools and commuter routes to NYC.

75 Ledgewood Dr, 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

$1,310,000

3 Beds ⋅ 4 Baths ⋅ 24201638 MLS ⋅ Wilton Hills BLDG.

SELLER IS REQUESTING ALL OFFERS TO BE SUBMITTED BY TUESDAY, SEPT. 1ST BY 5:00pm. Located in highly desirable Wilton Hills, this stunning home has been completely transformed over the past six years, offering modern luxury, thoughtful updates, and an exceptional open-concept floor plan. A dramatic two-story foyer welcomes you into a light-filled interior featuring a spacious great room with cathedral ceilings, new mouldings, a new gas fireplace, and a wall of windows overlooking the beautiful and private surroundings. The completely renovated chef's kitchen is a true showstopper, featuring gorgeous quartz countertops, custom cabinetry, a generous 9-foot island, and top-of-the-line Wolf, Bosch, and Sub-Zero appliances. The main-level primary suite provides a private retreat with expansive windows, walk-in closet, tray ceiling and a beautifully updated bath. Upstairs, two generously sized bedrooms feature new hardwood floors and share a newly renovated full bath. The walk-out lower level offers exceptional additional living space, with new vinyl plank flooring, a versatile office that could also serve as a fourth bedroom, and a renovated full bath. With nearly every space thoughtfully updated, this move-in-ready home combines sophisticated design, modern amenities, and flexible living spaces in one of the most desirable South Wilton settings. Updates include: New Roof, New HVAC, New Kitchen, New Baths, Added Hardwood Floors...see complete list under Documents

13 Wilton Hills, Unit 13, 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

$999,000

3 Beds ⋅ 3 Baths ⋅ 24200382 MLS ⋅ Grumman Hill Village BLDG.

Welcome to Grumman Hill Village, a coveted South Wilton community that blends privacy, convenience, and true neighborhood charm. This 1,984 SF, 3-bedroom home stands out for its main-level primary suite and attached two-car garage. Lovingly maintained and freshly painted, the home welcomes you with a bright, open main level where the eat-in kitchen, dining area, and living room flow together seamlessly. A separate den offers a cozy retreat for reading, relaxing, or working from home. The main-level laundry room adds everyday convenience. Step outside to a private back patio, an ideal spot for morning coffee, al fresco dinners, or simply unwinding. Upstairs, two additional bedrooms share a full bath, offering comfortable space for family or guests. Grumman Hill Village is known for its close-knit community spirit, highlighted by a beloved Halloween tradition that brings neighbors together for one of the area's most festive trick-or-treating nights. Natural gas, city water, and city sewer, add everyday ease, while the South Wilton location puts Wilton Center, dining, top schools, train stations, and major commuting routes all within easy reach. This is a rare opportunity to enjoy space, privacy, convenience, and community in one of Wilton's most established and sought-after residential settings.

26 Village Court, Unit 26, Wilton

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