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

$699,000

2 Beds ⋅ 3 Baths ⋅ 24192946 MLS ⋅ Glen River BLDG.

Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse in the heart of downtown Wilton, offering the perfect blend of comfort, style, and convenience. Filled with natural light, the main level features hardwood floors throughout and a welcoming foyer with French doors leading to a spacious living room with custom built-ins, a fireplace, and sliding doors to the newly refinished private patio. The updated kitchen features granite countertops, stainless steel appliances, and a built-in wine chiller, flowing seamlessly into the dining area and remaining open to the living room for effortless everyday living and entertaining. A convenient half bath completes the main level. Upstairs, the spacious primary suite features vaulted ceilings, a renovated bath, and a walk-in closet. A second bedroom, full bath, upper-level laundry, and a versatile flex room ideal for a home office, den, guest space, or playroom complete the second floor. An additional bonus area off the staircase offers the perfect spot for a home gym, reading nook, or extra storage. Newer windows, sliders, and an updated HVAC system provide efficiency and peace of mind for years to come. Enjoy the convenience of a dedicated carport, ample guest parking, and a desirable community with a pool, all just a short stroll to Wilton Center's restaurants, shops, library, train station, and everything the village has to offer. Click on Movie Icon for Virtual Tour

13 Glen Ridge, Unit 13, Wilton

$979,000

3 Beds ⋅ 3 Baths ⋅ 24191982 MLS

Nestled among the trees in desirable South Wilton, this architecturally significant mid-century modern contemporary offers timeless design, privacy, and comfort. Inspired by Frank Lloyd Wright's principles of organic architecture, the home was designed by noted Connecticut architect David D. Coffin, with original plans by Rafter Johnson, Inc. Offering approximately 2,700 square feet, this 3-bedroom, 2.5-bath residence is filled with natural light from expansive windows and sliding glass doors that seamlessly connect the interior with the surrounding landscape. A dramatic living room features vaulted ceilings, exposed wood beams, built-in shelving, and a striking stone fireplace. The adjoining dining room flows into the kitchen and inviting family room with a wood-burning fireplace and sliders to the deck and private backyard. The spacious primary suite is a true retreat with its own fireplace, sitting area, walk-in closet, private deck access, and spa-inspired bath with soaking tub, oversized shower, double vanity, skylight, and water closet. Two additional bedrooms, hardwood floors, an attached two-car garage, and a full unfinished basement provide flexibility and abundant storage. Conveniently located just minutes to Metro-North, major commuting routes, Wilton Center, and award-winning schools, this is a rare opportunity to own an architecturally distinctive home in one of Fairfield Counties favorite towns.

512 Belden Hill Rd, Wilton

$600,000

1 Beds ⋅ 2 Baths ⋅ 24195240 MLS ⋅ Glen River BLDG.

Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining area, an updated kitchen, and a convenient powder room-ideal for both everyday living and entertaining. Upstairs, the sun-filled primary bedroom boasts a vaulted ceiling and a generous walk-in closet. A versatile second room is perfect as a guest bedroom, home office, or study, while a full hall bath and an oversized hallway closet provide excellent additional storage. Central air conditioning ensures year-round comfort. Residents of Glen River enjoy a community pool, beautifully landscaped grounds, and the convenience of a covered parking space just steps from the unit. Offering a low-maintenance lifestyle in a welcoming community, this move-in-ready home combines comfort, convenience, and an exceptional Wilton location.

9 Glen Rdg Unit 9, Wilton

$759,000

2 Beds ⋅ 3 Baths ⋅ 24193554 MLS ⋅ Glen River BLDG.

This beautiful, light-filled townhome is located in Glen River, one of Wilton's most sought-after communities. Offering the perfect blend of style, comfort, and convenience, the home features updated kitchen and baths, fresh hardwood floors, and thoughtful details throughout. The updated kitchen boasts modern finishes and stainless steel appliances, creating a clean, functional space for everyday living and entertaining. Adjacent open-concept living and dining areas are bathed in natural light, highlighted by beautiful custom millwork and a cozy wood-burning fireplace. Need a quiet place to work or relax? The cozy office/den features custom built-ins and a sunlit skylight. Wide sliding glass doors open to a private patio-ideal for morning coffee, alfresco dining, or unwinding at the end of the day. Upstairs, the spacious primary suite includes a walk-in closet with a custom California Closet system and a beautifully updated full bath. The second bedroom features a dramatic vaulted ceiling, a palladium window, and its own walk-in closet. A full-sized second-level laundry adds true everyday convenience. A 1-car carport and plenty of guest parking are a great addition to this home. Residents of Glen River enjoy a private in-ground pool and an unbeatable Wilton location-just minutes to the town center, Metro-North train, local shopping, dining, and scenic walking trails. Enjoy turnkey, low-maintenance condo living! SUBMIT ALL OFFERS BY 12:00 NOON ON WED., AUG 5TH.

8 Glen Rdg Unit 8, 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

$2,695,000

6 Beds ⋅ 5 Baths ⋅ 24193184 MLS

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton

$799,000

4 Beds ⋅ 3 Baths ⋅ 24190698 MLS

Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living.

65 Whipple Rd, Wilton

$725,000

2 Beds ⋅ 3 Baths ⋅ 24190757 MLS ⋅ Wilton Crest BLDG.

Wilton Crest - 2 bedroom, 2 full and 1 half bath townhome with the living room, dining room, kitchen, primary bedroom, primary bathroom, laundry, half bath, and two decks all on one level. The second bedroom and full bathroom are on the second floor, and a full unfinished basement is on the lower floor. The unit is just a short walk from your garage, and just six steps up from the walkway brings you into the front door. Vaulted ceilings, skylights, sliders to the decks provide a light, bright and open feel to this home. Just freshly painted throughout. New hardwood floors in the primary bedroom, and refinished hardwood floors in the living room and dining room. Granite counters and stainless steel appliances in the kitchen. Vaulted ceiling, ceiling fan and a wood burning Fireplace in the living room. Central Air conditioning was just serviced in July. Hot water heater new in 2023. Wilton Crest amenities include a nice size Swimming pool just a short walk from #50. Convenient South Wilton location, close to Wilton center, one mile +/- to Wilton Library, the Supermarket, restaurants and stores, sidewalk from Wilton Crest takes you into the center. Less than 2 miles to Wilton Train Station. Move in and enjoy...

50 Wilton Crest Unit 50, Wilton

$670,000

2 Beds ⋅ 2 Baths ⋅ 24189672 MLS ⋅ Fawn Ridge BLDG.

Completely renovated and move in ready, this exceptional three level townhouse in the sought after Fawn Ridge community offers 2 bedrooms, 2 full bathrooms, a one car garage, and a versatile loft. Thoughtfully redesigned with high end finishes, this home combines style, comfort, and functionality. The stunning new kitchen features custom cabinetry, granite countertops, a designer backsplash, and new stainless steel appliances, including a range, dishwasher, and hood. The open concept living and dining area showcases hardwood floors, recessed lighting throughout, custom built ins, and a cozy wood burning fireplace. A new sliding glass door leads to a freshly painted private balcony, perfect for relaxing or entertaining. Both bathrooms have been beautifully renovated. Radiant heated floors in the entry, office, and primary bathroom add everyday comfort. Additional upgrades include upgraded windows, elegant wood staircases, a Nest smart home system, Ring security camera, new garage door, fresh interior paint, and updated lighting throughout. Enjoy resort style amenities including a pool and tennis court, just minutes from Wilton Center, award winning schools, shopping, dining, Metro-North, and major commuting routes. Immediate occupancy available. Move right in and enjoy maintenance free living at its finest.

4 Fawn Ridge Ln Unit 4, Wilton

$2,099,999

5 Beds ⋅ 7 Baths ⋅ 24187095 MLS

Completely reimagined in 2022, this stunning center hall colonial offers the rare combination of timeless architecture and newer everything - making it the turnkey opportunity buyers in Wilton have been waiting for. Set on a level two-acre parcel, this 5-bedroom, 6 1/2-bath home features a fully redesigned kitchen, 2022 installed HVAC/AC, roof, hot water heater, and water softener. Soaring vaulted ceilings, a dramatic floor-to-ceiling stone fireplace, and a spa-inspired primary suite with oversized soaking tub set the tone throughout. The finished lower level adds a home gym, recreation room, and full bath. Hardwood floors, 3-car garage, circular drive, and a stunning stone-walled backyard complete this exceptional property. Walk to the Norwalk River Valley Trail and Ambler Farm; minutes to top-rated schools and Wilton/Cannondale train station. Move-in ready - everything's already been done.

125 Skunk Ln, Wilton

$878,000

4 Beds ⋅ 3 Baths ⋅ 24182432 MLS

Please submit highest & best offers by 6 PM on 6/25/26, thank you. Absolutely Charming! This light-filled home offers three spacious living levels and a warm, inviting layout throughout. Enter into a welcoming living room with a fireplace-perfect for relaxing or entertaining. The first floor also features a private office or optional fourth bedroom, along with one of three full baths. The main level is ideal for both everyday living and gatherings, featuring a large dining room with direct access to the sunroom and kitchen with an eat in area. Just off the dining room is an oversized, well-proportioned living room. Upstairs, you will find three additional bedrooms along with the third full bath. All three full baths in the home have been renovated with highest quality craftmanship. The above-grade lower level offers a fun and flexible space to unwind, complete with a wet bar and direct access to the two-car garage & laundry. Generous storage can be found throughout the home. Enjoy outdoor living on the deck-ideal for dining or relaxing-overlooking 2.6 acres of beautiful property, ready for you to personalize with endless possibilities. Set on a quiet road, close to town, schools, and the Wilton YMCA. An incredible value with wonderful potential Please note: The town shows 2 full & 1 half bath, however this home has 3 full bathrooms.

34 Powder Horn Hill Rd, Wilton

$985,000

3 Beds ⋅ 3 Baths ⋅ 24182305 MLS ⋅ Grumman Hill Village BLDG.

Enjoy low-maintenance living in desirable Grumman Hill Village, a beautifully maintained community of 48 homes in sought-after South Wilton. Residents enjoy a carefree lifestyle w/ association-covered grounds maintenance, landscaping, and snow removal, allowing time to enjoy all that Wilton has to offer. Perfectly positioned within the community, this home enjoys one of the most desirable settings, overlooking a spacious greenbelt with sweeping lawn and wooded views beyond. Open floor plan on main level and 3 spacious bedrooms plus office/playroom/extra bedroom completes 2nd floor. The private patio provides a peaceful outdoor retreat for relaxing or entertaining. The freshly painted bright and inviting interior features hardwood floors, natural gas heat, and a functional floor plan designed for comfortable everyday living. Updates over the years include newer roof, refinished hardwood floors, updated kitchen appliances, refreshed interior finishes, and meticulous maintenance throughout. Additional features include underground sprinklers, pull-down attic storage, and extensive built-in shelving in the garage. Grumman Hill Village is known for its attractive setting, strong management, and convenient location close to Wilton Center, Westport, shopping, restaurants, schools, train stations, major commuting routes, and public transportation. Move right in and enjoy the convenience, comfort, and lifestyle that make Grumman Hill Village one of Wilton's most popular communities

78 Village Court, Unit 78, Wilton

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