South Wilton Homes with Middlebrook Middle school

Welcome to South Wilton, a charming neighborhood nestled in the picturesque town of Wilton, Connecticut, within the heart of Fairfield County. Known for its serene ambiance and tight-knit community, South Wilton offers a perfect blend of suburban tranquility and accessibility to urban conveniences.

As you stroll through the tree-lined streets, you’ll discover beautifully maintained homes that reflect a variety of architectural styles, from classic colonials to modern designs. Many of these residences are situated on spacious lots, providing ample outdoor space for families to enjoy. The neighborhood is particularly appealing to families, as it is served by the highly regarded Middlebrook Middle School, which is known for its commitment to academic excellence and nurturing environment. Parents can rest easy knowing their children are receiving a top-notch education just a stone’s throw away from home.

South Wilton is not just about beautiful homes and schools; it also boasts an array of local amenities. Residents can take advantage of nearby parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and families alike. The community is vibrant, with local shops and eateries that add to the neighborhood's charm.

With its ideal location, excellent schools, and a welcoming community atmosphere, South Wilton is a hidden gem in Connecticut that offers a fulfilling lifestyle for all its residents. Whether you’re looking to settle down or invest, this neighborhood is truly a place to call home. Come explore South Wilton and discover the perfect spot for your next chapter!

Newest South Wilton Homes with Middlebrook Middle school

$949,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$999,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188546 MLS

BEST AND FINAL 7/21 3:00PM. Welcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic style meets a breathtaking modern evolution. Step inside and immediately feel the light filled, open concept design.Transformed from the bottom up, this 4 Bedroom RR blends sleek sophistication with the warmth of a true forever home. Every upgrade has been thoughtfully redesigned - new, spacious sanctuary that is the Primary En suite addition. New 3rd garage bay for the car enthusiast. City Water. NEW Propane heat system. All bathrooms updated. NEW HVAC/Central Air. All redesigned with luxury finishes to elevate your daily living, offering a perfect sanctuary for a modern lifestyle. The fluid, open layout invites flexibility whether hosting dinner parties or enjoying quiet weekend mornings on your private, maintenance free Trex deck. This home offers turn key peace of mind with completely fenced in property, creating a secure private paradise where kids and pets can roam freely while keeping deer and other wildlife out to protect your professional landscaping. Main Level offers a formal LR with hardwood, formal Dining Space and beautiful EIK with SS appliances and granite counters. 3 Beds and 2 full Baths. Lower Level is finished with 4th Bedroom, Family Room with fireplace with sliders to under porch covered patio. Laundry Room and 1/2 Bath plus plenty of storage closets with direct access from 3 car garage. Just unpack to enjoy Award Winning schools and more!

1 Wilton Acres, Wilton

$725,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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, 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$649,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189066 MLS ⋅ Fawn Ridge BLDG.

Rare opportunity to own a unit in the desirable Fawn Ridge complex on Wilton school system side, conveniently located to highways and shopping! This end-unit townhome offers 2 bedrooms, 2 bathrooms, gorgeous eat-in kitchen with granite countertops, and slider to spacious deck for outdoor dining. Large living room with wood burning fireplace with a window bay perfect for reading a book. Upstairs are two large bedrooms and a large bathroom with whirlpool tub and walk-in closet. Bonus finished room in basement can be an office, gym, play or rec room. Garage is deep and offers space for storage as well as a standard SUV. Hardwood throughout the townhome, sun-lit windows, beautiful paint choices, low HOA fee, nothing to do but move in and enjoy the pool, tennis courts and everything South Wilton offers!

61 Fawn Ridge Ln Unit 61, Wilton

$2,099,999

5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$1,900,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24181977 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

$700,000

ACTIVE UNDER CONTRACT Status ⋅ 24179787 MLS

Title: Rare South Wilton Gem: Build Your Dream Estate on 2 Pristine Acres Discover the perfect canvas for your custom luxury home. Nestled within one of South Wilton's most desirable and established neighborhoods, this spectacular 2-acre wooded parcel offers the ultimate blend of serene privacy and everyday convenience. Held by the same family for generations, this rare offering provides a peaceful, quiet sanctuary just moments from the premier amenities, boutique shopping, and top-rated schools of Wilton. Embrace the tranquil beauty of Fairfield County living in an area known for its magnificent estate homes. To ensure a seamless building process, the seller will provide a perk test prior to closing. Don't miss this extraordinary opportunity to design a legacy home tailored perfectly to your lifestyle.

Cobbs Mill Road, Wilton

$795,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177784 MLS

Tucked away on a private, serene wooded setting in sought-after South Wilton, this beautifully updated home offers the perfect blend of tranquility and convenience. Enjoy the peaceful sounds of a babbling brook while being just minutes to the train to NYC, major highways, top-rated schools, Wilton Center shopping, and dining. Set on just shy of an acre, the home features a brand-new renovated kitchen, updated bathrooms, hardwood floors, new stainless steel appliances, a spacious primary suite with walk-in closet, and a huge two-car garage. A rare opportunity to enjoy blissful privacy surrounded by nature without sacrificing commuter convenience. Location, location, location.

30 Bittersweet Trl, Wilton

$1,850,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167372 MLS

Located in prime South Wilton just minutes from Westport and New Canaan, this exceptional colonial blends timeless New England charm with today's most sought-after amenities. Thoughtfully upgraded, this home offers 4 spacious bedrooms, 5 well appointed bathrooms, abundance of living space, & a layout ideal for everyday living & entertaining. At the heart of the home is a fully updated kitchen w/ stainless steel appliances, dining area, & direct access to the deck, perfect for indoor-outdoor living. Just off the kitchen, the family room is centered around a wood-burning fireplace & French doors that open to the deck & overlook the private backyard. The main lvl also includes a formal dining room & spacious living room w/ wood-burning fireplace. Upstairs, the luxurious primary bedroom suite serves as a private retreat w/ fireplace, spa-like bathroom & walk-in closet. Each additional bedroom is well-proportioned w/ access to beautifully appointed full baths, offering comfort & privacy, while a large rec/media room offers flexibility for work or play. The lower lvl offers a range of possibilities, w/ plenty of room for an office, gym, or media room. Outside, the expansive deck and backyard provide the perfect setting for entertaining or relaxing. Perfectly located just minutes from top-rated schools, town amenities, and commuter routes, this home offers an exceptional balance of luxury, functionality & convenience.

6 Admiral Ln, Wilton

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