South Wilton Homes with Middlebrook Middle school

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

$719,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ COMING SOON Status ⋅ 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
$539,900
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$2,499,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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
$2,099,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199595 MLS
Welcome to 40 Valeview Road, set on 2.27 private acres in South Wilton's most convenient neighborhood, just minutes to town, highways & trains to NYC. This 6-bedroom Colonial was built to do it all:cook, entertain & work from home. The kitchen anchors it all: high-end appliances, two islands for prepping and serving, with an open flow into the dining area & family room. A first-floor office with French doors provides a dedicated, private work from home space. The mudroom off the garage keeps everyday life organized.The primary suite is a genuine retreat, w/a gas fireplace, a custom walk-in closet & spa-like bath. Four additional bedrooms share the floor w/a dedicated playroom.The walk-up attic adds even more storage.The lower level includes a playroom with a fireplace and TV, a bedroom currently used as a gym, a full bath, and a flex space plus a sliding door outside: this level could be a possible in law/au pair suite. Even more storage in unfinished portion of the basement.Outside, the backyard is large, open and flexible:plenty of room to spread out.The patio is made for entertaining, all within a private, professionally landscaped yard with a possible pool site. As Wilton's first LEED/Energy Star-built home, 40 Valeview also delivers real efficiency where it counts: geothermal heating and cooling helps keep monthly utility bills noticeably lower. This is a home that was designed to be lived in and enjoyed fully - and it shows.

40 Valeview Rd, Wilton
$979,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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 School of Design at Taleisin. 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
$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
$2,395,000
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
$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 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
$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
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