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$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
$1,900,000
5 Beds ⋅ 6 Baths ⋅ 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
$1,799,000
5 Beds ⋅ 4 Baths ⋅ 24170083 MLS
Exceptional contemporary residence set on 2 beautifully landscaped acres of park-like property in one of Wilton's most desirable neighborhoods. Offering 4,347 square feet of thoughtfully designed living space, this impressive 5-bedroom home features 3 full baths and 1 half bath, combining timeless elegance with modern comfort. Newly refinished hardwood floors flow throughout the home, while soaring 9+ foot ceilings enhance the spacious formal living and dining rooms, creating an ideal setting for entertaining. The sun-filled living room showcases a charming fireplace, complemented by a second fireplace in the inviting family room, providing warmth and character throughout the seasons. The well-designed floor plan offers generous living spaces, comfortable bedrooms, and flexibility for today's lifestyle needs. Step outside to your private backyard retreat where beautifully maintained grounds surround an in-ground pool, offering the perfect setting for summer enjoyment, outdoor gatherings, or peaceful relaxation. Mature landscaping and expansive lawns create a tranquil atmosphere with exceptional privacy. Ideally located just minutes from Wilton Town Center, top-rated schools, train service, shopping, dining, and major commuting routes, this home offers the perfect balance of convenience and serenity. A rare opportunity to own a spacious contemporary home on a spectacular property in a sought-after Wilton location. Full house generator!

293 Sturges Ridge Rd, Wilton
$700,000
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
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 24177823 MLS
Tucked away at the end of a long private driveway in Wilton's desirable Thunder Lake neighborhood, this charming center hall Colonial offers exceptional privacy and tranquility. Set on 2.45 acres and surrounded by protected state land, the property enjoys a secluded setting while remaining just minutes from shopping, dining, schools, and everyday conveniences. Beautiful hardwood floors run throughout the home. The main level features a spacious living room, formal dining room, and an inviting family room with a wood-burning fireplace and sliders leading to an expansive deck overlooking the private backyard and gazebo. The centrally located kitchen offers views of the private setting and convenient access to the home's gathering spaces and outdoor living areas. Upstairs are four generously sized bedrooms, including a primary suite, along with an oversized great room offering flexibility as a potential fifth bedroom, home office, media room, or guest space. The finished lower level includes a dry bar and additional living space, while a large workshop and storage area with exterior access provides endless possibilities. Recent improvements include a freshly painted exterior, new main roof, new HVAC system, and new flooring. Enjoy easy access to nearby Weir Farm National Historical Park and Wilton Town Forest with miles of scenic trails. A rare opportunity to enjoy space, privacy, and convenience in one of Wilton's most sought-after locations.

250 Thunder Lake Rd, Wilton
$849,000
3 Beds ⋅ 2 Baths ⋅ 24179285 MLS
You'll love living in this bright and charming 3-bedroom, 1.5-bath updated antique Colonial located in Wilton's Historic District. Just a short walk to Georgetown's local eateries and Caraluzzi's, with easy access to both Wilton and Ridgefield town centers, this home offers the perfect blend of character, comfort, and convenience. Oversized windows fill the home with natural light, while the open floor plan showcases wide-plank floors, a beautifully updated kitchen with granite countertops, and French doors leading to a stone patio overlooking 1.49 acres of professionally landscaped property, complete with stone walls and steps leading to native gardens. The dining room features a skylight and dramatic bay window, and the open living/family room includes a cozy reading/music nook and wood stove. A half bath and laundry room complete the main level. Upstairs, the primary bedroom offers a large walk-in closet, alongside two additional bedrooms with charming built-ins and a vintage-style full bath. Listed on the National Register of Historic Places, this special property is also part of the Pollinator Pathway Project and designated as a Certified National Wildlife Habitat. City water connected! Peaceful and private, yet conveniently located near Route 7, shopping, the train, and more.

23 Church St, Wilton
$795,000
4 Beds ⋅ 3 Baths ⋅ 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
$4,975,000
5 Beds ⋅ 5 Baths ⋅ 24174834 MLS
A rare offering distinguished by architectural clarity, complete privacy, and a deeply personal design vision, set within one of Fairfield County's most sought-after locations. Jay Manuel, internationally recognized creative director and fashion icon, brings a distinctly refined point of view to his architecturally significant modern residence in Connecticut. Acquired in 2011, the home was thoughtfully completed and refined under his direction into a highly considered lifestyle environment, where design, performance, and atmosphere exist in complete alignment. Set on 2.75 acres of exceptional privacy, the sunlit European modern unfolds as a discreet compound, surrounded by mature landscape and a protected nature preserve. Designed for both intimate living and large-scale entertaining, the property features a heated saltwater pool and spa, multiple terraces, an outdoor kitchen, fire pit, and a tranquil Zen garden. The residence reflects a disciplined approach to modern living, integrating passive solar principles, advanced HVAC, and whole-property connectivity, all seamlessly embedded within its clean architectural language. Interiors are defined by soaring ceilings, walls of glass, and a Poliform kitchen with Miele appliances. A private primary suite with balcony, a dramatic glass mosaic wine cellar, and a separate 800 sf skylit studio for fitness or flexible use further articulates the home's sense of intention and versatility. Rare. Private. Architectural.

300 Sturges Ridge Rd, Wilton
$899,500
4 Beds ⋅ 3 Baths ⋅ 24175372 MLS
Nestled on a gorgeous, prime piece of property in one of Wilton's most sought-after locations, this 4 bedroom, 3 full bath ranch offers an exceptional opportunity to create your dream home. Set within one of Connecticut's top-rated school districts and a highly desirable commuter location, this property combines convenience, charm, and endless potential. The home features an easy one-level ranch-style layout with great flow, large sun-filled windows, and bright natural light throughout. A welcoming living space showcases built-in bookshelves surrounding the fireplace, adding warmth and character to the home. The dining room is ideally situated just off the spacious kitchen, creating a wonderful flow for both everyday living and entertaining. Featuring cathedral ceilings and an abundance of natural light, the space feels open, airy, and inviting. The large kitchen offers excellent storage, a center island, and tremendous potential to design the kitchen of your dreams while taking full advantage of the home's functional layout and bright, welcoming atmosphere. The main level of the home offers the ease and convenience of a spacious primary suite complete with a full ensuite bathroom and laundry. Two additional bedrooms with hardwood flooring and another full bathroom complete the main level.

74 Hurlbutt St, Wilton
$1,999,999
6 Beds ⋅ 5 Baths ⋅ 24168304 MLS
Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The renovated kitchen features a La Cornue range, 48 inch Pro Sub-Zero refrigerator/freezer, Wolfe double ovens, updated countertops, and opens seamlessly to the main living spaces. The second floor includes the primary suite, four additional bedrooms, three updated baths, and laundry room. A unique loft overlooks the impressive barn/great room, offering exceptional space for recreation, studio, gym, or entertaining. The owners put in $1M+ of improvements including newer roof, 75 thermopane windows, refinished hardwood floors, updated mechanicals, installed central air, interior and exterior painting, and renovated full bathrooms. Also purchased lot on Ridgefield border for $299K to allow seemless flow thru circular driveway. Outdoor amenities include pond, tennis court, expansive yard, gazebo and beautiful porch spaces ideal for relaxing or entertaining. A legal rental apartment provides added flexibility for guests, extended family, or supplemental income. A true Wilton gem.

1090 Ridgefield Rd, Wilton
$999,000
3 Beds ⋅ 3 Baths ⋅ 24169226 MLS
This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded surroundings to create a distinctive treehouse-like feel. Original architectural elements remain beautifully intact, including a striking floor-to-ceiling stone fireplace and a dramatic wall of glass that fills the home with natural light throughout the day. The main level features an open layout that seamlessly connects the dining and living areas to a remodeled kitchen featuring custom cabinetry with seeded glass accents, a 9-foot quartz center island, and a dedicated prep sink. A brand-new powder room and freshly painted interiors add a crisp, updated feel, while the vaulted three-season porch and multiple sliding glass doors extend the living space onto the wraparound deck and wooded grounds. Upstairs, the primary suite offers cathedral ceilings, a private balcony overlooking the wooded grounds, and an oversized walk-in closet and dressing area. The en-suite bath showcases striking artisan glass vessel sinks that complement the home's mid-century modern aesthetic. The upper landing features floor-to-ceiling built-in bookcases and a cascading glass chandelier.

305 Olmstead Hill Rd, Wilton
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 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
$2,679,000
6 Beds ⋅ 7 Baths ⋅ 24165364 MLS
20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual dishwashers, navy subway tile, and a custom coffee/wine bar, flowing into the oversized Great Room with a massive stone fireplace, full bar, and direct access to the resort style pool area. The flexible layout includes 6 bedrooms, a luxurious primary suite with private balcony and oversized walk-in closets, double office/conference spaces, library, homework zone, first floor guest suite, and a fully self contained in-law/au pair suite with private entrance, kitchen, and living area. The renovated lower level offers a gym space, wine cellar, oversized playroom with custom bunk beds. Outdoors enjoy a restored pool and spa, sports courts, playground, gazebo, fire pits, and multiple entertaining areas. Major upgrades include a new 2024 roof, updated HVAC, plumbing, electrical, and a renovated 4 car garage with smart-tech doors. Move in ready, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.

20 Cherry Ln, Wilton
$3,495,000
5 Beds ⋅ 8 Baths ⋅ 24148986 MLS
Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.

253 Rivergate Dr, Wilton
$1,099,000
4 Beds ⋅ 3 Baths ⋅ 24138959 MLS
Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished. Set on an exceptional 4.81-acre property with a private pond, this rare offering provides unmatched privacy, scenic beauty, and the opportunity to create your own walking trails-all within one of South Wilton's most desirable locations. Property Highlights 4 Bedrooms | 2 Full Baths | 1 Half Bath 10 total rooms across three full levels True third floor with full ceiling height Walk-out lower level with finishing potential Central chimney with 5 fireplaces (3 gas, 2 wood-burning) Classic post-and-beam construction Refinished wide-plank hardwood floors Two staircases to the upper level Spacious eat-in kitchen Recent Upgrades & Enhancements Fully painted interior and exterior Updated bathrooms with modern finishes LED lighting throughout Brushed gold fixtures, hardware, and accents New backsplash Upgraded Decora-style switches and outlets (many with dimmers)

332 Belden Hill Rd, Wilton
$1,250,000
170562988 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

Old Mill Rd, Wilton
$249,500
1 Baths ⋅ 24122495 MLS ⋅ Wilton Crest BLDG.
Ground-level condominium offering an open studio layout with hardwood flooring and an updated bathroom. The large sliding glass door opens to a private patio, bringing in natural light and extending the living space outdoors. A generous double closet area provides flexibility and can be used as a bedroom space or home office. Residents of Wilton Crest enjoy a variety of amenities, including a swimming pool, tennis courts, and landscaped grounds that create a pleasant community setting. The property is located within walking distance to Wilton Center, offering access to shops, dining, as well as the nearby train station for an easy commute. Additional conveniences include a common laundry facility located directly across from the unit and a private storage bin for extra space. This condominium combines comfort, convenience, and community amenities in a desirable location.

84 Wilton Crest, Unit 84, Wilton
$2,995,000
5 Beds ⋅ 7 Baths ⋅ 24047255 MLS
This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of subdividing. Here is your chance to choose your style and finishes on this custom home. Also, this property can be purchased with all site work, utilities, septic & well for $900,000 or as is for $750,000.

Mountain Rd, Wilton
$1,250,000
170563180 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

00 Old Mill Rd, Wilton

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