This charming home is set on over 2 flat acres in desirable South Wilton and offers the ease of single-level living just minutes from town, schools, and commuter routes. Thoughtfully maintained, the home features 3 bedrooms and 2 full bathrooms, along with a living room with wood-burning fireplace, separate dining room, and kitchen with marble counters. A second living area with a wood stove opens to a screened porch and spacious deck, overlooking the property with ample room for a pool. Recent improvements feature an AC and heating system, hot water heater, garage doors, and new roof. Additional features include a portable generator wired to the house and a 2-car garage. With its rare combination of level acreage, single-level living, and sought-after location, this property presents a special opportunity.
Tucked at the end of a private shared driveway far off the main road, this exceptional Wilton colonial has the feel of a quiet cul-de-sac - offering the perfect blend of privacy, space, and convenience. The heart of the home is an expansive great room that flows into a spectacular kitchen - ideal for everyday living and effortless entertaining - with sliders opening to a wraparound deck overlooking a beautiful, flat yard. The formal dining room is made for holidays and dinner parties alike. Upstairs, the generous primary suite is a retreat unto itself, complete with a walk-in closet, full bath, and a private office. Three full bathrooms serve the home, with a flexible fourth bedroom upstairs perfect for guests, a playroom, or a home office. A third garage bay provides excellent storage. Perfectly positioned in the heart of Wilton - just minutes to town center, Georgetown, Cannondale Station, and major highway access.
Set along the banks of a peaceful river on a level, professionally landscaped 1.10-acre lot, this enchanting 1953 Cape Cod estate seamlessly blends timeless New England charm with modern comfort. From the moment you arrive, the in-ground concrete pool creates a private resort-like setting, while the tranquil riverfront backdrop offers a rare sense of serenity and connection to nature. Inside, the expansive 3,024-square-foot residence showcases wide-board hardwood floors, rich architectural character, and thoughtfully designed living spaces. At the heart of the home, a spectacular living room features a soaring vaulted ceiling, exposed beams, custom built-ins, and a welcoming fireplace, creating the perfect gathering space for family and friends. The beautifully updated galley kitchen is designed to inspire, featuring elegant marble and butcher block countertops and premium appliances, including dual double wall ovens and a Sub-Zero refrigerator. Just beyond, the stunning sunroom serves as a year-round retreat, where rustic beams, stone flooring, and walls of glass frame picturesque views of the gently flowing river. The main level is thoughtfully arranged for comfortable living and features two bedrooms, including a luxurious primary suite with a spa-inspired bath complete with a clawfoot soaking tub and glass-enclosed shower. A second first-floor bedroom enjoys the convenience of its own private full bath.
Contemporary on over 2 private acres, this 2,800+ square foot home captures the clean lines and connection-to-nature spirit of mid-century design. A thoughtfully updated retreat (Roof, deck, garage doors, windows in primary bedroom, driveway all recently updated) just under a mile from the Cannondale train station, this is effortless commuting paired with total seclusion at home. Step inside to a dramatic living room anchored by a floor-to-ceiling stone, wood-burning fireplace (there are 4 fireplaces!) and wide plank hardwood floors that set the tone for the whole home. The open, light-filled layout flows naturally from room to room, with a renovated primary bath, updated powder room, and some fresh paint giving every space a crisp, move-in-ready feel. A private office on the main level could also serve as an occasional guestroom and the primary bedroom features a fireplace as well as spectacular views from the large, newer windows. Outdoor living takes center stage here. A wraparound deck - rebuilt for both style and durability - overlooks the wooded grounds and features its own outdoor fireplace, made for slow evenings and weekend entertaining alike. A stone patio off the kitchen adds another spot to gather, while the partially fenced yard offers room to roam. Practical upgrades round out the package: central air conditioning, a second-floor laundry, a radon mitigation system, a UV water filtration system, and a generator-ready setup.
The Levi Coley House, circa 1848, is widely regarded as Wilton's most significant Greek Revival residence. A grand portico with four Doric columns sets a striking tone, while inside, historic character blends seamlessly with modern updates. Original wide-plank floors, soaring ceilings, oversized windows, and five of six original fireplaces (four functional, 2 gas and 2 wood burning) highlight the home's authenticity. The updated kitchen features a Wolf range, Sub-Zero refrigerator, island, and fireplace. Five renovated baths include two ensuites and a third-floor guest suite. A four-season glass solarium adds a distinctive finishing touch.
Stunning Cape Cod located on a quiet cul-de-sac in one of the area's most coveted neighborhoods. This beautifully maintained 4-bedroom, 3.5-bath home offers an exceptional blend of elegance, comfort, and modern amenities. The main level features a welcoming two-story foyer, living room with fireplace, dining room , and a private office complete with custom built-ins, wet bar, granite countertop, TV cabinetry, and picturesque backyard views.The spacious eat-in kitchen is a chef's dream, featuring quartz countertops, pantry, Viking induction cooktop w/retractable vent, Sub-Zero refrigerator, Bosch dishwasher, Dacor wall oven, built-in microwave, and sliders leading to the expansive deck. The family room boasts a vaulted ceiling, surround sound speakers, fireplace with granite hearth, deck access, and an adjoining sunroom with skylights that automatically close when it rains. A laundry/mudroom with full bath, powder room, and oversized 2.5-car garage complete the first floor. Upstairs, the luxurious primary suite offers a walk-in closet and updated spa-like bath with whirlpool tub, shower, heated floors, double vanity, and illuminated mirrors. 3 generous bedrooms and a full bath provide ample space. The lower level offers abundant storage and potential for future living space. Add'l highlights include a whole-house generator, central air, recessed lighting, ceiling fans, hardwood floors, built-in speakers, circular driveway, stone walls, and prof.landscaping. See addendum.
Nestled on a picturesque property with protected open space directly across the street, 31 Vista Road offers privacy, charm, and flexibility in a convenient Wilton location just minutes to both Wilton Center and Ridgefield's vibrant shops and restaurants. Lovingly maintained, this inviting home blends timeless character with everyday comfort, featuring hardwood floors, exposed beams, a welcoming family room with fireplace, and an open dining area ideal for gathering. The eat-in kitchen overlooks the peaceful backyard and showcases its original vintage 1961 countertops alongside stainless steel appliances and abundant cabinetry. The **second-floor addition, completed in 2008,** added two spacious bedrooms, a full bath with a thoughtfully designed separate vanity and shower/WC layout, and a generous den connected by a spiral staircase to a finished 27' x 15' loft with standing headroom-ideal for recreation, hobbies, or storage. Surrounded by mature trees and level lawn, this special property offers the perfect balance of nature, convenience, and classic New England charm.
Set on a beautifully landscaped, level property in South Wilton, 18 West Meadow offers exceptional indoor and outdoor living with convenient access to Westport, Norwalk, I-95, the Merritt Parkway, shopping, dining, and train service. This 4-5 bedroom home features a renovated kitchen with Absolute Black granite countertops, a large center island, breakfast area, Wolf cooktop and wall ovens, and a Sub-Zero refrigerator. The kitchen opens to the family room with custom built-ins, a wood-burning fireplace, and sliding doors to the stone patio. Sliders from both the family room and dining room create a seamless connection to outdoor living spaces. The main level also includes an office with a bay window, built-in bookshelves, gas fireplace, and backyard views. A formal living room features additional built-ins and a gas fireplace, while a large pantry provides ample storage. Upstairs, the primary suite includes a windowed walk-in closet, Juliet balcony overlooking the backyard, and a renovated, bath with soaking tub, walk-in shower, dual vanities, and private water closet, all with Porcelainosa fixtures. Three additional bedrooms are located on the upper level, including two with en-suite baths. A walk-up attic offers future expansion potential. Above the garage is a flexible living area with a bedroom, full bath, and separate access through the mudroom. The backyard features a stone patio, irrigation system, fenced vegetable garden, expansive lawn, and a whole house generator.
Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and sophistication.The spacious family room, adorned with French doors, opens to a lovely flagstone patio-perfect for effortless indoor/outdoor entertaining. The newer primary suite impresses with vaulted ceilings, a grand Palladian window, and a luxurious en-suite bath. Two additional bedrooms and a full hall bathroom complete the second floor. The versatile third-floor space is ideal for a home office, playroom, or 4th bedroom. For equestrian enthusiasts, this picturesque Horse Property features a well-appointed barn with tack room, an additional three-stall stable, and two paddocks, offering the flexibility to convert the property into a traditional lawn or even a potential pool site. Tucked away in a serene country setting, yet just minutes from shopping, dining, top-rated schools, and train access. This private countryside oasis with new geothermal system and new well pump blends old world charm with today's conveniences. The possibilities here are endless!
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 with association-covered grounds maintenance, landscaping, and snow removal, allowing more 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 bright and inviting interior features hardwood floors, natural gas heat, and a functional floor plan designed for comfortable everyday living. Numerous updates over the years include a 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.
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.
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!
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.
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.
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.
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.
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.
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.
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, infrared sauna, indoor hot tub, wine cellar, spa lounge, oversized playroom, and custom bunk room. 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 with the option to be sold fully furnished, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.
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.
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)
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.
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.
Wilton is located in Connecticut. Wilton, Connecticut has a population of 18,486. Wilton is more family-centric than the surrounding county with 45% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Wilton, Connecticut is $209,635. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Wilton is 44.1 years.
The average high temperature in July is 84.3 degrees, with an average low temperature in January of 18.9 degrees. The average rainfall is approximately 51.6 inches per year, with 34.7 inches of snow per year.
