Gracefully blending classic architecture with modern updates, this exceptional 4/5 bedroom Colonial offers timeless elegance and everyday comfort in a premier Wilton setting. Generously scaled rooms, soaring ceilings, and refined custom millwork create a sophisticated backdrop throughout, while multiple flexible spaces-including a dedicated home office and a sun-filled secondary office/sunroom-provide ideal work-from-home versatility. The heart of the home is the updated kitchen, seamlessly opening to a warm and inviting family room with a striking stone fireplace and French doors that lead to an expansive deck-perfect for indoor-outdoor living and entertaining. Formal living and dining rooms offer classic appeal, with abundant natural light, hardwood floors, and a fireplace enhancing the living room. A richly detailed den with wide-plank pegged floors and an additional fireplace provides yet another welcoming gathering space. Upstairs, the spacious primary suite is a true retreat, featuring a fourth fireplace, dual walk-in closets, and a beautifully updated spa-like bath with soaking tub, stall shower, double sinks, and generous counter space. Three additional bedrooms-including an oversized room with potential for an en-suite bath-and a large bonus room with vaulted ceilings offer exceptional flexibility for a variety of lifestyles. Set majestically on a large, level property, the backyard provides an ideal setting for recreation, entertaining, and making lasting memorie
Set on a private and picturesque 2.68 acre property in Wilton, 326 Thayer Pond Road blends timeless charm with thoughtful modern updates. Inside, soaring ceilings and sun filled spaces create an inviting and elevated feel throughout. The kitchen serves as the heart of the home with ample cabinetry, expansive counter space, and a large island that flows seamlessly into the main living areas, perfect for everyday living and entertaining. The dramatic family room features cathedral ceilings, exposed beams, skylights, and a cozy fireplace, while the great room offers additional space with refinished hardwood floors and refined finishes, creating a warm and welcoming atmosphere. Upstairs, the primary suite provides a peaceful retreat with a fully remodeled spa like bath and the added convenience of a second laundry located within the suite, while all bathrooms throughout the home have been tastefully updated with elegant finishes. Additional highlights include multiple fireplaces, a beautifully remodeled laundry room, and a versatile lower level with walk out ideal for recreation, guests, or a home office. Surrounded by lightly wooded grounds, this property offers privacy, space, and a tranquil setting just moments from golf, parks, and local amenities. A spacious deck and sunroom extend the living space outdoors, offering the perfect backdrop for morning coffee, evening gatherings, and enjoying the serene natural surroundings year round.
Charming clapboard & stone home with idyllic gardens and outdoor living. Loaded with character and timeless appeal, this 3 bedroom, 1 bath home blends classic charm with inviting comfort. Nestled on a beautifully landscaped property, it features wide plank wood floors, built-in bookshelves, and a cozy living room with a fireplace. The dining area opens to a bright, functional kitchen, making everyday living and entertaining a breeze. Step outside to enjoy the serene gardens, stone patio, and lovely outdoor spaces ideal for relaxation or gatherings. A detached 2-car garage adds convenience. Perfectly located close to Wilton and Westport town centers, top-rated schools, the train, and major highways-this home offers both tranquility and accessibility in one exceptional package.
Once in a Generational Opportunity. Only two owners in 100 years. Set in one of Wilton's most desirable locations, this is a thoughtfully renovated and expanded antique Colonial that blends timeless character with modern functionality, just minutes to trains, top-rated schools, and neighboring New Canaan and Darien. This 4 bedroom, 4 bathroom Colonial offers a rare balance of charm and scale. Classic architectural details with exposed beams, warm wood tones, and curated finishes are paired with a layout designed for today's lifestyle. The chef's kitchen anchors the home, opening to a light-filled dining area with sweeping views of the park-like grounds, creating a natural setting for everyday living and entertaining. The adjacent sunroom extends your living space outdoors, with direct access to a private terrace and expansive lawn. First Floor: Inviting living room with gas fireplace, private home office, sunroom, mudroom, and attached garage. Second Floor: Spacious primary suite with exposed beams, dressing area, and ensuite bath, plus two additional bedrooms, an office and a full bath. Finished Third Floor: Ideal guest suite, au pair space, or recreation room with bedroom, full bath, and flexible living area. Perfectly positioned for both privacy and convenience, this home offers exceptional access to Fairfield County's most sought-after towns and commuting routes: 2.5 miles to Wilton Center & Metro-North Train Station (10 mins). 2 miles to New Canaan & train (12mins).
Offering approximately 6,400 square feet of finished living space across three thoughtfully designed levels, this exceptional residence blends timeless architecture with modern luxury. Expansive interiors are filled with natural light and feature refined craftsmanship, generous room proportions, and a seamless flow ideal for both everyday living and elegant entertaining. The finished lower level adds valuable additional living space, perfect for recreation, wellness, or guest accommodations. Every level of the home has been carefully designed to provide comfort, functionality, and sophistication, creating a residence that feels both grand and welcoming. In total, the home delivers approximately 6,400 square feet of beautifully finished interior space, offering a rare combination of scale, quality, and livability in one of Wilton's most desirable settings.
Tucked away on 2.18 private acres, this beautifully designed 5-bedroom, 6-bathroom home offers exceptional space, natural light, and a layout ideal for both everyday living and entertaining. Discover hardwood floors and a thoughtfully designed main level. The open kitchen flows seamlessly into the family room, anchored by a fireplace that creates a warm gathering space. A sun-filled den with a wall of windows and custom built-ins provides the perfect place to relax or work from home. Adjacent, convenient laundry room and half bath. The first floor includes a private home office with wet bar, spacious sunroom with tile flooring that brings the outdoors in. For entertaining, the formal living room with fireplace and elegant dining room open directly to a large deck overlooking the expansive property, creating effortless indoor-outdoor living. Upstairs, the primary suite offers a true retreat, featuring a spa-inspired bath with double sinks, soaking tub, separate shower, and dressing room with walk-in closet. Two bedrooms share a full bath, while two additional bedrooms and another hall bath provide comfortable accommodations for family and guests. The fully finished walk-out lower level with fireplace adds exceptional versatility-perfect for a recreation space, media room, gym, or additional entertaining area. A walk-up attic provides valuable storage and potential expansion. Located in a desirable Wilton setting, combining privacy, space, and classic New England comfort
A rare opportunity to own a custom-designed residence by renowned architect Peter Cadoux, nestled on a private cul-de-sac abutting Quarry Head Park/Harrison Smith Preserve providing direct access to nearly 60 acres of hiking and equestrian trails. Additional privacy is provided by a serene sanctuary of forever green space to the west. This extraordinary home combines architectural artistry, thoughtful design, and the finest materials and craftsmanship. The home has been meticulously maintained by a professional property manager. A grand foyer with 20+ ft ceilings, welcomes guests into an atmosphere of understated elegance, framed by exceptional millwork. The main living spaces flow gracefully: a formal dining room adorned with a crystal chandelier and an inviting living room featuring a coffered ceiling and fireplace. A half bath for guests and a private office with built-in wood cabinetry is off to the right. Off the dining room, the butler's pantry featuring a refrigerator and wine cooler make entertaining a breeze. The kitchen is a culinary dream, appointed with Viking and Sub-Zero appliances, double sinks, beautiful quartz countertops and gorgeous custom cabinetry. With ease for entertainment, the kitchen opens to the family room with a well-appointed stone fireplace. Mirroring this focal point, an outdoor fireplace anchors the wrap-around deck, offering seamless indoor-outdoor entertaining.
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.
LOCATION & OPPORTUNITY & VALUE AWAIT in the desirable Wilton, CT! Ranch style home offers loads of potential! Option 1; Single family home with 3 bedrooms, 2 full baths, partially finished lower level and over 1,200sqft of living space. Option 2; Commercially zoned lot/building allows this space to become your business headquarters. Stone wall and stone steps outline a front yard that waits for your curb appeal design. Should you use this location as a business, your signage will be seen and enhanced by your landscaping. Sure to stand out amongst surrounding businesses. Notable upgrades: 6yr young roof & 5yr old Hot Water Heater!
Tucked away on a quiet cul-de-sac in coveted South Wilton, just moments from Wilton and New Canaan town centers, this striking contemporary blends architectural elegance, refined finishes, and serene natural beauty. Surrounded by lush landscaping with sweeping views of Thayer Pond, the property offers a rare private dock: an ideal setting for year-round enjoyment. This friendly, walkable neighborhood is ideal for biking, running, or leisurely strolls with your dog. Bathed in natural light, the home features expansive interiors and seamless indoor-outdoor living. The chef's kitchen with granite countertops, gas cooktop, and double ovens opens to a dramatic family room with vaulted ceilings and a wood-stove, perfect for everyday living and entertaining. A sunroom flows effortlessly to the expansive deck, creating a stunning setting for year-round dining with pond views. The first floor office, (possible bedroom?), is adjacent to a full bath. Every bedroom in the home enjoys its own private ensuite bathroom, offering privacy and convenience.The luxurious primary suite features a fireplace, dressing room, and spa-inspired bath.Two additional ensuite bedrooms capture peaceful treetop and pond views.The walkout lower level provides excellent in-law or au pair potential, featuring a spacious recreation room, an ensuite bedroom, and an expansive storage area with large windows for an office, gym, or studio.This home is moments away from top Wilton schools, Lake Club, & Metro North.
New Construction, just started this Farmhouse/Colonial with 4800 square feet. This Open Floor plan offer a two-story entry Foyer with a formal Dining Room and Living Room on either side. A modern open Kitchen with center island and informal dining area that flows into the Family Room with gas fireplace. Upstairs, the Primary Bedroom suite is generous, complete with a luxurious Closet space and an elegant Bath. Three additional Bedrooms two full Baths and a convenient second floor Laundry Room. extra space available on the third floor and walk-out basement, all this on 2 acres convenient location close to Town center and Train.
INVESTORS WANTED: Property is rented for $7,500 per month and lease will expire on April 15, 2026. You can Buy now and collect ReNT. Sub division Possibility.4.8 Acre lot. Located in an area where it is 2 Acre Zoning. You can buy, split and sell off either lot. If you buy @ full price with 20 per cent down, You can have POSITIVE CASH FLOW! or you can Make an Offer and take possession when house is Vacated. OWN A PIECE OF HISTORY! A 3D Tour is available for complete viewing. Updated and fully painted Inside and Out. There are THREE full floors (Third floor is not an attic and has tall ceilings. with 10 rooms and 4 Bedrooms 2.5 Baths 2,803 Sq Ft + Walk-Out Lower Level that can be easily finished 4.81 Acres. Historic Antique Colonial in South Wilton. If you were thinking about spending money on Private Education you can save money because I heard that Wilton has One of the best Public School systems in the country. Known as the historic "James Benedict" house, this central chimney (5 fireplaces : 3 gas and 2 wood burning) 3-story, post and beam construction residence is one of the more notable and better-preserved 18th century dwellings in town. All electrical fixtures have been updated with LED lighting. Three bathrooms updated. Plumbing fixtures, cabinet handles, door locks and most lighting fixtures are primarily Brushed Gold. New back splash. Wide plank floors were refinished.
PRICED TO MOVE. Set along one of Fairfield County's most picturesque and prestigious roads, this vintage Wilton estate offers a rare blend of historic character and modern potential. Thoughtfully expanded and ready for a personal touch, the residence sits on 2.4 acres and is surrounded by 4.5 acres of conservation land, providing unmatched privacy and serenity just minutes from downtown Wilton and approximately one hour from New York City. Step inside to discover Brazilian Cherry wood floors throughout and custom built-in china cabinets that frame a wood-burning fireplace which is the centerpiece of the formal dining room. The heart of the home is a chef's dream kitchen that is fully equipped with a Sub Zero refrigerator, two ovens (1 Viking 6 burner gas range and a Bosch electric oven w/ warming drawer), two dishwashers (Bosch and Miele), 2 full sized sinks, ice maker and a marble island. All bathed in natural light from the adjacent dining area. The first floor also boasts a grand 42' x 25' billiards room, a formal living room and a casual dining area, offering ample space for entertaining and everyday living. Upstairs, the expansive primary suite includes a spa-inspired bath with a steam shower and Jacuzzi tub. Three additional bedrooms, a play/rec room and a guest suite provide flexibility for family and guests.
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.