Wilton Homes for Sale

Welcome to Wilton, Connecticut – a picturesque town nestled in the heart of Fairfield County. Known for its charming landscapes and tight-knit community, Wilton offers residents a perfect blend of suburban tranquility and easy access to urban amenities. With its rich history, excellent school systems, and beautiful parks, Wilton is an ideal place for families, young professionals, and retirees alike.

As you explore this delightful town, you'll find a variety of homes for sale that cater to diverse tastes and lifestyles. From stunning colonial-style houses to modern contemporary designs, Wilton’s real estate market boasts an impressive selection of properties. Many homes are situated on sprawling lots, providing ample outdoor space for family gatherings, gardening, or simply enjoying the serene surroundings.

The town's commitment to preserving its natural beauty is evident in the numerous parks and recreational areas, such as the popular Wilton Town Green and the scenic Merwin Meadows. Residents enjoy a plethora of outdoor activities, from hiking and biking to picnicking and fishing.

Additionally, Wilton’s location offers convenient access to major highways and the Metro-North Railroad, making commuting to nearby cities like Stamford and New York City a breeze.

With its charming neighborhoods, vibrant community spirit, and a wealth of amenities, Wilton is more than just a place to live; it's a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect property to call your own. Embrace the Wilton lifestyle, where community and comfort come together beautifully!

Newest Wilton Homes for Sale

$1,049,000

4 Beds ⋅ 3 Baths ⋅ 24201924 MLS

A little more space. A little more privacy. And everything else still close. Tucked away on 3+ acres in Wilton's Silvermine area, this home offers the breathing room people come to Wilton for, with everyday conveniences surprisingly close by. A long driveway winds through the wooded acreage before the property opens to a level lawn framed by mature trees. Inside, there's an easy comfort to the way this home lives. The eat-in kitchen opens to a cozy fireside sitting room with access to the patio-a natural spot for morning coffee, homework, or unwinding at the end of the day. A spacious family room offers another place to gather, while the separate dining room is ready for holidays, dinner parties, and everything in between. Upstairs, four comfortable bedrooms create a natural separation from the main living spaces, including a primary suite with a private bath. The finished lower level adds even more flexibility for movie nights, play space, a home gym, or whatever life calls for next. Move-in ready with room to make it your own, this is a home that can evolve right along with you, with the added benefit of public water, a welcome rarity in Wilton. And perhaps the biggest surprise is just how connected you are-minutes to Wilton Center, schools, the train, New Canaan, and the Merritt Parkway. Maybe Wilton is closer than you think.

98 Old Boston Rd, Wilton

$975,000

4 Beds ⋅ 3 Baths ⋅ 24206328 MLS

First time on the market in 39 years! This charming 1930's 4-bedroom, 2.5-bath home offers 2211 sq ft of living space on 2.96 acres of flat, beautiful, park-like property. Set back from the road, this property offers privacy, space, and endless possibilities while remaining conveniently located in a community with award-winning schools. A welcoming foyer leads to a spacious formal front-to-back living room featuring a fireplace and attractive moldings, along with a formal dining room perfect for entertaining. The kitchen offers stainless steel appliances and opens to a dining area and comfortable family room space. An enclosed porch provides additional versatile living space and overlooks the expansive grounds. The second-floor features three bedrooms and a full bath, while the fourth bedroom is privately located on the third floor and includes an ensuite bath. Hardwood floors throughout add warmth and character. With a generous layout, beautiful property, 2-car garage and tremendous potential, this is a wonderful opportunity to bring your vision and create the home you've always wanted. Close to town, train and major highways. Property is being sold "as is."

97 Hurlbutt St, Wilton

$2,495,000

6 Beds ⋅ 6 Baths ⋅ 24206331 MLS

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

20 Cherry Ln, Wilton

$975,000

3 Beds ⋅ 3 Baths ⋅ 24206963 MLS

Amazing value in Wilton! Extensively updated, this charming Colonial offers the perfect blend of classic character and modern convenience. Featuring a newly renovated kitchen, updated bathrooms, refinished hardwood flooring, a new heating system, updated electrical, a new roof, and fresh paint throughout. Among others, a new well cap adds to the list of important improvements. The warmth and character has been thoughtfully preserved, which is what makes this home so special. Ideally located just minutes from town, schools, shopping, dining, and commuter routes, 20 Mountain Road is a wonderful opportunity to enjoy all that Wilton has to offer in a home that is truly move-in ready.

20 Mountain Rd, Wilton

$949,000

4 Beds ⋅ 3 Baths ⋅ 24205676 MLS

Welcome to 51 Stonebridge Road, a charming four-bedroom, 2.5-bath home set on 1.52 beautiful acres in a peaceful South Wilton setting. Lovingly cared for by the same family for more than five decades, this special property is tucked away on a quiet cul-de-sac abutting Aspetuck Land Trust protected open space, offering exceptional privacy. Inside, hardwood floors, abundant natural light and a fireplace add warmth and character. A French door from the living room opens to a spacious patio and level backyard, while the dining room leads to a deck and additional patio, perfect for morning coffee. The sun-filled kitchen features a skylight, ample cabinetry and granite-topped island. A heated, finished walk-out lower level with half bath and separate entrance offers flexible living space, while the bonus room above the garage is ideal for a home office. A whole-house generator and new furnace installed in 2025 add peace of mind. Minutes to Wilton Town Center and Metro-North, approximately 2.5 miles to the Merritt Parkway, with convenient access to Westport's train station, shopping and dining. A rare opportunity to enjoy the privacy, natural beauty and timeless Wilton charm of this special property.

51 Stonebridge Rd, Wilton

$2,995,000

5 Beds ⋅ 6 Baths ⋅ 24207078 MLS

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional outdoor living room with fireplace and pergola, expansive tiered terraces, heated pool and spa create a private resort-like setting surrounded by mature landscaping, sweeping lawns and a picturesque freshwater pond. Adding another dimension to the property is the extraordinary three-story carriage barn-a destination unto itself. With expansive entertaining and recreation spaces, offices, a spectacular secret "Speak Easy" and extensive garage and storage capacity for car collections, boats

149 Dudley Rd, Wilton

$1,775,000

4 Beds ⋅ 3 Baths ⋅ 24190333 MLS

Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's kitchen features quartz countertops, Sub-Zero and Thermador appliances, and a generous center island opening to a vaulted family room with custom built-ins and a striking fireplace. Formal living and dining rooms offer inviting spaces to gather, while a private study provides a dedicated home office. Upstairs, the serene primary suite includes two walk-in closets and a marble bath with dual sinks, joined by three additional spacious bedrooms and a hall bath. The finished walk-out lower level expands the living space with room for recreation, fitness or relaxation, plus a fabulous mudroom off the garage. Outside, a large Trex deck overlooks the level, professionally landscaped backyard. Additional enhancements include a new water-filtration system at the point of entry with a new reverse osmosis system at the kitchen sink, whole-house generator and Lutron lighting. Close to Wilton schools, town center, Ambler Farm, Weir Farm and Ridgefield's Main Street. Truly a move in ready property in an idyllic Wilton neighborhood.

106 Silver Spring Rd, Wilton

$1,000,000

4 Beds ⋅ 3 Baths ⋅ 24207553 MLS

Discover the charm and possibilities of this spacious split-level home nestled on 2 picturesque, tree-lined acres in scenic Wilton, where classic New England character meets everyday convenience. Surrounded by natural stone walls, the property offers a peaceful sense of privacy while remaining just a 10-minute drive to Wilton Center, with its local shops, restaurants, community events and access to Wilton Station and Metro-North. Making commuting to New York City a practical option. With over 2,800 sq. ft. of living space, this home offers 4 bedrooms and 3 full baths, plus an additional 952 square feet of finished lower-level space featuring the fourth bedroom and flexible areas ideal for an in-law suite, home gym, theater, playroom or recreation space. The versatile split-level design creates multiple gathering spaces perfect for entertaining family and friends, while the screened porch provides a wonderful setting for enjoying the outdoors throughout the milder seasons. Hardwood floors extend throughout much of the home. Recent improvements include a remodeled upper-level hall bath, new doors and hardware, updated light fixtures, freshly painted rooms, a newer well pump and new garage doors. The eat-in kitchen is ready for your personal vision, with exciting potential to create an open-concept kitchen, dining and living area-possibly enhanced by a cathedral ceiling for a more contemporary feel. Bring your ideas and make this private Wilton retreat your own!

163 Kellogg Dr, Wilton

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 24207487 MLS

The most magical setting begins on a quiet cul-de-sac in South Wilton. Welcome to 11 Greenbriar Lane, a freshly painted 4-bed Colonial set on 1 acre. The kitchen is a cook's dream, with a Viking gas cooktop, Sub-Zero refrigerator, Miele double wall oven, warming drawer, and dishwasher, plus custom cabinetry and a wine bar. The main level flows through an open concept, eat-in kitchen, fireplaced living room, den and sitting room with beautiful views of the back yard. The home office with built-ins offers tucked away convenience. The newly renovated mudroom is accessible from both the side door and two-car garage. A separate staircase leads to a hidden-away family room above the garage, with beamed ceilings, projector and a second fireplace, perfect for movie nights and lazy weekends. Upstairs are four bedrooms, including the primary suite with walk-in closet and renovated marble bathroom with double vanity and heated floors, plus a second-floor laundry room. Outside, professionally landscaped grounds with a gentle brook, stone walls, and perennial gardens frame flat front and back yards with irrigation. The stone patio, terraces, and outdoor fireplace make it an entertaining paradise. Behind the charm are thoughtful updates: exterior paint (2026), garage EV charger, a generator hookup, and upgraded well and water systems. Just 3 minutes to Wilton Center, with easy access to the Merritt, Route 7, and Metro-North, it's a commuter's dream. Your happily ever after begins here.

11 Greenbriar Ln, Wilton

$4,695,000

5 Beds ⋅ 5 Baths ⋅ 24206380 MLS

Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The sophisticated Poliform kitchen is a natural gathering place for quiet evenings or a house full of friends. The private primary suite opens to a balcony overlooking the grounds, while a dramatic glass mosaic wine cellar and expansive skylit gym add unexpected spaces for everyday enjoyment. Outside, a heated saltwater pool and spa are surrounded by lush landscaping, with multiple terraces, an outdoor kitchen, fire pit and Zen garden for entertaining and unwinding. Passive solar principles, advanced HVAC, a generator and whole-property connectivity support effortless modern living. This is luxury that feels personal rather than formal-a home for summers by the pool, evenings with friends, quiet mornings surrounded by nature and weekends that feel like a true escape without ever leaving home. For those seeking a distinctive modern home or private retreat near New York City, 300 Sturges Ridge brings together exceptional design, resort-style amenities, beautiful acreage and proximity to Manhattan.

300 Sturges Ridge Rd, Wilton

$495,000

2 Beds ⋅ 1 Baths ⋅ 24207215 MLS

Marvelous opportunity at 205 Mountain Road in Wilton! This ranch-style home is set on approximately 1.60 acres with a lightly wooded, sloping lot. The property features one-level living, a screened porch, a private well, and a private septic system. Its existing layout offers a solid starting point for renovation and value creation. Update the current home, redesign the interior, or explore expansion possibilities, subject to town approvals. The property's natural setting provides privacy while remaining convenient to Route 7, shopping, dining, and nearby amenities. Ideal for investors, contractors, builders, or buyers seeking a renovation project in the Wilton market. Bring your plans and vision to unlock this property's full potential.

205 Mountain Rd, Wilton

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 24207252 MLS

Easy living and convenient commuting converge at 12 Crowne Pond Lane, a beautifully updated and meticulously maintained home. Tucked away in an exclusive enclave of just three homes, this 4 bedroom, 3 bath single-family sanctuary combines true privacy with the benefits of a maintenance-free planned community. The main level offers a fluid, open-concept floor plan designed for effortless entertaining. At its heart is a bright white kitchen featuring granite countertops and stainless steel appliances, seamlessly connecting to the family room with a cozy wood-burning fireplace and sliders opening to an expanse of back deck. Upstairs, the spacious primary suite serves as a quiet retreat, complete with a generous walk-in closet and a spa-inspired bath highlighted by marble surfaces, double sinks, a soaking tub, and a custom marble waterfall tile shower. Three additional bedrooms, a second full bath, and dedicated upper-level laundry complete the space, while a finished lower level provides flexible room for a gym, office, or media center. Complete with city utilities, a private lawn, and close proximity to Wilton Center, top schools, and train station, this home offers the ultimate suburban lifestyle.

12 Crowne Pond Ln Unit 12, Wilton

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