Refine Search
Sort by
$2,499,000
5 Beds 7 Baths 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

$1,099,000
4 Beds 3 Baths 24198029 MLS
Beautifully updated 4-bedroom Colonial in convenient North Wilton, blending classic charm with thoughtful modern improvements. Set on a picturesque property with wonderful curb appeal, this move-in ready home features a renovated interior filled with natural light. The beautifully updated kitchen is the true heart of the home, designed for cooking and gathering with generous workspace. The first-floor plan flows beautifully from room to room, ideal for everyday living and entertaining. The spacious family room features a stone fireplace, while the dining room has French doors opening to a Trex deck and fenced backyard. A first-floor home office offers adaptable space for work or a possible guest room. Upstairs, the spacious primary suite and three additional well-sized bedrooms offer generous closet space. The finished lower level provides flexible space for a family room, playroom, or fitness area. Extensive improvements include renovated baths, refinished hardwood floors, new roof, updated electrical, propane conversion, well and water system updates, finished garage, and more. Major mechanicals and systems are four years old or newer. Convenient to Wilton schools, Wilton Town Center, Georgetown, Route 7, and Ridgefield.

241 Mountain Rd, Wilton

$5,190,000
4 Beds 7 Baths 24170471 MLS
Set beyond stone walls and a landscaped entrance, 48 Old Farm Road is a newly completed Wilton residence blending timeless New England architecture with a bright, refined modern interior. The open central hall makes an immediate impression with pale oak floors, abundant natural light and a striking staircase with black metal balusters. Generously proportioned living spaces feature custom millwork, expansive windows and seamless flow for everyday living and entertaining. The kitchen opens to the main gathering areas and overlooks the rear grounds. Spacious bedrooms include vaulted ceilings, large windows and beautifully finished baths with stone surfaces, frameless glass showers and thoughtfully selected fixtures. An elevator adds convenience between levels, while the three-car garage, broad driveway and multiple covered outdoor areas enhance daily function. Mature trees, open lawn, stonework and a private setting create the feel of a composed country property. An approved proposed pool is shown on the property survey, and the detached 2000 sq. ft. accessory building may be converted into a pool house, $620 per foot plus the pool. Served by Wilton Public Schools and convenient to Wilton Center, local amenities and Metro-North service to New York City.

48 Old Farm Rd, Wilton

$1,799,000
4 Beds 4 Baths 24195335 MLS
Originally built in 1769, this beautifully renovated and meticulously maintained antique home blends historic character with modern comfort. Set on two landscaped acres along one of Wilton's most scenic country roads, the four-bedroom, three-and-a-half-bath residence offers approximately 3,758 square feet of thoughtfully designed living space. The renovation included updated electrical systems and a whole-house generator that keeps the home running during power outages. An inviting eat-in kitchen opens to a private patio, while the formal dining room, living room with fireplace, hardwood floors, exposed beams, and period details create warmth and character throughout. The primary suite includes a private bath and walk-in closet, and the finished third-floor offers flexible additional space. A charming antique barn and two-car garage complete the property, with room for a pool. Enjoy peaceful country living close to hiking trails, Weir Farm, schools, markets, the post office, and town amenities.

206 Mountain Rd, Wilton

$1,085,000
4 Beds 3 Baths 24195727 MLS
Beautifully situated on a spacious corner lot, this exceptional home enjoys the added privacy of a quiet dead-end street as its crossroad. Offering over 3,300 sq. ft of living space, this versatile floor plan provides generous room for today's lifestyle w/ endless possibilities for customization. The bright & inviting main level features a spacious living room, dining area, updated kitchen w/ sliders to deck, and an expansive family room perfect for gatherings & entertaining leading to patio. The oversized laundry room offers excellent potential for custom built-in cabinetry, a folding station, mudroom organization, or additional storage. Upstairs, the impressive primary bedroom is a true retreat, complete w/ a walk-in closet & abundant space to create the luxurious primary suite you've always wanted. With room to add a full en-suite bathroom, the possibilities are endless for transforming this space. The additional bedrooms are generously sized, while the large bonus/recreation room provides incredible flexibility. Complete w/ full bathroom & set apart from the other bedrooms, this space could easily serve as: an au pair suite, multi-generational living space/office/gym or playroom. Outdoor living is equally impressive with both a spacious patio and deck, offering multiple areas to relax, entertain, and enjoy the beautiful surroundings. Great opportunity to own a home w/ outstanding sq footage, flexible living spaces, & a peaceful location combining privacy w/ convenience.

311 Mountain Rd, Wilton

$1,575,000
4 Beds 4 Baths 24195404 MLS
Nestled on a quiet cul-de-sac, this beautifully expanded center hall Colonial offers timeless architecture, exceptional craftsmanship, and an open floor plan designed for today's lifestyle. At the heart of the home is a chef's kitchen where soaring vaulted ceilings and exposed beams create an extraordinary sense of space. The expansive eat-in kitchen flows seamlessly into the equally impressive family room, making it the ideal setting for everyday living and effortless entertaining. Designed for the serious cook, the kitchen is appointed with Viking; double ovens, warming drawer, cooktop, and a Sub-Zero refrigerator, generous center island, custom cabinetry, and abundant workspace. French doors from both the kitchen and family room open to the deck overlooking the private backyard, creating an easy indoor-outdoor connection. Formal living and dining rooms provide elegant gathering spaces. Upstairs, the primary suite offers a full bath and fireplace. Three additional bedrooms are generously sized and share a well-appointed full bath. The walk-out lower level offers exceptional flexibility with a full bath and entrance through the under-house garage, making it ideal for an au pair, in-law suite, guest quarters, home office, gym, or recreation space. Beautiful stone walls, and mature landscaping, surround the home in this sought-after location conveniently just minutes from schools, shopping, commuting routes, and all the Fairfield County has to offer.

8 Indian Rock Pl, Wilton

$2,399,000
5 Beds 6 Baths 24194109 MLS
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton

$949,000
4 Beds 2 Baths 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

$975,000
3 Beds 2 Baths 24175156 MLS
Turn-key, 3-bedroom, 2-full bath split-level home set on a level 2+ acre property in a sought-after neighborhood, perfect for walking and bike riding. Enjoy direct access to Sackett State Park, offering miles of scenic trails for hiking and walking your dogs. The updated kitchen features quartz countertops, stainless steel appliances, and a breakfast bar that opens seamlessly to the dining area and spacious living room, creating an ideal layout for everyday living and entertaining. Two bedrooms share a full bath, while the primary suite offers a walk-in closet, raised ceiling with skylight, and a private full bath. The finished lower level includes a welcoming family room with a fireplace, built-in shelving, office, full bath, and walkout access to the backyard and deck. Hardwood floors throughout, a gracious entry foyer, and fresh interior and exterior paint add to the home's appeal. Solar panels help keep electric costs low. Conveniently located close to town, schools, and New Canaan, this move-in ready home offers the perfect combination of comfort, convenience, and outdoor recreation. Don't miss this exceptional opportunity!

8 Ground Pine Rd, Wilton

$1,295,000
3 Beds 3 Baths 24191770 MLS
In 1968 the owners purchased a 2 acre building lot and built a beautiful home and raised their family and grandchildren. Now it's time for another family to enjoy years of happiness as they did in the past. Spacious single floor living circular drive. Open front door to a large entrance leading to a formal living room and dining room. Eat-in Kitchen opens to a large family room fireplace with a wall of windows overlooking the landscaped property with pool. Master with full bath walk-in closet plus a wall of closets. Two additional bedrooms main level. Lower level with walkout sliders to covered patio A spacious playroom additional 1550 Sq Ft. with fireplace and bar area. Bath with shower and possible office/bedroom and a storage room. Two private beautifully landscaped acres, flat open play yard. Also included is a Generic generator.

70 Coley Rd, Wilton

$2,695,000
6 Beds 5 Baths 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

$1,250,000
4 Beds 5 Baths 24189843 MLS
Nestled on a picturesque one-acre property in Wilton's desirable neighborhood, this beautifully updated Colonial offers the perfect blend of timeless charm, modern design, & exceptional functionality. The home showcases quality craftsmanship, an open-concept layout, & thoughtfully designed living spaces ideal for today's lifestyle The heart of the home is a stunning gourmet kitchen featuring premium cabinetry, quartz countertops, stainless steel appliances, center island, and seamless flow into the dining and family rooms-perfect for both everyday living and effortless entertaining. Sun-filled interiors, hardwood floors, elegant finishes, and a warm, inviting fireplace creates an atmosphere that feels both sophisticated & comfortable The spacious primary suite serves as a private retreat with a luxurious bathroom & closet space, while the additional bedrooms are generously sized. The lower level provides flexible living space ideal for a rec room, home office, fitness area, or guest suite Outside enjoy the tranquility of professional landscaping offering privacy, ample lawn space for play, and room to relax or entertain. The peaceful setting feels worlds away while remaining just minutes from Georgetown Village, Branchville Metro-North, Route 7, award-winning schools, shopping, dining, & countless outdoor recreation opportunities Move-in ready and meticulously maintained, this home delivers the perfect combination of modern comfort, quality updates, & unbeatable location

25 Sunset Hill Rd, Wilton

$3,350,000
6 Beds 7 Baths 24185894 MLS
Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings, Brazilian cherry floors on the main level, red oak upstairs, and custom millwork. Designer finishes, modern lighting, and integrated smart-home technology complement a spacious layout ideal for entertaining and everyday living. The lower level offers two large rooms, each with walk-out access, a fireplace, a full bath, and an additional room that could serve as a bedroom, providing flexible space for nanny or in-law use, guest quarters, recreation, or a private home office. Bespoke cabinetry, premium fixtures, and top-tier appliances elevate each room. Additional highlights include commercial-grade mechanical systems, a Kohler true full-house 48 KW generator, advanced home technology and security, and a lifetime shingle roof with warranty and copper flashing. Outdoors, refreshed landscaping, new plantings, a mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

112 Vista Rd, 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

$849,000
3 Beds 2 Baths 24179285 MLS
Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's restaurants, cafes, & Caraluzzi's Market; minutes from both Wilton and Ridgefield town centers, this home offers the perfect blend of history, charm, & convenience. Sunlight pours through oversized windows, illuminating the open floor plan, wide-plank floors, & updated kitchen with granite countertops. French doors lead to a stone patio overlooking 1.49 professionally landscaped acres with classic stone walls, native gardens, & serene outdoor spaces. The dining room features large, dramatic windows & a skylight, while the spacious living/family room offers a cozy reading or music nook with a wood stove. A main-level laundry room & half bath add convenience. Upstairs, the primary bedroom boasts a large walk-in closet, complemented by two additional bedrooms with charming built-ins & a vintage-inspired full bath. Listed on the National Register of Historic Places, the property is also part of the Pollinator Pathway Project & a Certified National Wildlife Habitat. City water, privacy, & easy access to Route 7, Metro-North, shopping, and dining complete this rare offering.

23 Church St, 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

$3,125,000
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

$1,075,000
4 Beds 3 Baths 24138959 MLS
Set on an exceptional 4.81-acre property. 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. Potential to add an ADU Accesory Dweling Unit, Barn/garage for horse lovers, hiking trails ertc. 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

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.