Refine Search
Map
Sort by
$979,000
4 Beds ⋅ 3 Baths ⋅ 24203986 MLS
Welcome to this beautiful turn-key Colonial with serene views and ultimate privacy at the end of a cul-de-sac. Located in highly desirable Lower Wilton just minutes from local shops, top-tier restaurants, and everyday amenities, with the bustling town centers of Westport, Wilton and Norwalk. With easy access to Metro-North train stations for commuting to New York. This home offers the ultimate blend of tranquility and unmatched convenience. The inviting floor plan includes a spacious living room, dining room perfect for holiday gatherings, and a cozy family room anchored by a warm fireplace-with direct access to the spacious deck for effortless entertaining. The heart of the home is an updated eat-in kitchen with granite counters, stainless appliances, and versatile cabinet storage. Upstairs are four spacious bedrooms and tastefully updated bathrooms, including a private front to back primary suite. Looking for more space? The finished walk-out lower level serves as the perfect bonus room, home office, gym, or guest suite. Potential first floor or lower level apartment with separate entrance offers versatility. Complete with a full-service automatic whole house generator (Briggs & Stratton) for your peace of mind. The home is fully equipped with the Google Smart Home ecosystem which services the interior home lights, climate controlled thermostat and security system. Don't miss the video tour link!

20 Overidge Ln, Wilton
$875,000
4 Beds ⋅ 2 Baths ⋅ 24206152 MLS
Easy one-level living meets thoughtful updates in this inviting 4-bedroom, 2-bath ranch, privately set on 1.5 wooded acres in central Wilton. The light-filled interior features hardwood floors, a welcoming living room with fireplace, and a streamlined kitchen with abundant cabinetry, stainless-steel appliances, and generous prep space. Four bedrooms offer flexibility for guests, work, or hobbies, while two full baths include a beautifully tiled walk-in shower. A screened porch brings the outdoors in and opens to a newly leveled, fully fenced backyard with a new stone patio-an ideal setting for dining, recreation, or quiet evenings surrounded by nature. The bright walk-out lower level adds valuable bonus space and features a new sliding door. Major improvements include conversion from oil to propane with a high-efficiency wall-mounted boiler; upgraded 200-amp electrical service; whole-house surge protection; hardwired smoke and carbon monoxide detectors; generator hookup; and water filtration, softening, and reverse-osmosis drinking water. The chimney was professionally cleaned, lined, repaired, and fitted with a new cap, while extensive tree trimming and cabling further enhance the grounds. An attached two-car garage completes this appealing home, Location is key, and this property delivers in that department as well. Situated conveniently close to town, you'll have easy access to all the amenities, shopping, dining and proximity to Wilton's award-winning schools.

20 Rockhouse Rd, Wilton
$1,795,000
5 Beds ⋅ 5 Baths ⋅ 24204152 MLS
The most spectacular and unique offering in Wilton! Welcome to "La Barn," a chic estate where timeless character meets exceptional design and resort-style living. Originally a barn, this extraordinary home has been thoughtfully expanded, renovated, and lovingly maintained over the last century, creating a one-of-a-kind property rich in charm, history, and modern comfort. At its heart is a showstopping newly renovated kitchen blending mid-century warmth with clean, contemporary design. The main residence features four bedrooms, three full and one half baths, along with a newly finished walk-out lower level complete with a full bath and walk-in closet, ideal as a guest suite, gym, office, or recreation space. Resort-like grounds invite effortless entertaining and relaxation, highlighted by a recently converted and heated saltwater pool, sweeping lawns, and exceptional privacy. Above the three-car garage, a separate studio offers an additional bedroom, full bath, kitchen, and laundry, providing remarkable flexibility. Adding to the property's rare appeal is an additional barn with horse stalls, offering an exceptional opportunity, with convenient access to Wilton, Ridgefield, New Canaan, and the best of Fairfield County.

122 Millstone Rd, Wilton
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 24204965 MLS
75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple spaces to dine, entertain or simply enjoy the private, natural surroundings. Meticulously maintained, 75 Ledgewood combines the privacy of a tucked-away setting with the convenience of desirable South Wilton - minutes to town, top-rated schools and commuter routes to NYC.

75 Ledgewood Dr, Wilton
$895,000
3 Beds ⋅ 4 Baths ⋅ 24205136 MLS
A private retreat designed for easy, modern living. Tucked away from the road on 1.86 beautifully landscaped acres, this bright and airy ranch combines a sleek, clean aesthetic with an open concept floor plan and vaulted ceilings throughout. Thoughtfully maintained and move in ready, the main residence features an updated kitchen and baths, fresh interior and exterior paint, an enclosed porch, and a spacious primary suite with new wall to wall carpeting. Two additional generously sized bedrooms and a flexible layout easily accommodate a variety of lifestyles and needs. Adding exceptional versatility is a separate, legally rentable accessory apartment with an updated kitchen and full bath, studio living space, office or flex room, private entrance, patio and dedicated parking. Ideal for supplemental income, guests, an in law suite or private home office. Peaceful and private yet convenient to town, schools, shopping and commuting, this turnkey home offers the rare combination of serenity, flexibility and effortless living. A portable generator is included. Estate Sale.

146 Westport Rd, Wilton
$1,569,000
5 Beds ⋅ 5 Baths ⋅ 24201196 MLS
Steal away to your own private playground in this beautiful contemporary with POOL AND SPORT COURT, on a lovely neighborhood road. Set down a private driveway through lighted stone pillars, the house welcomes you with lush, mature landscaping. A large foyer opens to the sunny living room with beaded vaulted ceilings, floor-to ceiling fireplace and wall-to-wall sliders to a large deck that overlooks the pool and grounds, with a special touch reflecting the owners' love of soccer. The updated kitchen with double ovens, sub-zero fridge, center island and adjacent dining area offers a spacious gathering space with plenty of options for creating memorable meals. The screened porch offers a escape and more dining options in almost all seasons. Wake up in the oversized PRIMARY BR ON FIRST FLOOR to a beautiful view, sliders to the deck, and plentiful closet space plus a full bath. A second BR (currently being used as an office) and full bath is on the first floor. The lower level includes three more bedrooms, 2 full bathrooms, sauna, laundry room and a handsome Family Room with fireplace and sliders. Want the grandkids to visit, and have a lot to do, but don't want too much space when they are not there? This is a sanctuary for peace and quiet, that opens up to a joyful celebration of activity and camaraderie when shared with family and friends, on a street known for it's own joyful camaraderie!

132 Signal Hill Rd, Wilton
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24168316 MLS
Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main residence, timeless architecture, exquisite millwork, soaring ceilings and expansive windows create light-filled interiors. The renovated gourmet kitchen opens to gracious living spaces, including the great room with floor to ceiling stone fireplace, an elegant dining room for hosting large dinner parties and a warm and inviting family room with gas fireplace and built-ins. The first-floor primary suite features a sitting room, dual walk-in closets, built-ins and spa bath. Upstairs are three spacious bedrooms with window seats and a handsome home office. Connected by a breezeway, the 1,384 SF guest house offers a private entrance, bedroom, full bath, kitchenette, fireside living room, loft and additional living space.Attached and detached 2-car garages, potting shed, storage and circular drive complete this special property. This Nod Hill Road home is truly special.

347 Nod Hill Rd, Wilton
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 24191176 MLS
Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.

430 Nod Hill Rd, Wilton
$3,800,000
3 Beds ⋅ 4 Baths ⋅ 24201990 MLS
Mid-Century Modern, Reimagined. This singular residence is a compelling conversation between two architectural eras, where a gracious 1950s post-and-beam home designed by Robert Peterson, who studied under Mies van der Rohe, meets a striking contemporary addition by architect Zehra Kuz Mackin. The original structure, defined by its low-slung roofline and classic Mid-Century proportions, has been thoughtfully opened and refined, allowing light to move freely through beautifully composed interiors. Created to accommodate an art collection, guests and vintage automobiles, the zinc-and-glass addition introduces a distinctly modern vocabulary while remaining remarkably harmonious with the original architecture. A sculptural glass-and-steel staircase, gallery-like spaces, private guest suite and collector's garage blur the distinction between residence and exhibition space, yet the home remains inviting and eminently livable. The interior of the original house has been substantially renovated including a recent kitchen makeover. Beyond the glass, architecture gives way to landscape. A serene, spa-like pool creates an extraordinary sense of privacy and retreat. Rare, sophisticated and impossible to replicate, this is modernism not preserved in amber, but beautifully evolved.

24 Graenest Ridge Rd, Wilton
$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
$2,099,000
6 Beds ⋅ 7 Baths ⋅ 24199595 MLS
Welcome to 40 Valeview Road, set on 2.27 private acres in South Wilton's most convenient neighborhood, just minutes to town, highways & trains to NYC. This 6-bedroom Colonial was built to do it all:cook, entertain & work from home. The kitchen anchors it all: high-end appliances, two islands for prepping and serving, with an open flow into the dining area & family room. A first-floor office with French doors provides a dedicated, private work from home space. The mudroom off the garage keeps everyday life organized.The primary suite is a genuine retreat, w/a gas fireplace, a custom walk-in closet & spa-like bath. Four additional bedrooms share the floor w/a dedicated playroom.The walk-up attic adds even more storage.The lower level includes a playroom with a fireplace and TV, a bedroom currently used as a gym, a full bath, and a flex space plus a sliding door outside: this level could be a possible in law/au pair suite. Even more storage in unfinished portion of the basement.Outside, the backyard is large, open and flexible:plenty of room to spread out.The patio is made for entertaining, all within a private, professionally landscaped yard with a possible pool site. As Wilton's first LEED/Energy Star-built home, 40 Valeview also delivers real efficiency where it counts: geothermal heating and cooling helps keep monthly utility bills noticeably lower. This is a home that was designed to be lived in and enjoyed fully - and it shows.

40 Valeview Rd, Wilton
$1,099,000
4 Beds ⋅ 3 Baths ⋅ 24198029 MLS
Move right into this extensively updated 4-bedroom Colonial, where the major work has already been completed. Set on 2.14 picturesque, professionally landscaped acres, this inviting home offers a renovated interior, abundant natural light and hardwood floors throughout the main living areas. The beautifully updated kitchen is designed for cooking and gathering, with generous workspace, abundant cabinetry, a breakfast bar and dining area. The spacious family room is anchored by a stone fireplace, while the dining room features French doors opening to a Trex deck and fenced backyard-perfect for everyday enjoyment and entertaining. A dedicated first-floor office provides valuable work-from-home space or flexibility for guests, while a remodeled powder room completes the main level. Upstairs, the generous primary suite includes a private bath and walk-in closet, accompanied by three additional well-sized bedrooms and a renovated hall bath. The finished lower level adds approximately 700 square feet of versatile living space for a playroom, media room, gym or recreation area. Extensive improvements include a new roof, updated electrical, propane conversion, tankless hot water, well and water-system updates, refinished hardwood floors and a finished garage. Major mechanicals and systems are four years old or newer. Convenient to Wilton schools, Georgetown, Wilton Town Center, Route 7 and Ridgefield.

241 Mountain Rd, Wilton
$979,000
3 Beds ⋅ 3 Baths ⋅ 24191982 MLS
Nestled among the trees in desirable South Wilton, this architecturally significant mid-century modern contemporary offers timeless design, privacy, and comfort. Inspired by Frank Lloyd Wright's School of Design at Taleisin. Offering approximately 2,700 square feet, this 3-bedroom, 2.5-bath residence is filled with natural light from expansive windows and sliding glass doors that seamlessly connect the interior with the surrounding landscape. A dramatic living room features vaulted ceilings, exposed wood beams, built-in shelving, and a striking stone fireplace. The adjoining dining room flows into the kitchen and inviting family room with a wood-burning fireplace and sliders to the deck and private backyard. The spacious primary suite is a true retreat with its own fireplace, sitting area, walk-in closet, private deck access, and spa-inspired bath with soaking tub, oversized shower, double vanity, skylight, and water closet. Two additional bedrooms, hardwood floors, an attached two-car garage, and a full unfinished basement provide flexibility and abundant storage. Conveniently located just minutes to Metro-North, major commuting routes, Wilton Center, and award-winning schools, this is a rare opportunity to own an architecturally distinctive home in one of Fairfield Counties favorite towns.

512 Belden Hill 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
$1,049,000
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
$999,500
4 Beds ⋅ 3 Baths ⋅ 24192871 MLS
Located close to the Lake Club on a private secluded lot bordering Parting Brook. This home underwent a complete top to bottom remodel featuring, a stunning new kitchen, all new windows, heating and cooling system, new baths, siding, deck, etc.... 4 fireplaces, 2 car garage, walk in closet, newly paved driveway.

147 Thayer Pond Rd, 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
$2,395,000
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
$750,000
4 Beds ⋅ 3 Baths ⋅ 24190698 MLS
Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living.

65 Whipple 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
$899,000
3 Beds ⋅ 3 Baths ⋅ 24181353 MLS
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!

175 Mountain 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

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.