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231 Rivergate Dr, Wilton
$6,250
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208754 MLS
Spacious 5-bedroom Colonial set on 2.16 acres in desirable South Wilton, offering an ideal combination of privacy, space, and convenience. The 3,575 sq. ft. main residence features a first-floor primary suite with vaulted ceiling, skylight, private bath, and generous closet space. The open-concept kitchen, dining, and living areas provide a comfortable flow for everyday living and entertaining, complemented by two fireplaces. A separate den/home office and spacious family room add flexibility to the main level. Upstairs are four additional bedrooms and two full baths. The home also features a finished lower level, enclosed porch, patio, and garage. The property also includes a separate 660 sq. ft. accessory dwelling with 1 bedroom and 1 bath, available to the tenant for an additional cost. An excellent option for those seeking additional living space, a private home office, or flexible accommodations. Please inquire for additional details and pricing. Enjoy a large, level property in an established neighborhood with convenient access to Wilton Center, schools, Metro-North, the Merritt Parkway, shopping, dining, and area trails. A rare opportunity to enjoy exceptional space, privacy, and flexibility in a convenient South Wilton location. Available date is 12/01/2026.

231 Rivergate Dr, Wilton
46 Fawn Ridge Ln Unit 46, Wilton
$600,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207874 MLS ⋅ Fawn Ridge BLDG.
Ideally situated on the Norwalk/Wilton line, this beautifully maintained condominium offers privacy, comfort, and an unbeatable commuter location. Set toward the back of the complex, the unit enjoys a peaceful, tucked-away feel, with the kitchen window, dining area, and private deck all overlooking natural surroundings rather than passing traffic or neighboring units. Inside, the living room's floor-to-ceiling windows fill the space with natural light, while the multi-level layout creates distinct living zones: a welcoming entry, garage access, and laundry on one level, an open kitchen and living area with a spacious island offering abundant prep space and storage, and bedrooms upstairs for a cozy, private retreat away from the main living areas. The upper level features a double-sinks in the primary bedroom, allowing two people to get ready at once with ease. Generously sized rooms throughout and abundant closet space provide comfortable, flexible living. An attached garage adds everyday convenience. Residents enjoy access to the pool and tennis courts, and the location cannot be beat: close to shops and restaurants, yet quiet within the complex, with easy access to major commuting routes and New York city.

46 Fawn Ridge Ln Unit 46, Wilton
20 Cherry Ln, Wilton
$2,395,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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
149 Dudley Rd, Wilton
$2,995,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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
100 Glen Side, Unit 100, Wilton
$579,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206763 MLS ⋅ Glen River BLDG.
Welcome to this centrally located two-bedroom, two and a half bath condo in Wilton Center. The open first floor layout offers easy flow for everyday living, and a one-car garage adds convenience. With some updates and personal touches, this home presents a wonderful opportunity to create value in a sought-after location, just moments from local shops, restaurants, and commuter routes.

100 Glen Side, Unit 100, Wilton
300 Sturges Ridge Rd, Wilton
$4,695,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
205 Mountain Rd, Wilton
$479,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
12 Crowne Pond Ln Unit 12, Wilton
$1,295,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
315 Olmstead Hill Rd, Wilton
$849,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205671 MLS
Charming Cape Cod home in Wilton, a desirable Mid Fairfield County community. Located along a scenic country road, yet mere minutes from the village center, top ranked Schools and popular Wilton Y campus....Not to mention commute roads; and 5 mins from Cannondale Metro North train! 315 Olmstead Hill embodies classic New England architecture paired with unbeatable convenience. This comfortably-sized Cape, with significant, quality additional space in the partially Finished Walk-Out Lower Level, offers maximum flexibility for a wide range of lifestyles and life situations. The lush half-acre Lot possesses the perfect balance of lawn/perennial beds and Nature with its gorgeous views. There are Full Bathrooms on each Level. Some Key Features and Benefits: The Living Room with Dining Area is sun-lit, and anchored by a cozy stone Fireplace--ideal for crisp New England evenings. The home's Layout is Open and Inviting, including the main level Primary, with Walk-In Closet; 2 Bright Bedrooms upstairs; the Bonus Finished Lower Level; the Mud Room/Breezeway, separating the Oversized 2 Vehicle Attached Garage from the living quarters. Seamless flow from the timelessly Updated Kitchen with newer high-end Appliances, past the Breakfast Bar, to the Dining Area and Living Room. 315 Olmstead Hill is an outstanding opportunity to acquire a Move-In Home, or to customize a Classic Home in a convenient, highly desirable Location!!

315 Olmstead Hill Rd, Wilton
2 Hollyhock Rd Unit 7, Wilton
$3,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24204190 MLS
Fully renovated, 2-bedroom apartment centrally located to all. Brand new kitchen and bathroom, high ceilings naturally sun lit. Hardwood floors throughout and slider out to huge 300SqFt personal patio area. This amazing building offers a Zen common area equipped with wet bar and microwave for an extra living room feel on 2nd floor, and a large conference room on main floor available to be reserved for outside of office meetings with business hub room. Art House building boasts artistic vibes and a cozy ambiance, perfect place to come home to and relax.

2 Hollyhock Rd Unit 7, Wilton
347 Nod Hill Rd, Wilton
$3,250,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
2 Hollyhock Road Unit 10, Wilton
$3,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24204004 MLS
Fully renovated, innovative living spacious 2 bedroom. Best unit in the building! Brand new kitchen with island for counter seating and brand new bathroom, flex space for living/dining room. Hardwood floors throughout. This amazing building offers a Zen common area equipped with wet bar and microwave for an extra living room feel on 2nd floor, and a large conference room on main floor available to be reserved for outside of office meetings with business hub room. Art House building boasts artistic vibes and a cozy ambiance, perfect place to come home to and relax.

2 Hollyhock Road Unit 10, Wilton
35 Glen Ridge, Unit 35, Wilton
$539,900
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203303 MLS ⋅ Glen River BLDG.
YOUR NEXT CHAPER SHOULD START RiGHT HERE IN WILTON! Welcome to Glen River, a premier townhouse community offering an exceptional combination of location, privacy, lifestyle, & value. Aggressively priced, this beautifully maintained 1bed+Den townhouse lives like a 2bed & is ideally positioned in one of the most private settings in the complex, overlooking a peaceful tree-lined backdrop. Walk to everything Wilton Village has to offer, including charming boutiques, restaurants, coffee shops, ice cream, grocery store, library, parks, Metro-North train, & Norwalk River Valley Trail. Inside an open kitchen flows into living/dining room where dramatic floor-to-ceiling stacked stone wood-burning fireplace creates a beautiful focal point. Sliders open to a private patio & bring abundant natural light into the home. Upper-level features spacious primary bedroom w/ vaulted ceilings & large walk-in closet, versatile den, full bath, laundry, and generous storage. The den provides excellent flexibility as a 2nd bedroom, office, guest room, or additional living space. a 1-car garage w/ additional storage adds additional convenience. Enjoy Glen River's beautifully maintained grounds and resort-style in-ground pool w/ lounge chairs, tables, umbrellas and changing area. Located in one of CT's most highly regarded school districts, this is an incredible opportunity to enjoy Wilton living, walkability, and top-rated schools at a very attractive price.

35 Glen Ridge, Unit 35, Wilton
490 Danbury Rd Unit 7, Wilton
$3,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24202686 MLS
Conveniently located close to schools,train,and town. Move in and enjoy living in this freshly painted and updated 3 bedroom home. Large kitchen with eating area, nice size family room and an extra living room or office on the first floor. Upstairs are 3 bedrooms There is a separate laundry room on the first floor. Award winning schools, great river trails for walking or running and lots of restaurants near by. This home has a lot to offer for the price !

490 Danbury Rd Unit 7, Wilton
523 Danbury Rd Unit 523, Wilton
$3,950
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24202527 MLS
Welcome to this newly constructed, energy-efficient first-floor, three-bedroom apartment, ideally situated on a private lot along Route 7 in Wilton. This thoughtfully designed apartment offers a custom kitchen with granite countertops, newer stainless-steel appliances, refrigerator, range, microwave, dishwasher, and in-unit washer and dryer. Stylish bathrooms with granite finishes, efficient heating and cooling, and ample parking for residents and guests add to the home's appeal. Convenient location close to shopping, dining, and commuter routes.

523 Danbury Rd Unit 523, Wilton
24 Graenest Ridge Rd, Wilton
$3,800,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
77 Old Boston Rd, Wilton
$2,349,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
37 Wilton Crest, Unit 37, Wilton
$4,500
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24197385 MLS ⋅ Wilton Crest BLDG.
Just in time for the 2026/2027 school year! Great opportunity to move right into this freshly painted, rare, stand-alone 2-bedroom, 2.5-bath townhouse, with new hardwood floors. It offers exceptional privacy with no shared walls in the highly desirable Wilton Crest complex. Featuring a private attached 1-car garage and a welcoming foyer that opens to a serene back patio framed by natural rock walls, this home is ideal for peaceful living. The spacious living room includes hardwood floors, a wood-burning fireplace, and sliders to a balcony-perfect for relaxing or entertaining. The open-concept layout continues into a generous dining area and a bright kitchen with ample cabinet space. Upstairs, the large primary suite boasts multiple closets and a full bath with dual sinks, a walk-in shower, and a jetted tub. A second en-suite bedroom offers comfort for guests or family. Additional highlights include central air, new heating and A/C systems, and great storage with a partial basement, laundry room, and garage. Residents enjoy access to a pool and tennis courts, with low-maintenance living just minutes from Wilton Center's shops, restaurants, and train station. Available unfurnished for a 1-2 year lease.

37 Wilton Crest, Unit 37, Wilton
48 Old Farm Rd, Wilton
$4,999,999
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 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. The detached 2000 sq. ft. accessory building ready to be finished. Room for a 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
3 Highwood Ln, Wilton
$279,000
ACTIVE Status ⋅ 24195909 MLS
2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of depth one on side and 451' on the other - would provide complete privacy along with scenic views overlooking the rolling hills. Right on the Westport line off of Newtown Tpke just minutes to RT.15, this is the once in a lifetime find priced to sell quick.

3 Highwood Ln, Wilton
206 Mountain Rd, Wilton
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
311 Mountain Rd, Wilton
$945,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195727 MLS
VERY motivated sellers! Reduced below recent bank appraisal! 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, & 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, primary bedroom is a true retreat, complete w/ a walk-in closet & abundant space to create the luxurious primary suite you've always wanted. W/ room to add a full en-suite bathroom. 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. Home has a generator. 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
22 Bittersweet Trl, Wilton
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
89 Chestnut Hill Rd, Wilton
$2,395,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
32 Horseshoe Rd, Wilton
$4,250
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193210 MLS
Nice in town Rental close to Wilton center Cape Cod style with front porch

32 Horseshoe Rd, Wilton
50 Wilton Crest Unit 50, Wilton
$648,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190757 MLS ⋅ Wilton Crest BLDG.
Light and bright town home at Wilton Crest, in the heart of Wilton. Quick close possible. 2 bedroom, 2 full and 1 half bath home with the living room, dining room, kitchen, primary bedroom, primary bathroom, laundry, half bath, and two decks all on one level. The second bedroom and full bathroom are on the second floor, and a full unfinished basement is on the lower floor. The unit is just a short walk from your garage, and just six steps up from the walkway brings you into the front door. Vaulted ceilings, skylights, sliders to the decks provide a light, bright and open feel to this home. Just freshly painted throughout. New hardwood floors in the primary bedroom, and refinished hardwood floors in the living room and dining room. Granite counters and stainless steel appliances in the kitchen. Vaulted ceiling, ceiling fan and a wood burning Fireplace in the living room. Central Air conditioning. Hot water heater new in 2023. Wilton Crest amenities include a nice size Swimming pool just a short walk from #50. Convenient South Wilton location, close to Wilton center, one mile +/- to Wilton Library, the Supermarket, restaurants and stores, sidewalk from Wilton Crest takes you into the center. Less than 2 miles to Wilton Train Station. Move in and enjoy...

50 Wilton Crest Unit 50, Wilton
99 Highfield Rd, Wilton
$50,000
4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24181188 MLS
House of Bliss~A rare Connecticut estate where luxury living meets the world's fastest-growing racquet sport. Set on two private acres, House of Bliss is a four-bedroom, five-and-a-half-bath retreat designed for extended stays, executive relocations, family escapes, and padel enthusiasts alike. Its defining feature is something almost never found at a private residence: a regulation 10m x 20m glass-walled padel court, custom-built in 2024 with premium artificial turf, tempered glass walls, and shaded Adirondack seating overlooking the surrounding lawn. Beyond the court, every detail has been curated for effortless living. A heated saltwater pool anchors the outdoor experience, accompanied by a newly designed patio, expansive deck, gas grill, teak dining table, and low-smoke fire pit. The manicured grounds offer ample space for bocce, spike ball, or simply enjoying the quiet beauty of the Connecticut countryside. Inside, the home centers around a spectacular chef's kitchen featuring a grand marble island, professional-grade appliances, and walls of windows that fill the space with natural light. The kitchen flows seamlessly into a soaring great room with vaulted beamed ceilings and a dramatic stone fireplace-the perfect setting for long breakfasts, memorable dinners, and evenings spent together. Entertainment is woven throughout the home. A dedicated billiards room features a premium pool table, wet bar, stone fireplace, and quiet study area. Upstairs, a vaulted media loung

99 Highfield Rd, Wilton
Cobbs Mill Road, Wilton
$700,000
ACTIVE UNDER CONTRACT Status ⋅ 24179787 MLS
Title: Rare South Wilton Gem: Build Your Dream Estate on 2 Pristine Acres Discover the perfect canvas for your custom luxury home. Nestled within one of South Wilton's most desirable and established neighborhoods, this spectacular 2-acre wooded parcel offers the ultimate blend of serene privacy and everyday convenience. Held by the same family for generations, this rare offering provides a peaceful, quiet sanctuary just moments from the premier amenities, boutique shopping, and top-rated schools of Wilton. Embrace the tranquil beauty of Fairfield County living in an area known for its magnificent estate homes. To ensure a seamless building process, the seller will provide a perk test prior to closing. Don't miss this extraordinary opportunity to design a legacy home tailored perfectly to your lifestyle.

Cobbs Mill Road, Wilton
22 Hubbard Rd Unit 102, Wilton
$6,096
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24150964 MLS
Now offering 1 MONTH FREE with a one-year lease a significant savings opportunity on an already exceptional value. 1,668 sq. ft. of One-Level Living in This 3-Bedroom, 2.5-Bath Apartment Designed for Modern Living. This expansive residence at The Wilton Center Lofts offers a unique opportunity for elevated, contemporary living, featuring a HUGE private deck accessible from both the primary bedroom and main living spaces. Excellent commuter location-just a seven-minute walk to the Metro-North train and a three-minute drive. This thoughtfully designed 1,668-square-foot home was architecturally and interior designed by the award-winning Granoff Architects, showcasing top-tier finishes and timeless style throughout. The apartment boasts 9-foot ceilings and oversized, light-filled windows, creating a bright and open atmosphere. The gourmet kitchen is equipped with quartz countertops, stainless steel BOSCH appliances, custom cabinetry, and premium fixtures. Wood-grain flooring flows throughout the home, complementing the luxurious bathrooms. Large walk-in closets and an in-unit washer and dryer provide everyday comfort and convenience. Residents enjoy access to a fitness center, tenant lounge, covered parking, and available storage units, further enhancing the lifestyle experience. Furry friends are welcome. This exceptional one-level residence delivers modern luxury, intelligent design, and long-term value-ideal for professionals seeking quality living without compromise.

22 Hubbard Rd Unit 102, Wilton
Old Mill Rd, Wilton
$1,250,000
ACTIVE Status ⋅ 170562988 MLS
Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous parcels-Lot #1 (38+ acres, MLS# 170563180) and Lot #2 (3+ acres, MLS# 170562988)-are listed separately due to state parcel numbers but sold together for one low price. Wilton is known for its award-winning schools, classic New England charm, vibrant town center, scenic parks and trails, and as the home of Cannondale Bicycles and chip giant ASML. Note: A 2.5 acre fenced portion is not buildable. Buyers to perform due diligence. Estate sale - sold AS IS.

Old Mill Rd, Wilton

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