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39 Keelers Ridge Rd, Wilton
$15,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24217047 MLS
FOR SALE OR LEASE. ALSO AVAILABLE FOR RENT AT $15,000/MONTH. Tucked away on a private cul-de-sac in Wilton's sought-after Keelers Ridge neighborhood, this exceptionally maintained estate spans 2.28 acres of professionally landscaped grounds. Offering over 9,100+ sq. ft. of total finished space across the main residence and heated/cooled pool house, the property enjoys complete privacy and ideal positioning for both morning sunrises and evening sunsets. 9,100+ Sq Ft...Main House 6,115 sq. ft. Lower Level is finished with 1,995 sq. ft. and Pool House 1031 sq. ft. The main residence features 5 bedrooms, 4 full and 3 half baths, including a convenient main-level bedroom suite. The finished lower level adds dedicated space for a wine cellar, gym, rec room, plus 1,040 sq. ft. of unfinished basement for storage and utilities. A whole-house Crestron sound system (Sonos compatible) runs throughout. Designed for effortless indoor-outdoor entertaining, two expansive stone patios-each equipped with its own outdoor kitchen-overlook the gardens, newly built cedar pergolas, and heated pool with spa. Topped with a classic cupola, the pool house includes central HVAC, a full bath, kitchenette, and a 740 sq. ft. unfinished basement-ideal for poolside hosting and relaxation. Major mechanicals and upgrades: new roof and gutters (2026), new HVAC system (2024), whole-house generator (2021/22).

39 Keelers Ridge Rd, Wilton
39 Keelers Ridge Rd, Wilton
$3,795,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24215990 MLS
FOR SALE OR LEASE. ALSO AVAILABLE FOR RENT AT $15,000/MONTH.Tucked away on a private cul-de-sac in Wilton's sought-after Keelers Ridge neighborhood, this exceptionally maintained estate spans 2.28 acres of professionally landscaped grounds. Offering over 9,100+ sq. ft. of total finished space across the main residence and heated/cooled pool house, the property enjoys complete privacy and ideal positioning for both morning sunrises and evening sunsets. 9,100+ Sq Ft...Main House 6,115 sq. ft. Lower Level is finished with 1,995 sq. ft. and Pool House 1031 sq. ft. The main residence features 5 bedrooms, 4 full and 3 half baths, including a convenient main-level bedroom suite. The finished lower level adds dedicated space for a wine cellar, gym, rec room, plus 1,040 sq. ft. of unfinished basement for storage and utilities. A whole-house Crestron sound system (Sonos compatible) runs throughout. Designed for effortless indoor-outdoor entertaining, two expansive stone patios-each equipped with its own outdoor kitchen-overlook the gardens, newly built cedar pergolas, and heated pool with spa. Topped with a classic cupola, the pool house includes central HVAC, a full bath, kitchenette, and a 740 sq. ft. unfinished basement-ideal for poolside hosting and relaxation. Major mechanicals and upgrades: new roof, gutters and downspout (2026), new HVAC system (2024), whole-house generator (2021/22).

39 Keelers Ridge Rd, Wilton
58-60 Langner Ln, Wilton
$4,100
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215789 MLS
Welcome to your own private cottage on one of Wilton's most scenic roads. Nestled on a quiet country estate, once a part of the Sturgis Farm property, this 3 bedroom 1 full and half- bath home offers privacy and the convenience of proximity to both Wilton and Weston. Charm abounds inside this updated cozy antique, yet is very livable for today's lifestyle. The large modern Kitchen features, dining area, new sliding doors that lead to a large deck for entertaining, as well as laundry on the main floor. The Living Room runs front to back of the house, is flooded with warm afternoon light from the many windows, and has access to the main floor half-bath. There is also an additional room off the front foyer which could be used as needed for a Home Office or Guest Bedroom. Upstairs are 2 full -sized bedrooms, and a full- sized bathroom with a tub and shower. This charming antique home was recently refreshed with newly refinished hardwood floors, freshly painted interiors & exterior, new kitchen floor, a new vanity in the half bathroom, and a new roof. Ready for you to move in and enjoy your peaceful morning coffee and evening sunsets from your own private deck surrounded by mature shade trees. Don't miss this unique opportunity to make Wilton your home.

58-60 Langner Ln, Wilton
84 Turtleback Rd, Wilton
$899,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213525 MLS
Nestled on a picturesque stretch of bucolic Turtleback Road-a long-time favorite route for local walkers-this inviting 3-bedroom, 2-bathroom ranch offers a rare connection to Wilton's historic pastoral roots. Once part of a cherished local dairy farm, the property carries a peaceful, storied atmosphere that's hard to find. Inside, the home feels bright, refreshed, and rejuvenated, boasting beautiful refinished hardwood floors and a fresh coat of paint throughout an effortless, single-level layout. While the interior shines, the view out of every window truly steals the show. The property backs directly onto expansive woodlands, offering easy access to miles of hiking leading to the historic Weir Farm National Historical Park. Sweeping views from the expansive picture windows and the tranquil sunroom provide a front-row seat to a rolling meadow and the changing New England seasons. It is the exact kind of peaceful backdrop that turns a morning cup of coffee into a daily retreat. Practicality meets country charm, with two separate driveways-the upper drive serving the main level, and the lower drive offering direct, convenient access to covered parking and the walk-out lower level. A brand-new 4-bedroom septic system delivers absolute peace of mind, along with the potential to expand the footprint down the road. Enjoy a true single-level oasis located equidistant to Wilton Center, Ridgefield's historic Main Street, and trendy Georgetown.

84 Turtleback Rd, Wilton
140 Vista Rd, Wilton
$1,050,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24181173 MLS
4.74 Acres! First time on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS

140 Vista Rd, Wilton
267 Westport Rd, Wilton
$1,595,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24210329 MLS
Tucked away on a private, wooded two-acre lot in South Wilton, this 1890 antique farmhouse pairs quintessential New England character with expansive, light-filled proportions and a luxury pool complex completed in August 2025. The crowning jewel is the spectacular heated saltwater pool, seamlessly integrated into a sprawling custom stone paver deck sitting atop a majestic 10-foot natural boulder wall. Complete with a custom pool bar and a built-in automatic cover, this elevated terrace creates an unmatched private entertainer's paradise. Inside, the home has been freshly prepared for its next chapter with crisp white paint throughout and beautifully refinished original hardwood floors. Unlike typical antiques, the layout boasts grandly scaled rooms, high ceilings, and windows that flood the space with light. The main level flows through a formal living room with a classic fireplace, a generous formal dining room, an expansive family room, and a sun-filled eat-in kitchen featuring terracotta tile flooring. Two separate four-season rooms offer exceptional flexibility - one overlooks the pool, while the other features a floor-to-ceiling brick fireplace with French doors opening to a high deck nestled in the mature tree canopy. A private home office and separate study complete the main floor.

267 Westport Rd, Wilton
20 Cherry Ln, Wilton
$2,495,000
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 UNDER CONTRACT 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
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
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
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
206 Dudley Rd, Wilton
$15,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194962 MLS
Luxury Estate Rental in the Heart of South Wilton Experience exceptional country living in this stunning private estate, set on beautifully landscaped grounds in one of South Wilton's most desirable locations. Surrounded by expansive level lawns, this impressive residence offers the perfect blend of elegance, comfort, and modern efficiency. Designed for both everyday living and effortless entertaining, the home features gracious living spaces, soaring ceilings, abundant natural light, and seamless access to spectacular outdoor amenities. Spend your summers enjoying the heated gunite pool w/ automatic cover, relax in the open cabana, or entertain guests on the expansive terraces overlooking the picturesque grounds. Adding to the home's appeal are newly installed solar panels, providing exceptional energy efficiency and lower utility costs. The expansive grounds offer endless space for recreation, outdoor gatherings, and peaceful enjoyment in a private setting. Conveniently located just minutes from town, award winning schools, shopping, dining, and commuting routes, this exceptional rental offers a rare opportunity to enjoy resort style living in one of Wilton's premier neighborhoods.

206 Dudley 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
39 Powder Horn Hill Rd Unit 1, Wilton
$9,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24195721 MLS
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious 4-bedroom, 5-bath home offers a rare combination of comfort, flexibility, and convenience. The main level 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 only five minutes from town, the train, and major commuter routes.

39 Powder Horn Hill Rd Unit 1, Wilton
112 Vista Rd, Wilton
$3,350,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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, mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

112 Vista Rd, Wilton

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