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21 Old Hwy, Wilton
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 24182300 MLS
Nestled in the heart of Wilton, just moments from town, Gannett House is a rare offering where timeless charm meets exceptional possibility. Thoughtfully stewarded by its current owners-a renowned architect and design duo-this enchanting vintage home has been lovingly refreshed and curated, creating a warm and inviting retreat that is as captivating today as it is inspiring for tomorrow. Set on a picturesque property, the existing residence offers character, comfort, and thoughtful design at every turn. Thoughtful improvements, both inside and out, have beautifully prepared the home for its next chapter, while preserving the charm and authenticity that make it so special. Enjoy the thoughtfully refined footprint as it stands, or embrace a remarkable opportunity to bring an extraordinary vision to life. For buyers inspired to further personalize the property, there is an opportunity to collaborate with the current designers to thoughtfully evolve the existing residence or realize the fully envisioned expansion.

21 Old Hwy, Wilton
279 Cheesespring Rd, Wilton
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 24172360 MLS
Set on a stunning and picturesque 2.24-acre property, this beautifully maintained 4-bedroom home (3 bedrooms per field card) offers the perfect balance of privacy, comfort, and updated living. Surrounded by mature landscaping and peaceful wooded scenery, the property feels like a private retreat while still offering exceptional functionality for everyday life. The main level features an updated kitchen, renovated bathrooms, and an ensuite primary bedroom, along with two additional bedrooms. A warm and inviting living room with fireplace, cozy den/library, and elegant dining room create ideal spaces for both entertaining and quiet relaxation. The dining room opens to a spacious deck overlooking the serene grounds, while a screened-in porch connected to the deck and den provides the perfect spot to enjoy the outdoors throughout the seasons. The finished lower level offers exceptional flexibility with a converted 4th bedroom, expansive common/family room, office area with direct backyard access, laundry area, workshop, abundant storage space, and access to the oversized 2-car garage. Generous closets and storage areas throughout the home provide ample room for organization and everyday convenience. Adding to the home's appeal are a private wooded walking path, whole-house generator, comprehensive security system with multiple exterior cameras, and seasonal tick treatment for added peace of mind. A truly special property offering space, character, and a beautiful natural setting.

279 Cheesespring Rd, Wilton
216 Silver Spring Rd, Wilton
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24166000 MLS
Classic modern architecture set on a bucolic, level, private acre along scenic Silver Spring Road. Spanning over 2,800 sq ft, this turnkey residence offers beautifully scaled rooms designed for effortless living. An abundance of natural light fills the home, while high ceilings, handsome millwork and open spaces create a sense of calm and understated style across three finished levels. The main level is a study in simplicity and function, highlighted by a stunning Great Room with fireplace and walls of windows opening to an expansive wraparound deck. The efficient, well-appointed Kitchen blends seamlessly with a spacious Dining Area, also bathed in natural light. An open staircase adds a striking architectural element to the home. Upstairs, the comfortable Primary Suite features an updated bath and generous walk-in closet. Three secondary bedrooms are well-proportioned and share a remodeled hall bath. In addition, there is a wonderful flex space on this level - perfect for a home office or a casual Family Room. The walk-out lower level includes a fireplace and versatile space ideal for casual entertaining, recreation or relaxation. Perfectly located just minutes to downtown Ridgefield and Wilton Center, with convenient access to Metro-North service from Wilton, New Canaan, and Katonah for an easy NYC commute. Enjoy the many features of living in Wilton CT - Top Rated Schools, Beautiful Landscapes, all forms of shopping & dining. Convenient to Down County destinations.

216 Silver Spring Rd, Wilton
258 Silver Spring Rd, Wilton
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 24135151 MLS
HIGHEST & BEST OFFERS BY 5PM TUESDAY 11/4, please. Steeped in character and surrounded by nature, this charming antique home on nearly 3 Acres in Wilton, CT, is a gem. This 3-bedroom, 2-bath antique home captures the timeless appeal of New England living and offers a peaceful retreat just minutes from all the conveniences of Wilton's vibrant town center. Inside, the home exudes warmth and quality craftsmanship with hardwood floors, period details, and inviting spaces filled with natural light. Every room tells a story - from the cozy living areas to the welcoming country kitchen that looks out over lovely, mature gardens. A classic post-and-beam barn adds versatility and options - ideal for a workshop, studio, or hobby space - while a small stable area provides potential for mini-ponies or simply adds rustic charm. Outdoor spaces invite relaxation and connection with nature, offering privacy and beauty throughout the seasons. Wilton, Connecticut, is known for its top-rated schools, scenic landscapes, and strong sense of community. Enjoy proximity to shopping, dining, and cultural destinations, plus easy access to Metro-North trains and major highways for convenient commuting to New York City and beyond. Whether you're drawn to its historic character, tranquil setting, or flexible outbuildings, this home offers a lifestyle rich in beauty, comfort, and possibility - truly where charm meets quality in an exceptional location. PROFESSIONAL PHOTOS TO COME WEDNESDAY

258 Silver Spring Rd, Wilton
3 Deerfield Rd, Wilton
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 24131722 MLS
BEST and FINAL 3/3, 12PM. Once Upon a Time....the story of this enchanting Antique begins in 1859. Every magical space combines the charm of history with the ease of modern day. Rustic original hand hewn beams, wide plank hard/soft wood floors, brick fireplace, all drenched in light that adds to the gentle glow and ambience that has welcomed generations. The beautifully renovated Eat in Kitchen is surely the heart of this home, where modern luxury meets timeless charm - gleaming granite island with prep sink and seating, large pantry and counter with appliance garages to help keep surfaces clear. Cozy seating areas to entertain your guests while preparing or for Dining Area. Convenient side door goes directly to powder room and into kitchen for easy grocery unpacking. Brand new Stove/Range. Spacious Living and Dining Room spaces can easily be interchanged, cozy wood fireplace for chilly evenings..flexible living at its best. Doors to a slate patio allow for al fresco dining and morning coffee moments. The Primary Suite with brand new carpet boasts a walk in closet and En Suite Bathroom. Second Floor Laundry is a fabulous convenience. 2 additional Bedrooms with hall bath, one with new carpet offers space for guest or studio, office or nursery. Flat, half acre with storage shed, hot tub, useable backyard and walk to town and train. True walking neighborhood community, Award Winning Wilton Schools and steps away from the NRVT, Wilton Historical Society and dining. City Water. A

3 Deerfield Rd, Wilton
30 Coley Rd, Wilton
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 24129440 MLS
This is the Wilton home you have been looking for, set on one acre, offering the perfect blend of character and comfort. With 3 bedrooms and 2 full baths, this Cape style home is filled with natural light and features hardwood floors throughout. The first and second floor offer great versatility for today's family needs, with flexible living and sleeping areas. The kitchen is a true highlight, boasting quartz countertops, stainless steel appliances, and a seamless connection to the home's gathering spaces. The lower level provides additional finished space to suit your lifestyle. The exterior shines with mature trees and lush plantings that provide both privacy and beauty. The delightful patio is designed for entertaining with friends and family. A separate two-car garage and shed add convenience. With its versatile spaces, modern updates and timeless charm, this home offers endless possibilities for today's lifestyle.

30 Coley Rd, Wilton
26 Village Court, Unit 26, Wilton
$1,060,000
3 Beds ⋅ 3 Baths ⋅ 24200382 MLS ⋅ Grumman Hill Village BLDG.
Welcome to Grumman Hill Village, a coveted South Wilton community that blends privacy, convenience, and true neighborhood charm. This 1,984 SF, 3-bedroom home stands out for its main-level primary suite and attached two-car garage. Lovingly maintained and freshly painted, the home welcomes you with a bright, open main level where the eat-in kitchen, dining area, and living room flow together seamlessly. A separate den offers a cozy retreat for reading, relaxing, or working from home. The main-level laundry room adds everyday convenience. Step outside to a private back patio, an ideal spot for morning coffee, al fresco dinners, or simply unwinding. Upstairs, two additional bedrooms share a full bath, offering comfortable space for family or guests. Grumman Hill Village is known for its close-knit community spirit, highlighted by a beloved Halloween tradition that brings neighbors together for one of the area's most festive trick-or-treating nights. Natural gas, city water, and city sewer, add everyday ease, while the South Wilton location puts Wilton Center, dining, top schools, train stations, and major commuting routes all within easy reach. This is a rare opportunity to enjoy space, privacy, convenience, and community in one of Wilton's most established and sought-after residential settings.

26 Village Court, Unit 26, Wilton
209 Westport Rd, Wilton
$1,055,000
4 Beds ⋅ 2 Baths ⋅ 24170772 MLS
Please submit HIGHEST and BEST OFFERS by Tuesday June 9th at 5pm. At the end of a long shared driveway that feels like a cul de sac this South Wilton 4/5 bedroom Colonial blends classic charm with meaningful modern updates - and it's move-in ready. Step inside the foyer where newly installed hardwood floors flow through the living room and dining room, setting a fresh tone throughout. At the heart of the home, a beautifully renovated kitchen delivers fresh finishes and updated fixtures that balance style with everyday functionality - the kind of space that makes morning routines and dinner parties equally enjoyable. Four generous bedrooms are served by a full bath upstairs plus an additional room that could be converted to another bathroom. There is second full bath located on the main floor, Step outside and discover one of this property's most exciting features - an expansive, cleared backyard that's a rare find in Wilton. Whether you're envisioning summer barbecues on the bluestone patio, space for the little ones to roam, or the pool you've always dreamed of, this yard delivers. A pool permit is already in place, so your outdoor oasis is ready to become a reality without delay. With a brand new roof installed in 2024, the big-ticket items are already handled. All of this in sought-after Wilton - celebrated for its top-rated schools, charming village center, and easy Merritt Parkway and Metro-North access. This is Fairfield County living at its finest.

209 Westport Rd, Wilton
56 Chipmunk Ln, Wilton
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 24186677 MLS
Wonderful opportunity to own this charming 4 bedroom 2.5 bath home in desirable South Wilton, ideally situated adjacent to the Norwalk River Valley Trail. Combining timeless character with everyday comfort, this inviting home features hardwood floors throughout and an updated eat-in kitchen with sliders to a deck, perfect for morning coffee. The spacious dining room opens through French doors to a large, 238 sq.ft. 3-season porch with cathedral ceiling and skylights creating a bright and relaxing space to enjoy the outdoors throughout the seasons. The main floor also offers an elegant living room featuring built-ins and a fireplace, a family room, a half bath and mudroom. Upstairs you'll find four nice-size, light-filled bedrooms and 2 full baths. A 3rd floor bonus room provides flexible space for a playroom, home office or media room and there is an additional large, walk-in storage area. The unfinished walkout basement adds tremendous potential, giving future owners the opportunity to customize and expand the home's living space to suit their lifestyle. Ideally located in South Wilton, this home offers easy access to commuting routes including Merritt and I95, town amenities, shopping, the Norwalk River Valley Trail, and Wilton's award-winning schools.

56 Chipmunk Ln, Wilton
85 Carriage Rd, Wilton
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 24182470 MLS
First time on the market in over 45 years, this lovingly maintained Colonial is ready to welcome its next owners. Offering more than 3,700 square feet of living space, plus an additional 1,300-square-foot basement with both interior and exterior access, this home provides exceptional space and endless possibilities. Featuring five bedrooms and three and a half bathrooms, this home is ready for your personal updates and vision. While it does require some TLC, it has solid bones and presents an outstanding opportunity for renovation and customization. Don't miss the very large fully screened patio to enjoy never ending evenings free of bugs! Come discover this charming hidden gem in Wilton and imagine the possibilities. Please note that the attached greenhouse off the kitchen requires a new roof. The property is being sold as is. Considering the high interest on the property the owner is asking for highest and best offers by Wednesday July 1st 6pm.

85 Carriage Rd, Wilton
26 Hulda Hill Rd, Wilton
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 24177191 MLS
Set on over 2 private acres, this 2,800+ square foot home captures the clean lines and connection-to-nature spirit of mid-century design. A thoughtfully updated retreat (Roof, deck, garage doors, windows in primary bedroom, driveway all recently updated) just under a mile from the Cannondale train station, this is effortless commuting paired with total seclusion at home. Step inside to a dramatic living room anchored by a floor-to-ceiling stone, wood-burning fireplace (there are 4 fireplaces!) and wide plank hardwood floors that set the tone for the whole home. The open, light-filled layout flows naturally from room to room, with a renovated primary bath, updated powder room, and some fresh paint giving every space a crisp, move-in-ready feel. A private office on the main level could also serve as an occasional guestroom and the primary bedroom features a fireplace as well as spectacular views from the large, newer windows. Outdoor living takes center stage here. A wraparound deck - rebuilt for both style and durability - overlooks the wooded grounds and features its own outdoor fireplace, made for slow evenings and weekend entertaining alike. A stone patio off the kitchen adds another spot to gather, while the partially fenced yard offers room to roam. Practical upgrades round out the package: central air conditioning, a second-floor laundry, a radon mitigation system, a UV water filtration system, and a generator

26 Hulda Hill Rd, Wilton
22 Cobblestone Pl, Wilton
$1,030,000
4 Beds ⋅ 3 Baths ⋅ 24174605 MLS
Stunning, completely updated 4-bedroom home with flexible floor plan offering potential for a 5th bedroom, home office, or guest space! Set on a beautiful, level 2-acre lot at end of a cul-de-sac in Wilton's historic Cannondale neighborhood, this move-in ready home combines style, space, and location. The gorgeous updated kitchen features quartz countertops, custom tile backsplash, stainless steel appliances, and opens seamlessly to the sun-filled living room with vaulted ceilings, exposed wood beams, oversized windows, and slider to the massive deck overlooking the private backyard. The main level offers hardwood floors, spacious bedrooms and a primary suite with updated stall shower bathroom, while the lower level with luxury vinyl flooring provides incredible additional living space including a large bonus space/family room w/ wood burning fireplace, flex room/possible 5th bedroom, and full renovated bath. Central A/C, 2-car garage, and abundant natural light throughout. Enjoy the convenience of being walkable to Cannondale train station, while just minutes to downtown shopping, restaurants, schools, and major commute routes. Exceptional value and one of the best-prices opportunities in Wilton!

22 Cobblestone Pl, Wilton
15 Rivergate Woods, Wilton
$1,030,000
4 Beds ⋅ 3 Baths ⋅ 24172948 MLS
HIGHEST & BEST DUE WEDS 5/13 @ 12PM. Tucked at the end of a private driveway, surrounded by mature trees and a sense of peace, while remaining minutes from everything that makes Wilton one of CT's most sought-after towns to put down roots. A stone front porch welcomes you, setting the tone for a home that balances warmth and elegance with features like skylights, vaulted ceilings, and beams. The foyer opens into a striking living room where an open staircase and a floor-to-ceiling fireplace command attention. The dining room features a built-in cabinet and generous proportions that make it a natural setting for hosting. The kitchen is appointed with wood cabinetry, granite countertops, and dedicated cookbook storage. In the family room, expansive views of the natural landscape bring the outside in and the connection to the rear patio makes it easy to move a dinner party outdoors. Upstairs, two bedrooms share the hall bath, while the primary bedroom has a full bath, Juliet balcony, and walk-in closet. The walk-out LL has a spacious rec room, laundry area, bedroom and full bath, offering flexibility and versatility. Step out to the screened-in porch, another idyllic place to relax. Wilton is a small town with a big heart and love of community and nature, known for top-rated schools and charming town center. Surrounded by well-appointed homes, tranquil ponds & foliage beautiful in every season, 15 Rivergate woods is not just a beautiful place to live, but an exceptional one.

15 Rivergate Woods, Wilton
31 Longmeadows Rd, Wilton
$1,030,000
4 Beds ⋅ 3 Baths ⋅ 24160141 MLS
Welcome home to 31 Longmeadows Road in North Wilton. This private oasis on 2.3 acres backs directly to the Wilton Conservation Land Trust, ensuring views are protected. Features extensive 2024-2025 renovations, an open floor plan, and new hardwood floors on the main level. Anchored by an 8-foot island, the chef's kitchen features quartz counters and smart LG appliances with app control, double ovens with air fry/sous vide settings, and a steam dishwasher. Large bay windows flood the main living spaces with light. The living room features a wood stove updated in 2024 with a stone surround, matte granite, and a 150-year-old reclaimed wood mantle. A standout feature is the gorgeous wood and stone sunroom, boasting a full wall of windows and 2 skylights for year round enjoyment of the grounds, with refreshing breezes in warmer weather and cozy nights by the fire in the 2nd wood stove. The layout includes 4 bedrooms and 3 full baths, including 2 renovated in 2025 with designer finishes. The main floor and piano room were professionally painted in 2025. Outside, the pool is open and ready for summer, surrounded by mature landscaping curated by a master arborist, including numerous varieties of Acer Palmatum (Japanese Maples). For the energy conscious, leased solar panels bring reduced cost. Key updates include a 2018 roof, 2014 boiler, and 100-amp electrical panel. This turnkey home offers a true escape from the chaos in a top-rated school district.

31 Longmeadows Rd, Wilton
65 Valeview Rd, Wilton
$1,003,000
3 Beds ⋅ 3 Baths ⋅ 24119394 MLS
Nestled on a manicured lot in South Wilton with tons of privacy, this charming ranch home boasts three bedrooms and three full baths, living room and family room. The recent custom kitchen features stainless steel appliances, floor to ceiling cabinetry and sleek finishes. A three-season sunroom provides a peaceful space to relax and opens to the paved patio and pool area. The outdoor amenities are a true highlight, with an inviting free-form heated Gunite pool, a luxurious hot tub/spa and plenty of room for entertaining. Inside, you'll find two cozy fireplaces, perfect for those chilly evenings. Additional features include an attached two car garage and a convenient garden shed, a perfect blend of functionality and storage. Other updates include newly refinished hardwood floors and fresh neutral interior paint. Located in a quiet neighborhood, this home is convenient to schools, shopping and all commutes.

65 Valeview Rd, Wilton
2 Village Ct Unit 2, Wilton
$1,002,000
3 Beds ⋅ 3 Baths ⋅ 24150826 MLS ⋅ Grumman Hill Village BLDG.
Set within the desirable Grumman Hill Village community, 2 Village Ct offers a rare combination of privacy, comfort, and low-maintenance living. Positioned on a one-of-a-kind corner lot with one of the largest backyards in the complex, this distinctive setting offers unparalleled privacy, creating an effortless blend of refined comfort and turnkey living. From the moment you step inside, the dramatic ceiling in the living room sets the tone, framed by expansive windows and modern lighting that amplify the home's natural light. The living room flows seamlessly into the dining area and updated kitchen, creating an inviting layout for everyday living. Just beyond, the den features built-ins, a gas fireplace, and a sliding door to a private patio and comfortable yard. Upstairs, a loft overlooking the main level adds flexibility, while a convenient laundry closet eliminates trips up and down stairs. The primary suite is a true retreat with a Palladian window, cathedral ceiling, walk-in closet, and en-suite bath with dual vanity. Two additional bedrooms and a full bath complete the upper level. A spacious 2 car garage with a new door rounds out the home. Residents enjoy HOA-managed landscaping, snow removal, and trash pickup in the quiet community. Ideally located near ASML, Wilton Town Center, shopping, train stations, Route 7, the Merritt Parkway, and I-95. Come experience a home that blends thoughtful updates and effortless living in one of Wilton's most convenient communities.

2 Village Ct Unit 2, Wilton
147 Thayer Pond Rd, Wilton
$995,500
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
32 Catalpa Rd, Wilton
$983,000
4 Beds ⋅ 4 Baths ⋅ 24141023 MLS
Perched on a beautifully terraced 1.51-acre property in Wilton, the historic Louis Warncke House (circa 1909) offers a rare blend of architectural character, warmth, and modern livability. This distinctive residence showcases exceptional craftsmanship throughout, including rich original wood paneling, coffered ceilings, hardwood floors, and striking millwork rarely found in homes today. The main living spaces are both elegant and inviting, anchored by a dramatic stone fireplace and surrounded by oversized windows that fill the home with natural light and scenic views of the surrounding landscape. A gracious dining room with bay windows creates the perfect setting for entertaining, while the thoughtfully updated kitchen features custom cabinetry, a center island with gas cooktop, stone counters, and a charming breakfast nook framed by windows. The home offers four bedrooms plus multiple flexible living areas ideal for today's lifestyle, including a private reading room, dedicated office space, and expansive upper-level bonus rooms that can easily function as playroom, studio, or guest retreat. Several bedrooms feature beautiful original floors and large windows that overlook the peaceful wooded setting. Recent improvements include updated windows, roof, boiler, and mechanical systems, blending modern comfort with the home's historic integrity. Two full bathrooms feature tasteful updates, including a double vanity bath and glass-enclosed shower.

32 Catalpa Rd, Wilton
475 Danbury Rd, Wilton
$982,500
5 Baths ⋅ 24061453 MLS
Wonderful opportunity to own this beautiful, historic, investment property in an ideal location on the Rt. 7 corridor. This property offers a large building with over 4,000 sq. ft. on 3 floors with several (9) treatment rooms, 1 full bath and 4 half-baths, kitchen and hardwood floors. There is also a Carriage Barn on the property which allows significant storage/parking possibilities. Approximately 25 parking spaces available. This property is convenient to both downtown Wilton and Cannondale train station and has highway accessibility to both the Merritt Parkway and I-95 within minutes.

475 Danbury Rd, Wilton
8 Ground Pine 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
78 Village Court, Unit 78, Wilton
$965,000
3 Beds ⋅ 3 Baths ⋅ 24182305 MLS ⋅ Grumman Hill Village BLDG.
Enjoy low-maintenance living in desirable Grumman Hill Village, a beautifully maintained community of 48 homes in sought-after South Wilton. Residents enjoy a carefree lifestyle w/ association-covered grounds maintenance, landscaping, and snow removal, allowing time to enjoy all that Wilton has to offer. Perfectly positioned within the community, this home enjoys one of the most desirable settings, overlooking a spacious greenbelt with sweeping lawn and wooded views beyond. Open floor plan on main level and 3 spacious bedrooms plus office/playroom/extra bedroom completes 2nd floor. The private patio provides a peaceful outdoor retreat for relaxing or entertaining. The freshly painted bright and inviting interior features hardwood floors, natural gas heat, and a functional floor plan designed for comfortable everyday living. Updates over the years include newer roof, refinished hardwood floors, updated kitchen appliances, refreshed interior finishes, and meticulous maintenance throughout. Additional features include underground sprinklers, pull-down attic storage, and extensive built-in shelving in the garage. Grumman Hill Village is known for its attractive setting, strong management, and convenient location close to Wilton Center, Westport, shopping, restaurants, schools, train stations, major commuting routes, and public transportation. Move right in and enjoy the convenience, comfort, and lifestyle that make Grumman Hill Village one of Wilton's most popular communities

78 Village Court, Unit 78, Wilton
35 Orchard Dr, Wilton
$951,000
3 Beds ⋅ 2 Baths ⋅ 24165402 MLS
Location! Location! Location! This is the one for which you have been waiting. Nestled at the end of a quiet cul-de-sac off Sturges Ridge, this 3-bedroom ranch-style home offers a Generac Generator, heated garage, screened porch, and a deer-fenced area on a flat back yard. Set on 2.2 acres with mature plantings. Inside, you'll find generously sized rooms, hardwood floors, an anti-foyer, foyer, and a spacious living room with fireplace. The unfinished lower level--a blank slate--features a fireplace, ample storage and access to garage and backyard. Whether you are looking to downsize, invest, or create your dream home, 35 Orchard Drive offers an ideal canvas in a coveted South Wilton neighborhood.

35 Orchard Dr, Wilton
20 Mountain Rd, Wilton
$950,000
4 Beds ⋅ 3 Baths ⋅ 24136391 MLS
This house is Back on the Market - A gem of an antique - was the original farmhouse for the original farm in that area. Lots of history here! It is all freshly painted and brought back to life! New appliances, cabinets, new kitchen floor, new baths, new carpeting on third floor, new heating system, refinished floors, new roof, new driveway, new garage door and opener and ready for new owners to enjoy! What a wonderful house! There are beautiful wood floors everywhere except the office and the third floor- carpet there.

20 Mountain Rd, Wilton
33 Coley Rd, Wilton
$940,000
4 Beds ⋅ 3 Baths ⋅ 24101284 MLS
Welcome to beautiful 33 Coley Road! The original Owner has maintained this lovely colonial home for nearly 60 years. Located in mid-Wilton on a quiet street just off the Sturges Ridge area of town. Upgrades in the home include the renovated kitchen with granite countertops, hardwood floors, custom built-ins, first floor laundry room, newly installed Living Room hardwood floors, gas fireplace and the large, vaulted ceiling family room with beams/oversized windows. Generous size 2nd floor bedrooms with 2 full baths, brand new carpeting and new hall light fixtures. You'll love the vaulted ceiling 3 season screened-in porch & the composite Trek deck for outdoor entertaining, overlooking the private backyard. The oversized first floor entry 2 car garage offers plenty of storage plus a large attic space overhead. The walk-out basement is unfinished offering the next Owner the chance to customize and add more living space. Secret hidden storage shed under the family room space is perfect for gardening storage or lawn equipment. Don't miss your opportunity to make this terrific home yours!

33 Coley Rd, Wilton
51 Glen Hill Rd, Wilton
$920,000
4 Beds ⋅ 3 Baths ⋅ 24197929 MLS
A rare opportunity in desirable South Wilton! Tucked away on a quiet cul-de-sac and set on a gentle knoll, this 2-acre property offers privacy, potential, and an exceptional location close to everything. Surrounded by significantly more expensive homes, the lightly wooded setting provides a wonderful backdrop for reimagining, renovating, or expanding the existing split-level home to create something truly special. Enjoy the convenience of being just minutes from Wilton Center, shopping, restaurants, the train, major commuting routes, and exceptional Wilton Schools while still enjoying the peaceful setting of a cul-de-sac neighborhood. Opportunities at this price point are rarely available in this sought-after location, making this an exciting option for buyers, renovators, or builders looking to unlock the property's full potential. The home needs updating and is being sold in "as-is" condition, but the location, acreage, and possibilities make it well worth the effort. Bring your vision and take advantage of this tremendous value in South Wilton.

51 Glen Hill Rd, Wilton
28 Village Court, Unit 28, Wilton
$909,000
3 Beds ⋅ 3 Baths ⋅ 24102649 MLS ⋅ Grumman Hill Village BLDG.
New to the market in South Wilton - you'll love this easy maintenance, free standing home in the beautiful community of Grumman Hill Village! Enjoy living in this wonderful location in a community close to commuter roads, the Metro North, shops and of course, award winning Wilton schools. This home is in great shape with brand new hardwood floors and new 2nd floor carpeting. Lovely open space on the first floor combines the living and dining room areas for easy entertaining. The eat-in kitchen and family room with gas fireplace open directly out to the VERY private patio and backyard. Upstairs the Primary vaulted ceiling suite boasts a large walk-in closet, palladium windows and the en-suite dual sink bathroom. There are 2 additional bedrooms, a terrific loft space (perfect for a home office) and a laundry/mechanical room. Loads of storage in the 2-car attached garage as well as a very large attic easily accessed by the 2nd floor pull-down staircase. Don't miss your chance to live in this fabulous Wilton community!

28 Village Court, Unit 28, Wilton
195 Range Rd, Wilton
$905,000
3 Beds ⋅ 2 Baths ⋅ 24186255 MLS
This charming home is set on over 2 flat acres in desirable South Wilton and offers the ease of single-level living just minutes from town, schools, and commuter routes. Thoughtfully maintained, the home features 3 bedrooms and 2 full bathrooms, along with a living room with wood-burning fireplace, separate dining room, and kitchen with marble counters. A second living area with a wood stove opens to a screened porch and spacious deck, overlooking the property with ample room for a pool. Recent improvements feature an AC and heating system, hot water heater, garage doors, and new roof. Additional features include a portable generator wired to the house and a 2-car garage. With its rare combination of level acreage, single-level living, and sought-after location, this property presents a special opportunity.

195 Range Rd, Wilton
16 Mountain Rd, Wilton
$905,000
4 Beds ⋅ 3 Baths ⋅ 24167605 MLS
Perched at the top of a hill at the end of a shared drive, 16 Mountain Road offers a rare blend of privacy and convenience in the heart of Georgetown. This contemporary split-level is designed for easy living, featuring a sun-filled open kitchen and family room that flows seamlessly into a vaulted sunroom with a cathedral ceiling, bringing the outdoors in. The upper level includes four bedrooms, highlighted by a spacious primary suite with en-suite bath. The lower level adds approximately 750 square feet of flexible living space, complete with a second family room with fireplace, a private office or optional bedroom, laundry, and a powder room. Outdoor living is just as impressive, with an expansive 1,000+ square foot deck overlooking a 50-foot pool and flagstone patio-ideal for entertaining or relaxing. Set on beautifully landscaped grounds with mature plantings and seasonal color, this property offers a peaceful retreat just minutes from Wilton Center, schools, and commuting routes.

16 Mountain Rd, Wilton
90 Drum Hill Rd, Wilton
$905,000
24145338 MLS
Rare opportunity to build your custom estate on level 2.2-acre parcel on private Drum Hill Road lane. Surrounded by multi-million dollar properties in the highly-rated Wilton school district. Create your ideal home design on this centrally located buildable lot with quick access to top-rated schools: Middlebrook School, 0.6 mi, Cider Mill School, 0.9 mi, Wilton High School, 1.2 mi. Minutes to Wilton Center featuring Village Market, shops, and restaurants. Design your custom floor plan with space for a home office, gym, outdoor kitchen, or guest suite on this generous parcel. Property offers room for a pool, gardens, a sports court, or extensive outdoor living areas. Built in an established neighborhood with mature landscaping and stone walls characteristic of Wilton's historic charm. Nearby recreational access includes the Norwalk River Valley Trail, preserves with hiking trails, and Merwin Meadows Park. Route 7 provides direct access to Merritt Parkway and Metro-North stations with service to NYC. Construct your personalized residence in this sought-after Connecticut town known for two-acre zoning, preserved open space, and excellent schools.

90 Drum Hill Rd, Wilton
34 Powder Horn Hill Rd, Wilton
$900,000
4 Beds ⋅ 3 Baths ⋅ 24182432 MLS
Please submit highest & best offers by 6 PM on 6/25/26, thank you. Absolutely Charming! This light-filled home offers three spacious living levels and a warm, inviting layout throughout. Enter into a welcoming living room with a fireplace-perfect for relaxing or entertaining. The first floor also features a private office or optional fourth bedroom, along with one of three full baths. The main level is ideal for both everyday living and gatherings, featuring a large dining room with direct access to the sunroom and kitchen with an eat in area. Just off the dining room is an oversized, well-proportioned living room. Upstairs, you will find three additional bedrooms along with the third full bath. All three full baths in the home have been renovated with highest quality craftmanship. The above-grade lower level offers a fun and flexible space to unwind, complete with a wet bar and direct access to the two-car garage & laundry. Generous storage can be found throughout the home. Enjoy outdoor living on the deck-ideal for dining or relaxing-overlooking 2.6 acres of beautiful property, ready for you to personalize with endless possibilities. Set on a quiet road, close to town, schools, and the Wilton YMCA. An incredible value with wonderful potential Please note: The town shows 2 full & 1 half bath, however this home has 3 full bathrooms.

34 Powder Horn Hill Rd, Wilton

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