Refine Search
Map
Sort by
$1,270,000
4 Beds ⋅ 3 Baths ⋅ 24169186 MLS
HIGHEST & BEST: Please submit all offers by -- Monday, April 27th, at 7:00PM. Welcome to 61 Range Road! A coveted South Wilton home tucked at the end of a quiet cul-de-sac, offering the perfect blend of privacy, space, and convenience. Set on over an acre of land, this move-in ready 4-bedroom, 2.5-bath home delivers a bright and thoughtfully designed living space. The designer kitchen is a true centerpiece - featuring high-end appliances, a built-in banquette with custom upholstery, brass pendant lighting, slate tile flooring, and a peninsula with bar seating that makes everyday dining and entertaining equally effortless. The sun-filled living room impresses with expansive oversized windows, recessed lighting, and rich hardwood floors throughout. The family room anchors the home with a classic wood-burning fireplace, flowing directly into a sun-filled three-season screened porch and deck overlooking the yard. Upstairs the primary en-suite is joined by three generously sized bedrooms. The finished lower level rounds out the home with bonus space ready for a gym, rec room, or home office. With fresh paint throughout, new water filtration system, and a new AC unit, are among recent updates. Nothing left to do but move in. Minutes to Wilton's town center, top-rated Wilton schools, and easy Merritt Parkway and Metro-North access for commuters - this is South Wilton living at its best.

61 Range Rd, Wilton
$1,265,000
4 Beds ⋅ 2 Baths ⋅ 24166170 MLS
MULTIPLE OFFERS HAVE BEEN RECEIVED - SELLER IS REQUESTING ALL OFFERS BE SUBMITTED BY MONDAY, APRIL 20 AT 8PM. Filled with natural light from large, plentiful windows and featuring two fireplaces, this lovely 3-5 bedroom, 2-bath home blends authentic New England character with thoughtful updates in a peaceful pondside setting close to town and schools. Originally an 1800s home that was carefully deconstructed and rebuilt at its current location in 1952, the property retains beautiful antique details, including historic wood paneling and charming architectural elements. Inviting living spaces include a spacious family room addition and a second-floor sitting area. Flexible bonus rooms offer options for a nursery, home office, guest or au pair space, or potential primary-suite expansion. Main-level laundry, mudroom/office, attached garage, and central A/C provide everyday convenience. Set on a serene 0.80-acre lot, the property features multiple outdoor living areas for entertaining and relaxing, including a welcoming front porch, a firepit gathering space, and seating areas overlooking the picturesque pond and seasonal brook. Spring brings blooming daffodils and irises along the water's edge, enhancing the natural beauty of the setting. Backing to a private lane with a warm neighborhood feel and located close to Wilton's town center, schools, and the Norwalk River walking trail, this home offers a rare combination of historic charm, natural beauty, and convenience.

149 Wolfpit Rd, Wilton
$1,255,000
3 Beds ⋅ 2 Baths ⋅ 24193149 MLS
Beautifully renovated and impeccably maintained, this sun-filled 3-4 bedroom home offers timeless style, quality craftsmanship, and exceptional indoor-outdoor living on a picturesque, meadow-like property. Soaring ceilings, walls of windows, and an open, inviting layout create the perfect setting for everyday living and entertaining. The chef's kitchen features premium cabinetry, quartz countertops, a large center island, Wolf six-burner cooktop, Bosch wall ovens, and a walk-in pantry, flowing seamlessly into the beamed family room with wide-board floors, wood-burning fireplace, and French doors to an expansive stone patio complete with multiple seating areas, a custom outdoor fireplace, and spa. The main level includes two bedrooms, a renovated full bath, and a flexible den with fireplace and built-ins that can serve as a fourth bedroom or home office. Upstairs, the private primary suite features vaulted ceilings, a walk-in closet, and a beautifully appointed ensuite bath. Recent improvements include a new 50-year roof, high-efficiency propane boiler, sump pump system, renovated basement, CarbonArmor garage wall stabilization, polyaspartic garage floor coating, and fresh interior paint. Central air, whole-house generator, two-car garage, and a level driveway complete this move-in ready home, ideally located just minutes from Wilton's town center, top-rated schools, and commuting routes.

130 Blue Ridge Rd, Wilton
$1,255,000
4 Beds ⋅ 3 Baths ⋅ 24182497 MLS
Beautifully updated and maintained 4-bedroom home on a very desirable private cul-de-sac in South Wilton. This home offers a flexible layout, room for everyone, and a level manicured yard with an inground pool for relaxing or outdoor fun. The renovated eat-in kitchen is both stylish and functional, while the great room features vaulted ceilings, hard wood floors and is filled with natural light. Upstairs, the primary suite includes an updated bathroom with vaulted ceiling along with two additional bedrooms and another updated full bathroom. The lower level offers a spacious family room with a fireplace, built-ins and sliding doors that open to the expansive flat backyard, as well as a fourth bedroom and laundry room. Recent updates include new roof, well pump, driveway repaved, reverse osmosis system, and a/c. Located in a sought-after South Wilton neighborhood, this home offers easy access to both town center, highway and commuting train.

49 Heather Ln, Wilton
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24171729 MLS
Classic Colonial Split with beautiful water views of Horseshoe Pond, ideally set in the heart of Wilton with the rare convenience of walking to town. Enjoy privacy and charm on a beautifully landscaped, fenced-in backyard, while being just moments from the NRVT, shopping, transportation, and major roadways. Sun-filled and thoughtfully designed, the main level offers an easy flow for everyday living and entertaining. The spacious eat-in kitchen features gorgeous new quartz countertops and backsplash and opens to the backyard deck and flagstone patio, creating seamless indoor-outdoor living. Additional highlights include a formal dining room with chair rail and bay window, a living room with a wood-burning fireplace, and a private lower-level retreat with full bath and separate entrance. With 4 bedrooms, 3 full baths, TOWN WATER, and the convenience of Wilton's town electric grid, this much-loved and well-maintained home is ready for its next owner to enjoy as much as the current owners have for the past 31 years.

73 Wolfpit Rd, Wilton
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24169308 MLS
Welcome to award-winning Wilton, CT and 79 Pipers Hill Road. This stunning 4 bedroom home will win you over the moment you walk through the door. Thoughtfully maintained and full of desirable upgrades, this property offers the perfect balance of comfort, functionality, and charm. Highlights include a Generac generator, brand new roof, brand new septic, central air, a two-car garage, and a CPS well pump designed to increase water pressure. The spacious eat-in kitchen is ideal for everyday living and entertaining, offering plenty of room for the home chef to create and gather with family and friends. During the cooler months, enjoy relaxing evenings around the cozy fireplace, creating the perfect atmosphere for comfort and connection. Step outside to your expansive deck where you can entertain, unwind, or host summer gatherings. If you're a self-proclaimed Grill Master, you'll appreciate that plumbing is already in place for your grill. Need a dedicated workspace? The finished walk-out lower level offers excellent flexibility and is perfectly suited for a home office, gym, or additional living space. At this market position, 79 Pipers Hill Road truly offers it all-space, upgrades, and the opportunity to create lasting memories in one of Fairfield County's most desirable communities. Come experience all that this wonderful home has to offer.

79 Pipers Hill Rd, Wilton
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 24188546 MLS
BEST AND FINAL 7/21 3:00PM. Welcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic style meets a breathtaking modern evolution. Step inside and immediately feel the light filled, open concept design.Transformed from the bottom up, this 4 Bedroom RR blends sleek sophistication with the warmth of a true forever home. Every upgrade has been thoughtfully redesigned - new, spacious sanctuary that is the Primary En suite addition. New 3rd garage bay for the car enthusiast. City Water. NEW Propane heat system. All bathrooms updated. NEW HVAC/Central Air. All redesigned with luxury finishes to elevate your daily living, offering a perfect sanctuary for a modern lifestyle. The fluid, open layout invites flexibility whether hosting dinner parties or enjoying quiet weekend mornings on your private, maintenance free Trex deck. This home offers turn key peace of mind with completely fenced in property, creating a secure private paradise where kids and pets can roam freely while keeping deer and other wildlife out to protect your professional landscaping. Main Level offers a formal LR with hardwood, formal Dining Space and beautiful EIK with SS appliances and granite counters. 3 Beds and 2 full Baths. Lower Level is finished with 4th Bedroom, Family Room with fireplace with sliders to under porch covered patio. Laundry Room and 1/2 Bath plus plenty of storage closets with direct access from 3 car garage. Just unpack to enjoy Award Winning schools and more!

1 Wilton Acres, Wilton
$1,210,000
4 Beds ⋅ 4 Baths ⋅ 24152217 MLS
Beautiful large rambling brick ranch home in a beautiful setting on coveted Ruscoe Road. Large finished basement with an in-ground pool and full kitchen with fireplace. Four larger, light & bright bedrooms with lovely hardwood floors throughout. Oversized kitchen on main floor with fireplace and living room also with a fireplace. Well maintained throughout and quite the home for large gatherings. Light & bright home with extensive windows bringing the outside in. Gorgeous property with many plantings. Situated down a long driveway with privacy, yet only 7 minutes to Wilton Town Center. A unique opportunity to enjoy an incredible and cool home!

78 Ruscoe Rd, Wilton
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24169957 MLS
Welcome to 141 Cavalry Road, a 4-bedroom colonial on 2.16 private acres in Wilton's southeast corner, bordering Weston and Westport. The main level centers around an open flow of living room with fireplace, formal dining room, and kitchen with appliances under 3 years old. The dining room opens to a screened porch with jalousie windows and sliding door to the large deck. The family room features a 2nd fireplace with a striking brick accent wall. Also on this level: a dedicated office, half bath, and main floor laundry with a laundry chute from the second floor linen closet. There are hardwood floors throughout most of these spaces. Upstairs, the primary suite offers vaulted ceilings, a walk-through closet, and a reading nook. Three additional bedrooms and two fully renovated bathrooms (2024) complete the upper level. The walk-out basement is spacious, fully waterproofed with trench drains and sump pump, and ready to be finished. The backyard is level and serene, with full privacy from neighbors, and birds chirping all spring. Host barbecues on the deck and patio, or kick a ball around, the options are endless. There is a large attic adjacent to the bedrooms and a two-car garage. The home has easy access to the Merritt Parkway, the Westport YMCA, downtown Weston, and more. Located in Wilton's closest neighborhood to Westport train station, this home offers privacy and convenience in one of Fairfield County's most desirable towns.

141 Cavalry Rd, Wilton
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 24151997 MLS
Welcome to 349 Mountain Road, a charming Wilton Colonial set on a private cul-de-sac and over 2 acres of serene grounds. A light-filled floor plan features a butcher block kitchen that flows into a spacious family room with a wood-burning stove. The home offers a formal living room with a wood-burning fireplace, formal dining room, a primary suite with refreshed Carrara marble bath, and three additional bedrooms. A finished lower level adds flexible living space, while outdoor highlights include a vegetable garden and three-stall barn and a newly added patio with firepit and swing. Enjoy easy access to Ridgefield, Georgetown, and Westport-plus Wilton's beloved local coffee shops, dining, and amenities-all within Wilton's top-rated school district.

349 Mountain Rd, Wilton
$1,190,000
3 Beds ⋅ 3 Baths ⋅ 24171732 MLS
2500 sq ft South Wilton Ranch with High-End Finishes Throughout, this beautiful home has been completely rebuilt down to the studs, offering a seamless blend of modern luxury and thoughtful design. Privately set back from the road, the home is approached by a long driveway and enhanced by newly installed deer fencing and gated entry, creating a serene and secure setting. Ideally located in South Wilton, just minutes to town, shopping, and commuting routes. The spacious primary suite features a vaulted ceiling, oversized dual walk-in closets, and a spa-inspired bath with radiant heated floors and dual vanities. At the heart of the home is a state-of-the-art kitchen equipped with Energy Star appliances, designed for both everyday living and effortless entertaining. The finished lower level offers exceptional flexibility and can be utilized as a bedroom, playroom, or home office, complete with a wine cellar and tasting bar-perfect for hosting or relaxing in style. Step outside to a private outdoor entertainment area featuring a custom built-in barbecue, ideal for outdoor dining, all surrounded by mature specimen plantings. Additional highlights include new garage doors along with a fully automated irrigation and sprinkler system servicing both front and back yards.

192 New Canaan Rd, Wilton
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 24177823 MLS
Tucked away at the end of a long private driveway in Wilton's desirable Thunder Lake neighborhood, this charming center hall Colonial offers exceptional privacy and tranquility. Set on 2.45 acres and surrounded by protected state land, the property enjoys a secluded setting while remaining just minutes from shopping, dining, schools, and everyday conveniences. Beautiful hardwood floors run throughout the home. The main level features a spacious living room, formal dining room, and an inviting family room with a wood-burning fireplace and sliders leading to an expansive deck overlooking the private backyard and gazebo. The centrally located kitchen offers views of the private setting and convenient access to the home's gathering spaces and outdoor living areas. Upstairs are four generously sized bedrooms, including a primary suite, along with an oversized great room offering flexibility as a potential fifth bedroom, home office, media room, or guest space. The finished lower level includes a dry bar and additional living space, while a large workshop and storage area with exterior access provides endless possibilities. Recent improvements include a freshly painted exterior, new main roof, new HVAC system, and new flooring. Enjoy easy access to nearby Weir Farm National Historical Park and Wilton Town Forest with miles of scenic trails. A rare opportunity to enjoy space, privacy, and convenience in one of Wilton's most sought-after locations.

250 Thunder Lake Rd, Wilton
$1,160,000
4 Beds ⋅ 3 Baths ⋅ 24155517 MLS
Lovely and conveniently located along the North-South route connecting Wilton and Westport, this Colonial home is a rare opportunity to own a preserved piece of early American history. The home originally dated to 1726 and rebuilt in 1931 was later relocated to Downe Lane a highly sought after South Wilton Cul de sac in a neighborhood w/ easy access to highways, Metro-North and downtown Wilton. Combining historic character and thoughtful modern updates the expansive front lawn and exquisite covered porch with curved portico frame the home, along with a beautifully designed walkway. Inside the exposed framework of an early house reveals hand-hewn beams, wide plank floors, and ornamental staircase. An impressive living/dining space centers around the original 18th-century fieldstone fireplace, adjacent to a sun-filled, custom country kitchen and a cozy, dedicated office. The Modern wing is a versatile space bathed in natural light w/glass slider walls offering relaxing views and access to the rear patio and firepit, cathedral ceiling, wood-burning stove, skylights, and full bath. Upstairs, a cozy retreat features 4 charming bedrooms, each thoughtfully arranged boasting wide board floors and exposed beams plus two remodeled baths. Walk-up attic has flexible possibilities. Numerous updates including Roof (2024) indirect hot water heater ('26)propane fired boiler, hydro Air units ('18/19) electrical upgrades ('25). Enjoy life north of NYC and all the amenities Wilton has to offer.

6 Downe Ln, Wilton
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 24176715 MLS
BEST AND FINAL Monday 6/8 at 4PM. Spacious 3 Bedroom over sized Cape/Colonial, with all bedrooms on the second level. Located at the end of a quiet walkable street in South Wilton, surrounded by lush woods, great privacy, minutes from town with CITY WATER! Light filled Eat in Kitchen boasts Sile Stone counters and seating at large island, farm sink, tons of cabinetry and storage space. Spacious and airy first floor living includes Family Room with built ins, Dining Room, Living Room with wood fireplace, all with gleaming hardwood. Convenient Den/Office adjacent to the Kitchen. Side door entry right from garage lands you in Mudroom with main floor Laundry. This bright, sun drenched First Floor includes Full Bath. Second Floor surprises with extra large Primary, huge walk-in closet and sitting areas with ceiling fan. Two additional bright bedrooms, both with walk-in closets, and one with sweet ballet corner-think flooring and mirror for yoga, pilates, meditation or creative play. Large sparkling white Full Bath, with two sinks and shower/tub. Fantastic Lower Level, finished for Media/Rec/Playroom. Amazingly beautiful grounds, overlooked from back patio, showcases professional landscaping, huge flat back and side play areas. You would never believe this was .36 acres! Over-sized detached 1-car garage with shed. Minutes from shopping, restaurants, trains, highways, Westport, Norwalk and the NRVT! Award winning Wilton Schools. Beautiful, walkable neighborhood. 4 bedroom septic.

18 Deerfield Rd, Wilton
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 24168315 MLS
Welcome to this beautifully updated split-level home in the highly desirable town of Wilton Thoughtfully renovated, this 3 bedroom, 3 full bath home offers a seamless blend of modern style and everyday comfort. The open-concept main level is filled with natural light and designed for today's lifestyle, connecting the living, dining, and kitchen areas with ease. The kitchen features quartz countertops, stainless steel appliances, and a spacious center island-perfect for both casual dining and entertaining. Upstairs, you'll find generously sized bedrooms, including a comfortable primary suite, along with well-appointed bathrooms that reflect the home's updated aesthetic. Set on a private, level property, the outdoor space offers a peaceful retreat with plenty of room for relaxation, play, or entertaining. Enjoy the best of both worlds-privacy and convenience-just minutes from Wilton's town center, commuting routes, and top-rated schools. This well-maintained, move-in ready home presents a wonderful opportunity to enjoy all that Wilton living has to offer.

99 Rivergate Dr, Wilton
$1,135,000
3 Beds ⋅ 3 Baths ⋅ 24155296 MLS
This sophisticated contemporary home offers an airy design filled with natural sunlight and striking architectural details that beautifully capture the surrounding landscape. Vaulted tongue-and-groove ceilings and an open floor plan create a seamless flow, while the dramatic living room is anchored by a floor-to-ceiling brick fireplace and a wall of sliders leading to an expansive deck with scenic, panoramic views. The dining room connects effortlessly to a thoughtfully designed kitchen with a distinctive mid-century modern aesthetic, ideal for both everyday living and entertaining. The generous primary bedroom suite serves as a private retreat, featuring serene views and a screened-in porch, perfect for morning coffee or relaxing weekends while taking in breathtaking sunsets. A spacious office with oversized windows makes WFH easy. The lower level offers two additional bedrooms and a spacious family room with patio access, providing excellent indoor-outdoor living and entertaining opportunities. A cozy fireplace creates the perfect setting for games, gatherings, or quiet evenings at home. A full bath and laundry/utility room, complete the lower level. Unique and inviting, this exceptional home seamlessly brings the outdoors inside, offering peace, tranquility, and ever-changing seasonal views from nearly every room. Experience nature, comfort, and contemporary living in one spectacular setting.

51 Deer Run Rd, Wilton
$1,112,000
4 Beds ⋅ 3 Baths ⋅ 24182637 MLS
PLEASE SUBMIT ALL OFFERS BY MONDAY 6/29 at 5pm to Lynne Murphy. Set along the banks of a peaceful river on a level, professionally landscaped 1.10-acre lot, this enchanting 1953 Cape Cod estate seamlessly blends timeless New England charm with modern comfort. From the moment you arrive, the in-ground concrete pool creates a private resort-like setting, while the tranquil riverfront backdrop offers a rare sense of serenity and connection to nature. Inside, the expansive 3,024-square-foot residence showcases wide-board hardwood floors, rich architectural character, and thoughtfully designed living spaces. At the heart of the home, a spectacular living room features a soaring vaulted ceiling, exposed beams, custom built-ins, and a welcoming fireplace, creating the perfect gathering space for family and friends. The beautifully updated galley kitchen is designed to inspire, featuring elegant marble and butcher block countertops and premium appliances, including dual double wall ovens and a Sub-Zero refrigerator. Just beyond, the stunning sunroom serves as a year-round retreat, where rustic beams, stone flooring, and walls of glass frame picturesque views of the gently flowing river. The main level is thoughtfully arranged for comfortable living and features two bedrooms, including a luxurious primary suite with a spa-inspired bath complete with a clawfoot soaking tub and glass-enclosed shower.

211 Newtown Tpke, Wilton
$1,105,000
3 Beds ⋅ 3 Baths ⋅ 24152097 MLS
Welcome to 25 Cherry Lane ~ This charming 3 bedroom, 2 1/2 bathroom expanded ranch is filled with timeless appeal. Old-world charm greets you the moment you step inside the beautifully appointed living room with a wood burning fireplace creating a cozy and welcoming gathering space. The gourmet eat-in kitchen with vaulted ceiling is bathed in natural light and is truly the heart of the home with its welcoming design that makes cooking and entertaining a joy. The loft is ideal for a home office, reading nook, or creative space tailored to your lifestyle. Additionally, the family room and dining room both with built-ins complete this rare opportunity in South Wilton. Thoughtful details and tasteful finishes throughout plus easy one floor living makes this home move in ready. This property also offers an exceptional opportunity for gardening enthusiasts. It features a fully fenced-in garden creating an optimal environment for nurturing a wide range of plants, making it the perfect spot for anyone who enjoys spending time outdoors and tending to their garden. HIGHEST AND BEST DUE MONDAY MARCH 2ND AT 6 PM.

25 Cherry Ln, 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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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

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