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120 Chestnut Hill Rd, Wilton
$1,417,000
5 Beds ⋅ 4 Baths ⋅ 24163741 MLS
Historic charm meets modern updates in this timeless Federal Colonial Revival home set on 1.7 flat, usable acres in desirable South Wilton. This 5 bedroom home blends antique character with thoughtful renovations, including a brand new chef's kitchen. Preserved original details throughout, including wide plank hardwood floors, custom built ins and wet bar, and three wood burning fireplaces that create warmth and an inviting atmosphere. A separate studio with additional wood burning fireplace is ideal for a home office or creative retreat. Flexible layout suited for today's lifestyle with key updates including new kitchen (2024), bathroom renovations (2019), roof (2019), oil tank (2024) and hot water tank (2024). The beautiful, park-like property offers exceptional outdoor potential and privacy while still being very accessible. Convenient to Merritt Parkway and Metro North. Wilton Center 8 minutes, Westport 8 minutes, Cranbury Park (a 227 acre public park with scenic trails) 3 minutes.

120 Chestnut Hill Rd, Wilton
2 Pheasant Run Rd, Wilton
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 24177546 MLS
Welcome to 2 Pheasant Run, a meticulously maintained Cape-style residence set in a picturesque and peaceful setting that offers the perfect balance of privacy, comfort, and convenience. Designed for both relaxation and entertaining, the expansive wraparound deck overlooks a level backyard framed by mature trees, creating an inviting outdoor retreat. Inside, the thoughtfully designed main level features a bright white kitchen that opens seamlessly to a spacious family room with a fireplace, as well as a generously sized dining room ideal for gatherings. A separate music room and private office provide flexible spaces that can easily be customized to fit your lifestyle.The first-floor primary suite serves as a tranquil sanctuary, complete with sliding doors to the deck, dual closets, and a stunning recently renovated bath featuring double vanities and a dramatic glass-enclosed shower. Oversized windows throughout the home fill the interior with natural light. The upper level offers 3 additional bedrooms, a full bath, and 2 large walk-in attic spaces that provide exceptional storage. The finished lower level expands the living space with a large family room featuring a fireplace and bar area, a separate room ideal for a playroom or fitness space. There's also a laundry room & multiple unfinished storage areas. Offering a rare combination of space, privacy, and functionality, this exceptional home is conveniently located minutes from town, train, top-rated schools & highways.

2 Pheasant Run Rd, Wilton
58 Kent Rd, Wilton
$1,345,000
4 Beds ⋅ 3 Baths ⋅ 24183735 MLS
Highest and Best by Noon on Saturday, 6/27. Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and abundant natural light create an inviting atmosphere. The kitchen is a cook's delight. It is updated with white cabinets, white granite countertops and gas stove, two sink areas, and a large center island with stools. There is also a breakfast nook, with lots of light and garden views. A garage with a studio above offers exceptional versatility for a home office, creative space, gym, or overflow guest space. Outside, enjoy a private backyard oasis complete with a patio, mature landscaping, and charming stone walls, ideal for outdoor dining, entertaining or simply relaxing in a peaceful setting. Conveniently located near Wilton's award-winning schools, town center, commuting routes, and local amenities, this special property offers the best of country living with modern convenience.

58 Kent Rd, Wilton
270 Old Grumman Hill Rd, Wilton
$1,336,000
2 Beds ⋅ 4 Baths ⋅ 24180489 MLS
ALL OFFERS MUST BE SUBMITTED BY 11AM 6/9/2026. THANK YOU! A Rare Gem in a Serene Setting... This thoughtfully renovated South Wilton home is nestled in a quiet neighborhood on a private, sunlit lot. The beautifully landscaped yard creates a peaceful retreat while conveniently close to local amenities. This turn-key home boasts hardwood floors, high ceilings, large windows and natural light throughout. On the main level, the chef-inspired kitchen features an oversized stone island, perfect for gathering and entertaining. The impressive stone fireplace adds warmth and character to the living space. Down the hall is your ensuite primary bedroom and a second bedroom as well as a full bath. The large and light-filled den, currently used as an office, has a 1/2 bath adjacent. Step outside to enjoy the screened-in porch and oversized deck overlooking breathtaking scenery and a large, fenced-in wooded area. Or step onto the back yard patio to relax in nature. The lower level is a fabulous living space, including an expansive mudroom entry, large family room with wood burning fireplace, full bath and additional room with ample closet space. With generous storage, an oversized garage, and numerous updates, this exceptional home combines comfort, privacy, and convenience in a highly desirable location. Minutes away are wonderful restaurants, shopping, theatre, entertainment, train station and schools.

270 Old Grumman Hill Rd, Wilton
75 Ledgewood Dr, Wilton
$1,330,000
4 Beds ⋅ 3 Baths ⋅ 24204965 MLS
75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple spaces to dine, entertain or simply enjoy the private, natural surroundings. Meticulously maintained, 75 Ledgewood combines the privacy of a tucked-away setting with the convenience of desirable South Wilton - minutes to town, top-rated schools and commuter routes to NYC.

75 Ledgewood Dr, Wilton
18 Edith Ln, Wilton
$1,300,000
5 Beds ⋅ 3 Baths ⋅ 24164771 MLS
BEST AND FINAL BY MONDAY, 4/27 AT NOON. Welcome to this beautifully maintained 5-bedroom Cape Cod Colonial, perfectly situated on over an acre of flat, usable property in desirable South Wilton. This turnkey home is in mint condition and offers the ideal blend of classic charm and modern updates. Inside, you'll find gleaming hardwood floors throughout and a thoughtfully designed layout featuring three fully updated bathrooms. The spacious kitchen is a true highlight, appointed with quartz countertops, a premium Viking gas stove, wall oven, microwave, dishwasher, and refrigerator. An inviting dining area with sliders opens seamlessly to the deck, creating the perfect setting for indoor-outdoor living and entertaining.A standout feature of this home is the legal one-bedroom apartment with its own private entrance-ideal for extended family, guests, or rental income. This space can easily be incorporated back into the main home if desired, offering flexibility to suit your needs.Additional features include a lower level with a two-car tandem garage, central air conditioning, and ample storage. The expansive property provides endless possibilities for recreation, gardening, or future enhancements. Conveniently located with easy access to the train, major highways, town center, and top-rated schools, this home offers both tranquility and accessibility. A rare opportunity to own a move-in ready home in one of Wilton's most sought-after locations. Shed sold "as is"

18 Edith Ln, Wilton
113 Range Rd, Wilton
$1,290,000
3 Beds ⋅ 3 Baths ⋅ 24164761 MLS
Prime location! Privacy! You can truly have it all with this light-filled Cape-style house in coveted South Wilton. The tranquil setting is one mile from the popular, lively town center and top schools. Easy access to NYC, just over an hour away via the Merritt, I-95, or the Metro RR at South Norwalk. Perfectly situated near the arts district and popular restaurants in Norwalk, Westport, and New Canaan, and 20 minutes to the beaches. This home has a classic exterior with original stone features with brand new Hardie Board siding. The interior boasts a spacious, open living plan with elegant, inspired upgrades and additions designed by a top-notch architect. This effortless flow creates a welcoming atmosphere throughout. The new "Zen" room with a peaked ceiling features walls of glass blurring the line between indoors and out, creating a retreat-like setting year-round. It leads onto an oversized deck perfect for outdoor dining and entertaining, surrounded by a bucolic landscape. The bright kitchen with sleek island, updated appliances, and smart upgrades elevate everyday living. Bathrooms have been beautifully refreshed, including a newly added charming ensuite. Major improvements include a 5-zone mini-split HVAC, upgraded electrical and lighting, new water heater, new filtration system, and more! Recent exterior upgrades also include a striking flagstone path and vibrant landscape. This much-loved home is ready to welcome you.

113 Range Rd, Wilton
61 Range Rd, Wilton
$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
149 Wolfpit 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
73 Wolfpit Rd, 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 Wilton Acres, 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
141 Cavalry 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
192 New Canaan 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
6 Downe Ln, 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
18 Deerfield Rd, 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
512 Belden Hill Rd, Wilton
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 24191982 MLS
Nestled among the trees in desirable South Wilton, this architecturally significant mid-century modern contemporary offers timeless design, privacy, and comfort. Inspired by Frank Lloyd Wright's School of Design at Taleisin. Offering approximately 2,700 square feet, this 3-bedroom, 2.5-bath residence is filled with natural light from expansive windows and sliding glass doors that seamlessly connect the interior with the surrounding landscape. A dramatic living room features vaulted ceilings, exposed wood beams, built-in shelving, and a striking stone fireplace. The adjoining dining room flows into the kitchen and inviting family room with a wood-burning fireplace and sliders to the deck and private backyard. The spacious primary suite is a true retreat with its own fireplace, sitting area, walk-in closet, private deck access, and spa-inspired bath with soaking tub, oversized shower, double vanity, skylight, and water closet. Two additional bedrooms, hardwood floors, an attached two-car garage, and a full unfinished basement provide flexibility and abundant storage. Conveniently located just minutes to Metro-North, major commuting routes, Wilton Center, and award-winning schools, this is a rare opportunity to own an architecturally distinctive home in one of Fairfield Counties favorite towns.

512 Belden Hill Rd, Wilton
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
51 Stonebridge Rd, Wilton
$1,080,000
4 Beds ⋅ 3 Baths ⋅ 24205676 MLS
Welcome to 51 Stonebridge Road, a charming four-bedroom, 2.5-bath home set on 1.52 beautiful acres in a peaceful South Wilton setting. Lovingly cared for by the same family for more than five decades, this special property is tucked away on a quiet cul-de-sac abutting Aspetuck Land Trust protected open space, offering exceptional privacy. Inside, hardwood floors, abundant natural light and a fireplace add warmth and character. A French door from the living room opens to a spacious patio and level backyard, while the dining room leads to a deck and additional patio, perfect for morning coffee. The sun-filled kitchen features a skylight, ample cabinetry and granite-topped island. A heated, finished walk-out lower level with half bath and separate entrance offers flexible living space, while the bonus room above the garage is ideal for a home office. A whole-house generator and new furnace installed in 2025 add peace of mind. Minutes to Wilton Town Center and Metro-North, approximately 2.5 miles to the Merritt Parkway, with convenient access to Westport's train station, shopping and dining. A rare opportunity to enjoy the privacy, natural beauty and timeless Wilton charm of this special property.

51 Stonebridge 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
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
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
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
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
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
74 Hurlbutt St, Wilton
$870,000
4 Beds ⋅ 3 Baths ⋅ 24175372 MLS
Nestled on a gorgeous, prime piece of property in one of Wilton's most sought-after locations, this 4 bedroom, 3 full bath ranch offers an exceptional opportunity to create your dream home. Set within one of Connecticut's top-rated school districts and a highly desirable commuter location, this property combines convenience, charm, and endless potential. The home features an easy one-level ranch-style layout with great flow, large sun-filled windows, and bright natural light throughout. A welcoming living space showcases built-in bookshelves surrounding the fireplace, adding warmth and character to the home. The dining room is ideally situated just off the spacious kitchen, creating a wonderful flow for both everyday living and entertaining. Featuring cathedral ceilings and an abundance of natural light, the space feels open, airy, and inviting. The large kitchen offers excellent storage, a center island, and tremendous potential to design the kitchen of your dreams while taking full advantage of the home's functional layout and bright, welcoming atmosphere. The main level of the home offers the ease and convenience of a spacious primary suite complete with a full ensuite bathroom and laundry. Two additional bedrooms with hardwood flooring and another full bathroom complete the main level.

74 Hurlbutt St, Wilton
30 Bittersweet Trl, Wilton
$795,000
4 Beds ⋅ 3 Baths ⋅ 24177784 MLS
Tucked away on a private, serene wooded setting in sought-after South Wilton, this beautifully updated home offers the perfect blend of tranquility and convenience. Enjoy the peaceful sounds of a babbling brook while being just minutes to the train to NYC, major highways, top-rated schools, Wilton Center shopping, and dining. Set on just shy of an acre, the home features a brand-new renovated kitchen, updated bathrooms, hardwood floors, new stainless steel appliances, a spacious primary suite with walk-in closet, and a huge two-car garage. A rare opportunity to enjoy blissful privacy surrounded by nature without sacrificing commuter convenience. Location, location, location.

30 Bittersweet Trl, Wilton
9 Lambert Cmn Unit 9, Wilton
$775,000
2 Beds ⋅ 3 Baths ⋅ 24206032 MLS ⋅ Lambert Common Condo BLDG.
Welcome to 9 Lambert Common-an immaculate, beautifully upgraded townhouse in a premier South Wilton location. Offering 1,615 SF above grade, this 2-bedroom, 2.5-bath home features a private no-step entry, hardwood floors throughout & spacious floor plan. The remodeled kitchen offers white cabinetry, stone counters, stainless appliances, tile backsplash & generous workspace, opening to an oversized living/dining area with wood-burning fireplace & sliders to a private stone patio. Mature landscaping & green space beyond create a peaceful outdoor setting. Upstairs, two exceptionally spacious bedrooms include a primary suite w/ remodeled private bath & dual closets in both w/ custom systems. An updated hall bath, linen closet, & upper-level laundry complete the 2nd floor. Additional highlights include a remodeled powder room, Andersen wood-frame windows, Trane HVAC, AO Smith hot water heater & full unfinished basement offering excellent storage. The HOA recently installed a new roof. An assigned parking space is directly outside the front door, with a detached garage nearby. Lambert Common offers a peaceful, established setting w/ easy access to Wilton Center, Westport, New Canaan, Metro-North, shopping, dining & major routes. Beautifully remodeled, meticulously maintained & thoughtfully upgraded, 9 Lambert Common offers an impressive combination of space, privacy & convenience. A truly special opportunity to enjoy turnkey living in one of South Wilton's premier settings!

9 Lambert Cmn Unit 9, Wilton

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