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$1,635,000
4 Beds 3 Baths 24172737 MLS
Beautifully constructed and thoughtfully designed, this exceptional 4-bedroom, 3-bathroom single-level home is privately set on a landscaped 0.70-acre cul-de-sac lot just minutes from downtown Wilton and the Norwalk River Valley Trails. Designed for today's lifestyle, the modern open-concept floor plan seamlessly blends indoor and outdoor living. The stunning chef's kitchen features a large quartzite center island, high-end stainless steel appliances, and abundant workspace - opening directly to an expansive outdoor deck ideal for entertaining and overlooking the flat, professionally landscaped backyard. The main living area offers an expansive entertaining space with fireplace and dining area, all positioned to enjoy beautiful backyard views. Adjacent to the kitchen is a cozy family room along with a flexible fourth bedroom or home office featuring stylish barn doors for privacy, a full bathroom, mudroom separate side entrance. The private bedroom wing includes three additional bedrooms, a separate laundry room, and a luxurious primary suite complete with tranquil backyard views, a spacious walk-in closet, and a custom-designed spa-like bathroom with double vanity and oversized shower. The lower level offers a large two-car garage with electric vehicle charger, extensive storage space, and a full unfinished basement ready to become a gym, recreation area, media room, or additional living space tailored to the next owner's needs.

8 Gaylord Dr S, Wilton

$1,610,000
4 Beds 4 Baths 24187681 MLS
Nestled on two private acres in a desirable South Wilton neighborhood, this inviting home offers a rare combination of privacy, comfort and exceptional indoor-outdoor living. At the heart of the home is a dramatic cathedral-ceiling great room that serves as the centerpiece for everyday living and entertaining. Adjacent living spaces flow naturally to a spacious screened porch with a cedar ceiling and an expansive 36-foot cedar deck overlooking the pool, patios, and mature landscaping. Together, these spaces create a private backyard retreat designed for gathering with family and friends, outdoor dining, and relaxing throughout the seasons. The kitchen features stone countertops, quality cabinetry and views of the backyard and pool, keeping the home's most important living spaces connected to the outdoor setting. The primary suite includes an updated bath, while additional bathrooms have been thoughtfully refreshed for modern comfort. A welcoming living room with a wood-burning fireplace and a spacious dining room provide comfortable gathering spaces for family and guests. A walk-out lower level with a full bath has direct access to the backyard and pool area enhancing the home's versatility. Ideal for a recreation room, media, home office, fitness area, or guest space. Surrounded by mature landscaping and set well back from the road, the property offers a sense of privacy while remaining just minutes from Wilton Center, award-winning schools, Metro-North train, I95, Merritt.

47 Pine Ridge Rd, Wilton

$1,610,000
5 Beds 3 Baths 24178624 MLS
A note from the owners of 183 Range Road - "Our family has created so many fantastic memories at the Holmes House! The original structure was built c.1860 and is steeped in history & timeless New England charm with stunning features such as the oversized hearth, wide-plank floors, beamed ceilings & an original staircase. The later additions & updates maintain architectural integrity but provide all the modern conveniences. Set on 1.5 acres, the property has many beautiful plantings & an expansive lawn where on many occasions, our children have celebrated with dozens of friends. We've hosted Thanksgiving dinner with 24 guests seated at the table & preparing the meal in our newly renovated chef's kitchen with gas cooking & stainless-steel appliances was pure joy. The large family room is our favorite spot to gather for movies, games & quiet evenings at home. The primary bedroom suite features a full bath & walk-in closet. There are 4 more bedrooms of varying sizes plus 2 additional full baths, an office, mudroom with loads of closet space & a laundry room. Farmers at heart, we built a greenhouse & installed a vegetable garden, chicken coop (love the fresh eggs) & bunny hutch. Nights around the fire pit are the best! The large barn provides workshop or studio possibilities & exceptional storage. Central air services part of the home. Being close to Wilton Center, schools, the train & major routes has been so convenient. We hope you will enjoy the Holmes House as much as we have!

183 Range Rd, Wilton

$1,600,000
5 Beds 5 Baths 24160608 MLS
Grand Colonial in highly sought-after South Wilton, ideally located minutes to the train station, a 15 minute drive to S. Norwalk train and walking distance to the Wilton Center. This impressive 5-bedroom home offers exceptional space and flexibility to suit a variety of lifestyles, with generously sized bedrooms throughout. Hardwood floors flow seamlessly, complementing the expansive kitchen designed for the serious chef. A private library provides a quiet retreat and a large family room with vaulted ceiling is perfect for entertaining, relaxing, or everyday living. Upstairs boasts an oversized primary bedroom suite with spa-like bath and large walk-in closet. 4 additional bedrooms and another large room currently used as an office complete the second level. A walk-up attic offers abundant storage, while the unfinished walk-out lower level presents incredible potential-complete with a fireplace (one of four in the home) and plumbing already in place for an additional bath. Privately set at the end of a driveway and surrounded by nature, this property offers both tranquility and usability with a level backyard ideal for play or outdoor gatherings. Enjoy seamless indoor-outdoor living with a deck accessible from both the kitchen and family room. A three-car garage adds convenience and additional storage. A rare opportunity in a premier location-homes like this do not come along often. Don't miss it! "As is"

53 Wolfpit Rd, Wilton

$1,585,000
4 Beds 3 Baths 24165720 MLS
Unique "Antique" Expanded Cape, brimming with charm and character, featuring wide-plank wood floors, wooden beams and three working fireplaces. The spacious living room and dining room flow into an eat-in "country-style" chef's kitchen, offering double sinks, double dishwashers, two wall ovens and custom cabinetry; along with a wetbar, just around the corner, perfect for dinner parties and/or your morning coffee station. The vaulted ceiling family room with wood burning stove leads way to a stone patio with six-person hot tub; the perfect end to a long day! Home office with built-ins, first floor bedroom and a full, updated bath make entertaining a breeze. Upstairs, you'll find three generously-sized bedrooms, including a primary suite with its own full bath, double sinks and radiant heated floors. Additional updates include: New C/A (2024), Exterior Paint (2024), Interior Paint (24'/26') Kitchen Appliances (23'/24'/25'), First floor shower (2025). Two-car attached garage, abundant storage space, copper gutters, exterior shed and professionally landscaped grounds with seasonal blooms, make this the perfect countryside retreat. Private access through the rear, fenced-in yard to Cherry Lane Park, a 50-acre town park with walking trails and pond. Conveniently located with easy access to the Merritt Parkway, Route 7 and I95, and minutes away from Wilton Center and Downtown Westport make this a rare opportunity, you don't want to miss. Schedule an appointment to preview to

146 Dudley Rd, Wilton

$1,550,000
4 Beds 4 Baths 24165561 MLS
Welcome to this exceptional luxury Colonial in the heart of South Wilton, where convenience, comfort, and timeless style come together. Enjoy the rare ability to walk to the town center, train, library, grocery store, restaurants, and scenic walking trails, making everyday living both easy and connected. This home offers a flexible lifestyle for commuters, weekend escapes, and year-round enjoyment. Meticulously maintained and thoughtfully renovated, this move-in ready home features hardwood floors throughout the first level and a warm, inviting layout that works as well for quiet nights as it does for entertaining. Relax in the expansive family room with a cozy gas fireplace, or host memorable dinners in the dining room with its classic wood-burning fireplace and doors opening to an expansive back deck. The gourmet eat-in kitchen is the true heart of the home, outfitted with top-of-the-line appliances, granite countertops, a double oven, gas cooktop, and generous space for gathering, cooking, and casual meals. Upstairs, the large primary suite offers a peaceful retreat with a spa-like bathroom featuring a jetted soaking tub, separate shower, and dual sinks. Updated bathrooms throughout add a clean, modern feel. A huge, light-filled playroom with a large loft provides flexible space for recreation, work, or creative use.

34 Horseshoe Rd, Wilton

$1,525,000
4 Beds 3 Baths 24121245 MLS
Beautifully maintained 4BR/3BA Colonial set on a quiet cul-de-sac in central Wilton. Offering 4,000+ sq ft of living space, this home combines classic charm with thoughtful updates. The spacious eat-in kitchen features a Monogram appliance suite with double ovens, gas cooktop, warming drawer, glass-front cabinetry, and a pantry. A large den with vaulted ceilings and a fireplace provides a warm gathering space, while the sunroom, framed by three walls of windows, fills the home with natural light and opens directly to the deck, inground saltwater pool, patio, and pergola. A first-floor full bath, mudroom with radiant heat, laundry room, and seamless indoor-outdoor flow add everyday convenience. Upstairs, the Primary Suite includes a renovated spa bath with radiant heat and a walk-in closet, alongside three additional bedrooms and an updated hall bath. The finished lower level offers versatile recreation space and abundant storage. Exterior highlights include manicured lawns and a generator. Ideally located less than 5 minutes to schools, train, and town center. Seller asks for best and final offers at 5PM on Monday, Sept 8th.

37 Old Wagon Rd, Wilton

$1,500,000
4 Beds 3 Baths 24178340 MLS
Classic 4-bedroom, 2.5-bath Colonial offers the perfect combination of comfort, functionality, and convenience. Featuring an open floor plan with 9+ ft ceilings, hardwood floors, central air, city water, and sewer, this home is designed for today's lifestyle. The light-filled family room with gas fireplace opens to the gourmet kitchen featuring granite countertops, center island, stainless steel appliances including a gas range, and casual dining area with access to the private patio-ideal for entertaining. A formal living room, dining room, half bath, and remodeled laundry/mudroom complete the main level. Upstairs, the primary suite includes a walk-in closet and spacious bath with soaking tub, oversized shower, and double vanity. Three additional bedrooms and a full hall bath complete the second floor. The finished lower level provides flexible space for a playroom, office, gym, or media room. Notable improvements include new hardwood floors throughout, crown moldings, interior doors and hardware, upgraded lighting, kitchen backsplash, remodeled laundry room, custom closet systems, and finished basement. Major mechanical updates include new furnace and central air system (2023), new hot water heater (2024). Exterior improvements include house painting in 2024 and roof less than 6 years old. Located in well-maintained association w/ ground maintenance and snow plowing included, this home offers easy living just minutes from Wilton and Westport town centers, trains and hwys.

30 Wilton Hunt Rd Unit 30, Wilton

$1,475,000
4 Beds 3 Baths 24119055 MLS
*Discover this beautiful 1996 Colonial, located in a quiet South Wilton cul-de-sac on over 2 private acres. The meticulously maintained home offers a welcoming double-height entryway, with 9ft ceilings throughout. A combined dining/living room feature a stately fireplace. The open-plan kitchen & family room offer an easy flow. The kitchen boasts a large center island with stools, a spacious pantry & ample storage. A bay window in the eating area provides a serene spot to watch the birds by the brook. The family room has a 2nd fireplace & French door to the large screened porch, ideal for relaxing or hosting friends. Outdoors, you'll find an expansive stone patio with a stunning fireplace, perfect for crisp fall evenings. Upstairs, the primary suite showcases two walk-in closets & a luxurious updated marble bathroom with a soaking tub & double sinks. Three additional bedrooms all feature double closets & hardwood floors. The updated hall bathroom includes double sinks & a separate tub/shower/toilet area for convenience. Entries from the driveway & garage lead to the mudroom & laundry room, while a home office offers privacy. There's also a bonus room with vaulted ceiling, built-ins & play loft. The owners have made smart upgrades incl. a new roof, gutters, sump pumps & EV charger plus Cat 6 cabling and a new home network. This home truly combines comfort, functionality, and style in a prime location, just steps to Ambler Farm and the Norwalk River Valley Trail... don't miss it

48 Duck Pond Pl, Wilton

$1,425,000
4 Beds 4 Baths 24126708 MLS
HIGHEST AND BEST BY MONDAY AT NOON - Move in Ready and Best Wilton Commuting Location. This stunning 4-bedroom, 3.5-bath home has been meticulously renovated with high-end finishes and timeless design. Custom millwork and moldings enhance every room, while abundant natural light creates a warm, inviting feel. The chef's kitchen features a striking marble island offering ample seating, custom cabinetry and high-end appliances: Subzero fridge, Wolf gas range with griddle, Miele dishwasher and Shaws sink. Off the kitchen, the mudroom includes custom cubbies, a large closet, and a built-in desk, with access to the attached garage, Ipe wood deck, and the main-floor laundry room with utility sink. Spacious living and dining areas and screened in porch for relaxed gatherings or elegant entertaining. Downstairs a finished basement offers extra living spaces. The private bedroom level boasts a luxurious primary suite with spa-like bath and ample closet space, along with three additional bedrooms. Every detail reflects quality craftsmanship-from copper gutters and copper caps on railings to the durable Ipe deck overlooking the private backyard. Added conveniences include underground utility wires that preserve the property's beauty and reliability, plus wiring for a portable generator to ensure comfort year-round. Located in desirable South Wilton, this move-in-ready home is close to commuting locations, Sono Train and Westport train stations, Rt 7, the Merrit Parkway and I-9e

250 Old Grumman 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

$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

$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

$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

$1,310,000
5 Beds 4 Baths 24130935 MLS
"Highest and Best by Friday 10/10 at 5 pm" True South Wilton Gem with Over $500K in Upgrades. Located in a prime South Wilton location, this impeccably updated 5 bedroom, 3.5 bath home offers the perfect blend of luxury, convenience, and value. Total combined living space 3357 square feet. Just 1 mile from the Merritt 7 station or a 10-minute drive to the South Norwalk station make commuting a breeze: or work from home in one of two home offices. Set on a level, cleared, and fenced-in lot, the property features professional landscaping and curb appeal to match its stunning interior. Enjoy the peace of CITY WATER and low taxes, all while being zoned for Wilton's prestigious schools. Step inside and be wowed by recent upgrades made over the past few years including new chef's kitchen, new Hardie siding, new roof, and leaf blocking gutters, new windows and doors, newly finished basement, new propane heating system and central air, custom California closets and new fencing. This home has too many upgrades to list-every detail has been thoughtfully curated to create a turn-key experience. Don't miss this opportunity to own a move-in ready home with luxury finishes and unbeatable access to transportation, shopping, and schools. Agent related to seller.

515 Belden Hill Rd, 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

$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

$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
4 Beds 4 Baths 24137718 MLS
Prime Wilton Location. Mere minutes from Main Schools Campus and Both Wilton and Weston village centers. Comfortable and efficient Home Office setup on Main Level, with dedicated Entrance, yet seamless connection with the rest of this lovely Home. Your Private Backyard is Nature's playground. If you have ever considered a move out of the City, this Home offers a very nice blend of convenience, natural beauty, and sheer breathing space! Situated in coveted South Wilton, this 4 Bedroom Classic Colonial provides both traditional New England charm and modern ambiance. The inviting Main Level layout is designed for everyday living, yet Perfect for Entertaining....the Flow is Effortless from room to room. The fabulous Cherry Kitchen with granite counters frames serene views of your retreat-worthy, wooded Backyard. The versatile main level Study equals the ideal Work-from-Home situation. Or potentially, a comfortable and private guest suite. The massively Oversized Garage features a full staircase, leading to a spacious Loft, offering abundant additional storage capacity. The currently unfinished Lower Level Walkout, with baseboard heat, is just waiting for your vision of what it can be. 41 Calvin is mere minutes from Metro-North, the Merritt Parkway; Lilly's Market, popular Orem's Diner; the full service Wilton Y, and the shops and restaurants of Georgetown. Welcome to your new CT home, Delivering award-winning schools and the quintessential Fairfield County lifestyle with ease!

41 Calvin 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

$1,249,000
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

$1,225,000
4 Beds 3 Baths 24104074 MLS
Completely rebuilt in 2004 & located in coveted South Wilton, close to the Westport border, this renovated & spacious 4 bedroom, 2 1/2 bath Colonial is a tremendous value for what it offers. Step inside to a lovely music/sitting room w/gorgeous stone fireplace that opens to a large updated kitchen w/walk-in pantry. The open concept continues, a fabulous family room w/gas fireplace, vaulted ceilings & built-ins leads out to refurbished deck. The main floor also boasts a gracious formal dining room, remodeled half bath & amazing light-filled office w/large windows, along with an adjacent filing cabinet room. Upstairs you will find 4 bedrooms, including the primary bedroom suite. Luxuriate in the gorgeous brand new spa-like bathroom featuring dual vanities & glass enclosed shower w/rain head, shower head & wand. Another updated full bathroom completes the second floor. The partially finished walk up attic with natural light is ideal for an office/art studio & has plenty of room for storage. Lower level has a large laundry room & versatile space w/ new flooring, perfect for recreation room & tons of storage space. So many updates to note including conversion to NATURAL GAS, newly graveled driveway, freshly painted interior & exterior, NEW HVAC & new landscaping. Hardwood floors & abundant windows throughout, CITY WATER & SEWER, this pristine home exudes pride of ownership. Private & sought after location, offering convenience to everything. A rare opportunity & not to be missed!!

109 Westport 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 4 Baths 24123909 MLS
Sophisticated South Wilton living awaits! Welcome to this spacious and inviting colonial, perfectly situated in one of Wilton's most desirable locations. Inside, you'll find generously sized rooms designed for both everyday living and effortless entertaining. The large living room and oversized family room-complete with cathedral ceilings, exposed beams, and fireplaces-offer cozy retreats for gathering on winter nights. A versatile bonus room with skylights and striking Palladian windows overlooks the private backyard, making it an ideal home office, den, or music room. The sun-filled primary suite is large enough for a sitting area and features its own private bath, while three additional bedrooms provide plenty of space for family and guests. The finished lower level offers flexibility for an in-law suite, recreation room, or additional living space, with direct access to the three-car garage. A bright sunroom with skylights and an expansive deck extend the living space outdoors, perfect for relaxing or entertaining. Practical upgrades include an automatic generator for peace of mind in every season. Just two minutes from schools and downtown Wilton, this home combines privacy, convenience, and charm. Move right in, or bring your vision to make it the forever home you've been dreaming of.

177 Old Boston 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

$1,160,000
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
4 Beds 4 Baths 24119473 MLS
Welcome to one of South Wilton's most coveted cul-de-sacs! Tucked away in a peaceful setting, this classic 4-bedroom, 3.5 bath colonial offers approximately 2,700 sq. ft. of comfortable living space and has been lovingly cared for by the same family for over 37 years. From the moment you arrive, you'll feel the warmth and charm this home has to offer. Hardwood floors flow throughout, and thoughtful features such as a main-level laundry, a glass-enclosed porch perfect for year-round enjoyment and a whole-house generator provide both convenience and comfort. The layout is ideal for everyday living and entertaining, and the property offers plenty of room for outdoor play, gatherings, and even future expansion. Whether you're searching for your first family home or envisioning a place to grow into, this residence presents endless possibilities. With a freshly painted exterior and situated toward the end of the cul de sac, this property backs up to Cherry Lane Park providing privacy yet homes are nearby on this sought after street that is known for their neighborhood block parties. Located just minutes from Wilton's top-rated schools, train station, shopping, and dining, this home combines neighborhood charm with commuter convenience. Multiple offers, please submit HIGHEST and BEST by Monday 9/15 at Noon.

57 Little Brook Rd, Wilton

$1,124,000
4 Beds 3 Baths 24118954 MLS
Lovely and Level - Welcome to 105 Cherry Lane- Fall in love the moment you arrive at this beautifully maintained ranch-style home in the heart of South Wilton. Perfectly positioned close to town, schools, and transportation, this move-in-ready gem offers both comfort and convenience. Extensively remodeled in 2013, the home features a new roof, windows, and siding, along with stylish interior updates to the kitchen, primary bath, and flooring. Striking front windows flood the home with natural light, creating an airy, open feel in the gorgeous living room, which flows seamlessly into the dining area and updated eat-in kitchen.Flexible living spaces provide room for everyone, including an additional family area and a dedicated office nook. The main-floor primary suite is bright and expansive, complete with an updated bathroom and walk-in closet. A second ensuite bedroom with its own walk-in closet, plus two additional generously sized bedrooms and another full bath, ensure space for all. Set on a level lot, the property is a private retreat with a walk-out deck, lush perennial gardens, a full fence to keep deer away, a new garden shed, and an oversized two-car garage with extra storage. Recent upgrades include a new front walkway, LVP flooring in the kitchen, living, and dining rooms, a new driveway, irrigation system, and a full-house generator for peace of mind.105 Cherry Lane truly is the home you've been waiting for-stylish, spacious, and ready to welcome you.

105 Cherry Ln, Wilton

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