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$1,600,000
5 Beds ⋅ 5 Baths ⋅ 24156946 MLS
Welcome to this enchanting home & cottage set on 3 beautiful, level acres on one of Wilton's nicest streets! The spacious main home was built in the 1890s & has been updated for modern living. It features 3BD w/ a 4th versatile room that can be used as a bedroom or a den, along with 3.5BA, as well as a separate 2BD cottage. This home includes a large kitchen w/ stainless steel appliances, a breakfast bar, & wide plank floors that flow seamlessly into the generously sized dining room. The inviting living room features custom built-ins, a cozy fireplace, & large windows that fill the space with natural light. The home also includes an office with a fireplace, providing a warm and private space for working from home. The large sunroom, a standout feature, offers vaulted ceilings, a fireplace, hardwood floors, abundant windows, and direct access to the outdoors - creating a bright and airy space perfect for relaxing or entertaining year-round. The primary suite offers abundant closet & storage space & is complemented by a large primary bath featuring both a tub & separate shower. Two additional bedrooms share a Jack-and-Jill bathroom. Outside, the property includes a blue stone patio, expansive grounds with mature plantings, a pond & an in-ground pool. A two-car attached garage adds everyday convenience. The light-filled cottage offers wonderful flexibility for extended family with 2BR, 1BA & 864sf of additional living space plus a balcony. This property has it all!

340 Sturges Ridge 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
$1,560,000
5 Beds ⋅ 4 Baths ⋅ 24151390 MLS
Sited perfectly on a small knoll, this Beautiful and Pristine Colonial, located in one of Wilton's most coveted neighborhoods is a rare find. Upon entry, it is obvious that this 5 bedroom, 3 1/2 bath home is truly special. The spacious custom-designed TURNKEY kitchen with quartz counters & top of the line appliances is a show stopper and chef's dream. Adjacent to the kitchen, the gracious dining room is ideal for entertaining & family gatherings. Elegant living room with lovely stone fireplace & french doors as well as cozy & charming family room with built-ins & additional fireplace provide many spaces to gather & relax. Completing the first floor is an updated powder room and light-filled office. Upstairs you will find the primary bedroom suite with spa-like bathroom and walk-in-closet, along with three additional generously sized bedrooms & another full bathroom. An added bonus off the kitchen is an office/playroom, bedroom & full bathroom which can be used as an au pair/in-law suite. Walk out lower level (1056 sq ft) is ideal for a recreation room & storage. Enjoy stunning sunsets from the AWESOME front porch & host friends on the large Trex deck. Ideally located between Wilton & Ridgefield Town Centers, Linden Tree is well known for its ice skating on Kent Pond & scenic walking/running trails where one experiences privacy & beauty. Pride of ownership is evident throughout this exceptional home & exquisite property. Tremendous opportunity! Do not miss out on this one!!

178 Linden Tree 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
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24156757 MLS
HIGHEST and BEST by Noon Tuesday, March 10th. Set at the end of a quiet Thunder Lake neighborhood cul-de-sac, 17 Tall Oaks Rd in Wilton, CT offers privacy, polish, and everyday function on 1.81 landscaped acres. Hardwood floors run throughout, leading to a beautifully updated kitchen that flows into a vaulted-ceiling family room centered on a gas fireplace. There is a full bath on the main level with a home office adjacent that could be used as an additional guest room if needed. Upstairs, the primary suite features an exquisitely updated bright and sunny bath and generous closet space. Three additional bedrooms are complemented by an updated hall bath for guests and household needs. A dedicated main-floor office space supports work-from-home, while a generously sized additional rec/playroom with vaulted ceilings adds flexibility for hobbies, media, games or entertaining. Step outside to a screened-in porch with trex deck and a beautiful, open and level backyard. The surrounding garden beds have been lovingly maintained over the years, creating an inviting setting for dining, relaxing, and entertaining. Central air, forced hot air heat, 200-amp electrical service, and a whole-house generator add confidence and comfort. Convenient to Wilton town forest trails and National Park Weir Farm, and served by Wilton's award winning Public Schools. This sun filled, happy home is freshly painted throughout and move in ready!

17 Tall Oaks Rd, Wilton
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24161956 MLS
Once in a Generational Opportunity. Only two owners in 100 years. Set in one of Wilton's most desirable locations, this is a thoughtfully renovated and expanded antique Colonial that blends timeless character with modern functionality, just minutes to trains, top-rated schools, and neighboring New Canaan and Darien. This 4 bedroom, 4 bathroom Colonial offers a rare balance of charm and scale. Classic architectural details with exposed beams, warm wood tones, and curated finishes are paired with a layout designed for today's lifestyle. The chef's kitchen anchors the home, opening to a light-filled dining area with sweeping views of the park-like grounds, creating a natural setting for everyday living and entertaining. The adjacent sunroom extends your living space outdoors, with direct access to a private terrace and expansive lawn. First Floor: Inviting living room with gas fireplace, private home office, sunroom, mudroom, and attached garage. Second Floor: Spacious primary suite with exposed beams, dressing area, and ensuite bath, plus two additional bedrooms, an office and a full bath. Finished Third Floor: Ideal guest suite, au pair space, or recreation room with bedroom, full bath, and flexible living area. Perfectly positioned for both privacy and convenience, this home offers exceptional access to Fairfield County's most sought-after towns and commuting routes: 2.5 miles to Wilton Center & Metro-North Train Station (10 mins). 2 miles to New Canaan & train (12mins).

16 Trails End Rd, Wilton
$1,505,000
4 Beds ⋅ 3 Baths ⋅ 24169424 MLS
Set on over two private acres along the Wilton/Weston border, this architecturally distinct Contemporary offers a compelling blend of design, privacy & setting. Ideally positioned in southern Wilton, the home offers rare convenience-just minutes to Wilton Center, Weston, Westport & Georgetown. A circular drive leads to the home, where striking vertical siding and thoughtfully designed grounds create an immediate impression. Inside, quality craftsmanship & elevated design define the space. The entry opens to expansive living areas anchored by a statement staircase, including a living room w/ walls of glass & exceptional window placement that flood the home w/ natural light. A cherry-paneled library w/ built-ins and detailed millwork. The kitchen features high-end appliances including Wolf, SubZero & Miele w/ ample workspace & storage, flowing seamlessly into the family room w/ fireplace, surround sound, and access to an oversized Brazilian Ipe deck. A 20x24 sunroom & stone terrace create multiple outdoor entertaining areas, complemented by a hot tub and professionally landscaped grounds w/ extensive lighting for a dramatic nighttime setting. The primary suite offers a private balcony, walk-in closet, and updated spa-like bath. Three additional bedrooms complete the level. The finished lower level offers flexible space and storage. Newer HVAC system & new driveway. Extensive improvements, inquire for full list. Located in a top-rated school district. Welcome Home!

50 Calvin Rd, Wilton
$1,505,000
4 Beds ⋅ 3 Baths ⋅ 24166495 MLS
Tucked on a private lane just off Nod Hill and Whipstick Roads, this home is a hidden escape - where life slows, and every day begins with a sense of calm. The approach is quintessential New England: a winding, scenic drive that opens to rolling topography, timeless stone walls, and a classic 4BR colonial gracefully set into picturesque surroundings. Inside, the home unfolds with warmth and intention. Sunlight pours through thoughtfully updated spaces with craftsmanship evident at every turn; a gorgeous eat-in kitchen is the heart of the home and the flow from room to room is seamless and easy. Custom millwork, refined moldings, solid doors, updated bathrooms and beautifully integrated built-ins combine quality and function. No detail is overlooked. The connection to the outdoors is constant and captivating. A stunning family room wrapped in expansive windows invites natural light, with wildlife and the changing seasons always in view. Evenings are best spent on the wraparound deck, while the property itself becomes a backdrop for cherished moments - from winter sledding down the neighborhood hill to summer days spent exploring along the footbridge out front. Life on the private lane offers a true sense of community - where neighbors become friends and impromptu gatherings happen with ease. A property defined by its space and natural surroundings, this home is set in one of Wilton's most peaceful neighborhoods.

117 Whipstick 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
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24150024 MLS
This colonial home in the sought-after Silvermine neighborhood is tucked at the end of a quiet lane off Old Kings Highway, and is private and peaceful, yet incredibly accessible. You're just minutes from the downtowns of both Wilton and New Canaan, multiple train stations, and the Merritt Parkway. The main level flows seamlessly. A spacious eat-in kitchen complete with deck (where you'll catch breathtaking sunset views!), the dining room with picture windows and an oversized living room complete with a fireplace and walls of windows that frame the private front and side yards, all make for effortless living and entertaining. The vaulted-ceiling family room offers a perfect retreat complete with a home office tucked around the corner with extra storage space. The fully finished walk-out lower level features a half bath and possible 5th bedroom/flex space. The primary suite features a marble bathroom, spacious shower, a walk-in closet and picture windows looking over the treetops. The home enjoys the convenience of city water, easy-care grounds and a whole-house automatic generator. And as added perk, there's a walking path down to Forge Road (and just a 10-minute stroll to Greybarns)!

73 Old Kings Hwy, Wilton
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 24166305 MLS
Set on two wooded acres, 94 Vista Road presents a rare retreat where refined country living meets the rhythm of the natural world. Down a drive of stone outcroppings and drawn in from the whimsy of the wooded setting, a gracious foyer sets the tone for style and sophistication through the lens of an artist's eye. Architectural detail and extensive millwork provide a perfect pallet for color and character. A light filled living room extends the depth of the home and leads to the warm and inviting dining room with sliding doors to a stunning screened in area for dining a la fresca. Newly renovated euro-inspired kitchen offers premium chef's appliances, overly generous cabinetry and island designed to entertain while opening seamlessly to the great room grounded by a stately stone fireplace. The second level presents four bedrooms including an expansive primary suite with dressing room and a walk-in closet. A grass cloth hallway leads to a sun-drenched office currently enjoyed as a guest room. Walkout lower level reveals the property's true distinction where a resident barred owl calls softly at dusk while red-tailed hawks circle above the canopy. Hummingbirds hover at hidden nests and robins, blue jays, and cardinals craft cradles in every corner filling mornings with cheerful chorus. Convenient to the shops, schools, and dining of Wilton, New Canaan, and Ridgefield, Vista Road delivers the deep, daily calm that only a true two-acre sanctuary can create.Live here and love life.

94 Vista Rd, Wilton
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 24163963 MLS
Privately set on 2 picturesque acres, this charming Col Farmhouse offers the perfect balance of quiet country living & everyday convenience, just mins to town, schools, & train. Welcoming front porch sets the tone, inviting slow mornings with coffee & peaceful views of the surrounding landscape. Inside, a gracious entry leads to a formal Living Rm with fireplace & a sun-drenched den or home office, also with fireplace, framed by expansive windows. The formal Dining Rm flows seamlessly into a thoughtfully designed Chef's Kitchen featuring granite countertops, ss appls, wine chiller, walk-in pantry, & a vaulted dining area overlooking the deck & private backyard, ideal for both entertaining & daily living. The heart of the home continues with a comfortable Family Rm just off the Kitchen, along with a well placed Laundry and Powder Rm for effortless functionality. Upstairs, the spacious Primary Suite offers a true retreat with an updated marble Bath, double sinks, separate shower & tub, & generous closets. Three additional BRs & an updated Hall Bath complete the 2nd level. Finished LL provides flexible living space with a Play or Media Rm, built-ins, & a Half Bath. Thoughtful updates since 2017 include a new roof, well, interior & exterior painting, deck refinishing, & a recently installed wall-mounted boiler ensuring peace of mind for years to come. A rare opportunity for the buyer seeking timeless charm, modern updates, & a setting that feels both private & connected.

99 Chicken St, Wilton
$1,420,000
4 Beds ⋅ 4 Baths ⋅ 24158770 MLS
Nestled on 2.02 private acres in Wilton, this spacious 4-bedroom, 4-bath home offers a thoughtful layout designed for both everyday living and entertaining. The great room with vaulted ceiling and fireplace creates an impressive central gathering space filled with natural light, while the formal dining room with French doors and built-ins adds classic detail. The large open kitchen features a walk-in pantry, breakfast bar, and pastry counter, and opens directly to a family room with fireplace, creating a warm and inviting space for casual living. From the family room, step out to a large deck overlooking peaceful woodlands, ideal for outdoor dining and relaxing in a private natural setting. The first-floor primary suite provides convenience and privacy. The second level includes a den with extra-height ceilings and built-ins, along with three additional bedrooms and a hall bath. Additional highlights include hardwood flooring, a walk-out finished lower level offering flexible living space for recreation, gym, or media room, an office, and an attached three-car garage. Set on over two acres, this property offers space, privacy, and a desirable Wilton lifestyle.

105 Old Hwy, 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
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24183854 MLS
Nestled on a private rear lot in Wilton's coveted Silvermine neighborhood, this beautifully renovated Colonial Farmhouse offers the perfect blend of New England charm, modern updates, and everyday convenience. With 2,736 square feet of thoughtfully designed living space, this home is ideal for buyers seeking a peaceful setting without sacrificing access to town amenities, top-rated schools, commuting options, and vibrant communities. A covered Ipe front porch sets the tone, leading into a classic center hall layout featuring a front-to-back living room with a fireplace and bay window, a formal dining room, and a stunning, expanded chef's kitchen. Upstairs, three bedrooms each enjoy their own walk-in closet, while hardwood floors and central air conditioning enhance comfort throughout the home. The walk-out lower level offers exceptional flexibility, currently configured as a private in-law or guest suite with a family room, fourth bedroom, full bath, and large mudroom with exterior access. Existing plumbing allows for an easy kitchen installation should future needs require a fully independent living space. Additional highlights include a three-car garage and generous parking area. Located in the historic and highly desirable Silvermine section of Wilton, known for its artistic heritage, scenic roads, and timeless character, this special property offers a rare opportunity to enjoy the Fairfield County lifestyle at its best.

118 Old Kings Hwy, Wilton
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 24181362 MLS
Beautifully updated and tastefully appointed open-concept ranch in the highly desirable Silvermine neighborhood, conveniently located near the town centers of Wilton and New Canaan, Gray Barns, top-rated schools, train stations, and major highways. This exceptional home offers 3 bedrooms, 3 full and 2 half baths, with a thoughtfully designed layout ideal for both everyday living and entertaining. The spacious primary suite features a walk-in closet and a luxurious spa-like bath, while two additional bedrooms include one with an en-suite bath. The heart of the home is the expansive kitchen with a large center island, seamlessly flowing into the dining area, family room, and inviting living room with fireplace. A mudroom, laundry area, playroom, and powder room complete the main level. Step outside to enjoy your private backyard retreat featuring a deck, patio, and in-ground pool, perfect for relaxing or hosting guests. A two-car garage provides added convenience and storage. Combining modern updates, timeless style, and an unbeatable location, this move-in-ready home offers the perfect balance of comfort, elegance, and accessibility.

23 Laurel Ln, Wilton
$1,390,000
4 Beds ⋅ 3 Baths ⋅ 24187186 MLS
Please submit highest and best offers by 5pm on Wednesday, July 1st. Set on 2.71 private acres at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom center hall Colonial offers the perfect blend of privacy, space, and timeless appeal. Lovingly cared for by its original owner since 1998, this home welcomes you with a dramatic two-story foyer and a thoughtfully designed floor plan. The inviting living room features French doors to a wraparound porch, while the formal dining room is ideal for entertaining. A private home office also opens to the porch, creating the perfect work-from-home space. The sun-filled eat-in kitchen with center island and stainless steel appliances flows seamlessly into the spacious family room with a wood-burning fireplace. Upstairs, the generous primary suite offers an expansive bath and abundant closet space. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second level. The partially finished lower level provides flexible space for a recreation room, playroom, gym, or media room. Additional highlights include a whole-house generator and over 3,400 square feet of living space. Conveniently located just minutes from Wilton's award-winning schools, town center, train, and commuting routes, this special property offers the peaceful lifestyle today's buyers are seeking.

36 Rockhouse Rd, Wilton
$1,390,000
4 Beds ⋅ 3 Baths ⋅ 24168476 MLS
Nestled on a peaceful cul-de-sac, 8 Dorado Court stays true to its Colonial style while offering modern comfort on a private, landscaped 2 acre corner lot. Over 2,300 sq ft of inviting living space begins with a gracious center hall and continues through sunfilled rooms enhanced by custom trim, detailed moldings, and Marvin doublepane windows. The thoughtfully designed kitchen features high-end appliances, radiant heated floors, and built-in mahogany seating, perfect for everyday living and effortless entertaining. A spacious living room with an elegant woodburning fireplace creates a cozy gathering spot year round. Upstairs, four generous bedrooms with California Closets offer flexibility for family, guests, or work from home needs, while the radiant heated hall bath with skylight adds a spa-like touch. An Ipe screened porch extends living space through three seasons and opens to a bluestone patio ideal for outdoor dining. The backyard is a private retreat reached by a footbridge that takes you to a climbing wall and clubhouse. A spacious backyard deck offers the perfect spot to relax, entertain, and enjoy the expansive open space. Additional highlights include a two car garage with EV quickcharge hookup, spacious custom mudroom, large laundry room, storage/potting shed, LeafFilter gutter guards, and a 2017 septic system. A rare blend of craftsmanship, comfort, and natural beauty all located conveniently to Route 7 and Metro North's Cannondale train station.

8 Dorado Ct, 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
$1,345,000
4 Beds ⋅ 4 Baths ⋅ 24172493 MLS
3800 SF of total living space to enjoy! Expansive, four bedroom, four full bath home offers freshly painted rooms, polished hardwood floors and amazing storage, all ideally sited on popular Pipers Hill. The truly flexible floor plan encompasses 3.5 levels including a full, walk-out lower level and bonus den/family room above the two car garage. The formal living and dining rooms both boast bay windows, hardwood floors and wood burning fireplaces for gracious entertaining. The sun-filled, all white kitchen includes stainless appliances and a generous island for casual dining. Relax on the inviting screen porch or retreat to the oversized family room that could also easily be used for guests or as a home theatre. Upstairs the front-to-back primary suite includes a walk-in closet plus renovated bath with double vanities. There are 3 additional very generous family bedrooms on the upper level, all with hardwood floors, and a full hall bath. The walk-out lower level with laundry room, mudroom and an additional full bath is a sunny retreat for fun and games with sliders to the large back yard and has tremendous potential for added living space. Newer roof, added insulation and updated systems ensures peace of mind and no surprises. When you're ready to leave home, enjoy the nearly adjacent 140 acre Wilton Forest, or a hike at Weir Farm National Historic Park. This wonderful colonial is a happy home to call your own.

63 Pipers 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
$1,330,000
4 Beds ⋅ 3 Baths ⋅ 24160941 MLS
Light-filled contemporary retreat with a California vibe and sweeping sunset views, set on an lovely cul-de-sac. Designed for effortless indoor/outdoor living, this home offers over 3,500 square feet with open floor plan and natural light, vaulted ceilings, and walls of windows. The kitchen, dining room, and living room are thoughtfully arranged around a striking two-sided fireplace, creating a central focal point and seamless flow for everyday living and entertaining. Rich architectural character and warm wood detailing are carried throughout the home, including wood floors, coffered ceilings, and custom craftsmanship that add depth and texture. Multiple flexible living spaces provide room to gather and unwind, complemented by a dedicated oversized office, as well as convenient laundry and mud room areas. A recently rebuilt sunroom with new windows and wainscoting, along with a huge screened-in porch, extend the living space and offer bright, welcoming and comforting spaces. The lower-level family room features a dramatic fieldstone fireplace, while a private balcony off the primary suite adds another peaceful escape. Outdoor living includes a spacious bluestone patio and oversized fire pit, ideal for entertaining or quiet evenings under the stars. Recently updated with a new septic tank, new well head, refrigerator, freshly painted interior and exterior (2026), it's a rare opportunity to enjoy a home rooted in nature, and a delight to experience, just ten minutes from town

29 Spruce Dr, Wilton
$1,318,900
4 Beds ⋅ 3 Baths ⋅ 24166971 MLS
Highest and Best by Tuesday, April 21st at 11:00 am. Tucked on a quiet cul-de-sac in central Wilton, 43 Twin Oak is the kind of home that makes everyday living feel just a little easier. Thoughtfully updated while preserving its classic charm, this 4-bedroom home shines with recently refinished floors, fresh interior paint, and a newly paved driveway that sets the tone from the start. The beautifully renovated primary bath and updated hall bath bring a touch of spa-like comfort, while the first-floor laundry adds a practical upgrade buyers love. Sunlit living spaces flow effortlessly, creating a warm, inviting feel throughout. The basement currently provides 1,500+ square feet of storage, but it can easily be converted to a gym, playroom, and/or media room. Step outside to sweeping lawns and nearby access to the Norwalk River Valley Trail-perfect for morning walks or weekend adventures. All just minutes to town, train, and Wilton's top-rated schools. Quiet, convenient, and move-in ready...this one is worth the visit.

43 Twin Oak Ln, Wilton
$1,310,000
4 Beds ⋅ 3 Baths ⋅ 24155941 MLS
HIGHEST and BEST offers by 3pm Tuesday March 10th. The open property and location can't be beat! This home is perfectly situated in a highly sought after neighborhood within walking distance to schools and the NRVT. Train and town center are also close by. This 4 bedroom 2.5 bath home has great flow with a large living room, fireplace, and picture window leading to the dining area with sliders out to the deck and expansive back yard. Freshly painted throughout, this sunny home is move in ready. A convenient mudroom off the garage entry also contains the washer, dryer - perfect for dropping off shoes, jackets or muddy clothes and gear before entering the large downstairs rec room highlighted by an appealing bar and open shelves on the far end of the room. There is also a half bath and bedroom on this level. Two sets of staircases lead to the main level with an inviting modern kitchen with stainless steel appliances and a sleek countertop with barstools. Three additional bedrooms and two full baths round out this level. Outdoors, the expansive cleared and open grounds offer a veritable playground for young and old. Wilton has a wonderful sense of community and reverence for nature and this comfortable Catalpa home is anchored in the heart of it all.

221 Catalpa Rd, Wilton
$1,308,000
4 Beds ⋅ 3 Baths ⋅ 24153655 MLS
This beautifully updated 4-bedroom, 3-bath home offers living in one of Wilton's most sought-after locations near the Lake Club. Warm and inviting throughout, this home features a light-filled open-concept with eat in kitchen and huge island and living room-ideal for entertaining holidays and everyday living. A spacious dining room with fireplace offers flexibility for today's lifestyle. Relax and enjoy down time by the fire in the family room. Enjoy peaceful outdoor living on the expansive deck overlooking a professionally landscaped yard, complete with fire-pit area perfect for s'mores and gatherings. Major updates include a new roof, windows, TREX deck, boiler, hot water heater, garage doors, well pump, water softener and more. Bathrooms have been fully renovated and fresh paint add to the move-in-ready appeal. Quiet, walkable street on cul de sac -ride bikes, host parties or simply unwind in this impeccably maintained turnkey home offering quality, care and pride of ownership.

45 Ledgewood Dr, Wilton
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 24186046 MLS
Tucked at the end of a private shared driveway far off the main road, this exceptional Wilton colonial has the feel of a quiet cul-de-sac - offering the perfect blend of privacy, space, and convenience. The heart of the home is an expansive great room that flows into a spectacular kitchen - ideal for everyday living and effortless entertaining - with sliders opening to a wraparound deck overlooking a beautiful, flat yard. The formal dining room is made for holidays and dinner parties alike. Upstairs, the generous primary suite is a retreat unto itself, complete with a walk-in closet, full bath, and a private office. Three full bathrooms serve the home, with a flexible fourth bedroom upstairs perfect for guests, a playroom, or a home office. A third garage bay provides excellent storage. Perfectly positioned in the heart of Wilton - just minutes to town center, Georgetown, Cannondale Station, and major highway access.

567 Danbury 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
3 Beds ⋅ 3 Baths ⋅ 24146818 MLS
BEST/FINAL MON 5/18,12Noon. Located in the heart of historic Silvermine, this spacious 3-bedroom, openly expanded ranch offers a perfect blend of modern living and timeless character. The centerpiece of the home is a true WOW, spectacular Great Room with multiple living and dining spaces, defined by soaring cathedral ceiling and walls of windows that flood the space with extraordinary natural light. This open concept, airy and inviting atmosphere is ideal for both daily living and epic entertaining. The thoughtful single-level layout also includes a versatile office space, perfect for a quiet at home work area. There are endless ways to decorate and use this incredible room! Large formal Living Room with a grand wood burning fireplace w/ Heatolater, wide gleaming hardwood and plenty of sunlight. Sparkling white Eat in Kitchen with breakfast bar and plenty of room for island, table and chairs or additional cozy sitting area. Situated in a coveted neighborhood known for its artistic heritage and scenic beauty, this home provides the convenience of ranch-style living paired with impressive and unique architectural drama and picturesque views of the Wilton landscape. Partly finished Basement with extra high ceilings boasts laundry area and plenty of storage. Outdoor Deck is accessible from 2 sliders. Generator, CITY WATER, 4 bedroom septic. This home is perfectly located minutes to Wilton Center, New Canaan, Norwalk, all highways and Silvermine Art Gallery, restaurants ..a gem!

143 Old Boston Rd, Wilton

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