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$1,740,000
4 Beds 4 Baths 24175132 MLS
Refined Silver Spring colonial offering rare 4 bd 3.5ba functionality, expansive living space, open grounds, and seamless room flow for modern family life. Minutes to town, schools, and train. Set within a sought after cul de sac once part of the Firestone Family Estate, this property delivers a peaceful setting while still feeling connected and convenient. Inside, the main level is built for easy living. The open kitchen and eating area flow directly into an inviting family room-perfect for casual nights in or hosting friends. Hardwood floors run throughout the main level, and large windows bring in beautiful natural light from morning to evening, giving the home a bright, welcoming feel in every season. Upstairs, the refreshed primary suite is a true retreat, featuring a spacious updated bath, two walk-in closets, and a versatile bonus room that can flex to fit your needs-home office, yoga studio, nursery, or a quiet reading space. Three additional bedrooms with new recessed lighting are served by two full hall baths. Downstairs, the finished walk-out basement adds valuable living space and offers interior access to the garage-ideal for a media room, play space, workout area, or guest setup. Step outside to the large deck made for entertaining, and enjoy a yard that feels like your own private slice of nature. Even the location of this home within the community can't be beat. Bus stops right out front!

118 Silver Spring Rd, Wilton

$1,736,500
5 Beds 5 Baths 24126028 MLS
This stunning New England Shingle-Style Residence was completely reimagined, renovated, and expanded by award-winning architect-owner, Christopher Pagliaro. Blending traditional elegance with modern design, this stylish retreat offers 5 bedrooms and 4.5 baths across 3 levels of luxurious living spaces. A floating staircase framed by bespoke iron rails and balustrades rises within the entry tower, setting the tone for the architectural craftsmanship echoed in every detail of the home. The main level features an open floor plan enhanced by custom millwork and rich materials, creating distinct yet connected rooms. Upstairs, you'll find a serene primary suite with soaring ceilings, a custom walk-in closet, and a marble bath appointed with Waterworks fixtures. Two spacious bedrooms with generous closets, a private office, and laundry room complete the level. The finished, walkout lower level features a recreation/billiards room and fireplace, a flexible 5th bedroom or gym, a full bath, generous storage, and direct access to the 2-car garage. Almost every room opens to the two-story deck with fire table, overlooking nearly 2 acres of lush lawns-an ideal setting for year-round entertaining. A rare opportunity to own one of Connecticut's architectural masterpieces, personally crafted by one of its most celebrated architects.

175 Kellogg Dr, Wilton

$1,700,000
5 Beds 4 Baths 24167687 MLS
THIS is the home you've been waiting for! Beautiful, stately home set on gorgeous level property located in a quiet, private enclave of 17 homes. Enjoy your morning walks in this little slice of heaven in North Wilton. This home abuts the Woodcock Nature Preserve - a wonderful offering right in your backyard! NEW gorgeous quartz state of the art kitchen is the heart of the home - wide open to a fabulous family room with wood burning fireplace. The 1st floor offers a spacious layout with the light filled sunroom/den & gas fireplace & slider doors opening to the outdoor bluestone patio and beautiful level yard. Private Home Office and Formal dining room round out the first floor. The 2nd floor showcases 5 bedrooms, including the lovely Primary bedroom, and the very large Bonus Room for play/media OR it can serve as a terrific in-law/ guest suite complete with the full kitchenette, full bath/laundry and separate entrance with private back staircase. Sparkling hardwood floors throughout this home, spacious closet space, 2nd floor laundry & newer mechanicals, ... this home has been well cared for! Enormous unfinished basement with 2 newer oil tanks and brand-new state of the art $20,000 full house water treatment system. Fox Run Road has been newly paved showcasing a lovely entry approach to the home. Of course.... Award Winning Wilton schools, quaint Wilton Village Center and beautiful downtown Ridgefield are just minutes away. FABULOUS home!

22 Fox Run, Wilton

$1,700,000
4 Beds 4 Baths 24153585 MLS
Offer deadline today 2/15/2026 at 6pm. Welcome to 25 Powder Horn Hill Road-a stunning oasis set on 2.79 level, beautifully landscaped acres offering exceptional privacy, sun-filled interiors, and a resort-style backyard just minutes to town. This 4-bedroom, 4-bath Colonial offers 4,144 sq ft with a versatile floor plan and multiple living spaces designed for modern living. A circular driveway creates a gracious arrival. Inside, the slate-floored living room features a cozy fireplace, floor-to-ceiling windows, and French doors that open to the backyard. The dining room is rich in character with hardwood floors, built-ins, and a second fireplace-ideal for entertaining. The eat-in kitchen is wrapped in floor-to-ceiling windows with serene views, and French doors make indoor-outdoor living effortless. Outside, enjoy a stunning pool with attached spa and waterfall, surrounded by mature plantings and generous space for dining and lounging. A large first-floor primary suite with walk-in closet and ensuite bath plus a first-floor bedroom offer flexibility. Upstairs, two vaulted-ceiling bedrooms, two full baths, a den, and an oversized great room complete the home. Other features include central air, a 2-car garage, sprinkler system, shed, and full-house generator. All close to town, train and commuter routes. This home is a must-see-don't miss it!

25 Powder Horn Hill Rd, Wilton

$1,700,000
4 Beds 6 Baths 24125610 MLS
Welcome to this spacious 4-bedroom, 4 full and 2 half bath colonial nestled on 2.54 acres of flat, expansive property. This beautifully designed home features custom moldings throughout and offers exceptional living space for both everyday comfort and elegant entertaining. The spacious kitchen is a chef's dream with an oversized center island, stainless steel appliances, marble countertops, generous pantry, and a bright dining area. The kitchen flows seamlessly into a cozy family room and formal dining room. With four fireplaces throughout, warmth and charm abound. The main level also includes a mudroom, laundry room, and a home office with custom built-ins and fireplace. The impressive recreation room boasts a vaulted ceiling and fireplace. It's large enough for a golf simulator! The finished wine cellar adds a touch of luxury. Step outside to an oversized patio featuring a full outdoor kitchen and fireplace, overlooking a private backyard with room to add a potential pool. A rare opportunity!

38 Honey Hill Rd, Wilton

$1,675,000
3 Beds 4 Baths 24182203 MLS
Tucked away on peaceful and highly sought-after Spectacle Lane, this property offers an exceptional blend of country-like privacy and convenient access to Wilton's top-rated schools, both Wilton and Ridgefield's charming town centers, and major commuter routes. It stands as a rare architectural masterpiece, having been lovingly restored to flawlessly showcase the soulful character and timeless craftsmanship of a 1925 home-an effortless allure that was recently featured in New York Magazine. The estate provides an incredibly versatile living arrangement with a total of three bedrooms. The main house features two character-filled bedrooms and light-filled living spaces, while a separate, private one-bedroom guest quarters offers the perfect setup for weekend visitors, extended family, an au pair or home office. A standout feature of the property is the dramatic, dedicated art studio/home office in the main house, boasting impressive vaulted ceilings and an abundance of natural light. Throughout both residences, the thoughtfully designed spaces serve as a blank canvas, offering incredible aesthetic flexibility that effortlessly accommodates any decor style-from classic traditional to sleek modern minimalism.

45 Spectacle Ln, Wilton

$1,670,000
4 Beds 4 Baths 24159746 MLS
THANK YOU FOR YOUR INTEREST IN MARVIN RIDGE. PLEASE SEND HIGHEST AND BEST OFFER BY MONDAY, 3/23 BY 5:00PM. Welcome to this beautifully maintained home located in a desirable neighborhood near the New Canaan border and the sought-after Thayer Pond community. This inviting property offers the perfect blend of comfort, style, and convenience. Step inside to discover a bright and spacious floor plan featuring a two-story entrance, hardwood floors, beams, large windows, and an updated kitchen and baths. The kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, custom cabinetry and a large, center island. It opens seamlessly to the family room, where a brick fireplace creates a warm and inviting living space. A stunning great room with cathedral wood ceiling, large brick fireplace and French doors overlooks the newer Azek mahogany decks and expansive yard, creating the perfect space for relaxing or hosting summer gatherings. The large yard provides plenty of room for sports, gardening, and outdoor entertaining. The first-floor primary suite provides a relaxing retreat with a beautiful new en-suite bath, with double sinks, stand-alone tub, shower and a large, walk-in closet. Upstairs you will find 3 additional large bedrooms, including one with its own an en-suite bath, along with a separate newly renovated full bath with double sinks and a tub with shower.

35 Marvin Ridge Pl, Wilton

$1,664,000
4 Beds 4 Baths 24123965 MLS
32 Silver Spring Road is a beautifully updated Colonial set on just over an acre in a convenient Wilton location. With 4,900 sq. ft. of living space across three levels, this home blends classic New England charm with modern updates designed for today's lifestyle. The interior features four spacious bedrooms, three full baths, and one-half bath, enhanced by newly installed hardwood floors and three fireplaces that bring warmth and character. The chef's kitchen offers propane cooking and brand-new appliances, opening directly to a $32,000 custom, composite deck overlooking the private backyard-perfect for entertaining or relaxing. A partially finished, walk-out lower level adds more than 1,100 sq. ft. of flexible living space for a media room, gym, or playroom. This turnkey property offers style, comfort, and energy-efficient living-all with easy access to Ridgefield's restaurants and shopping, and just minutes to Wilton Center and top-rated schools.

32 Silver Spring Rd, Wilton

$1,660,000
4 Beds 4 Baths 24185095 MLS
Stunning Cape Cod located on a quiet cul-de-sac in one of the area's most coveted neighborhoods. This beautifully maintained 4-bedroom, 3.5-bath home offers an exceptional blend of elegance, comfort, and modern amenities. The main level features a welcoming two-story foyer, living room with fireplace, dining room , and a private office complete with custom built-ins, wet bar, granite countertop, TV cabinetry, and picturesque backyard views.The spacious eat-in kitchen is a chef's dream, featuring quartz countertops, pantry, Viking induction cooktop w/retractable vent, Sub-Zero refrigerator, Bosch dishwasher, Dacor wall oven, built-in microwave, and sliders leading to the expansive deck. The family room boasts a vaulted ceiling, surround sound speakers, fireplace with granite hearth, deck access, and an adjoining sunroom with skylights that automatically close when it rains. A laundry/mudroom with full bath, powder room, and oversized 2.5-car garage complete the first floor. Upstairs, the luxurious primary suite offers a walk-in closet and updated spa-like bath with whirlpool tub, shower, heated floors, double vanity, and illuminated mirrors. 3 generous bedrooms and a full bath provide ample space. The lower level offers abundant storage and potential for future living space. Add'l highlights include a whole-house generator, central air, recessed lighting, ceiling fans, hardwood floors, built-in speakers, circular driveway, stone walls, and prof.landscaping. See addendum.

20 Wicks End Ln, Wilton

$1,660,000
5 Beds 5 Baths 24140937 MLS
Welcome to 55 Liberty St. Unparalleled modern luxury in this meticulously rebuilt 5-bedroom, 4.5-bath Wilton residence. Set on 1.8 private acres, the home delivers seamless, sun-drenched living across 4,300+ square feet, following a comprehensive 2025 renovation that saw the property rebuilt from the studs up. Step inside to discover European wire-brushed hardwood floors and an effortless, open layout. The heart of the home is a vaulted-ceiling kitchen, featuring contemporary white cabinetry and a full suite of CAFETM smart appliances. Upstairs, the spa-like primary suite is finished with Natural Marble and luxurious gold Kohler fixtures, offering a perfect sanctuary. The lower level is designed for wellness and flexibility, hosting a brand-new sauna and a spacious recreation room. Further enhancing the property is a new detached two-car garage with second-story potential for guest quarters or a private office. Engineered for efficiency, the residence features a Bosch Hyper Heat HVAC system and a new Solar Array. Positioned moments from the Wilton Metro-North Station, this move-in-ready offering combines sophisticated, sustainable design with exceptional convenience. A rare opportunity for a turnkey luxury lifestyle.

55 Liberty St, Wilton

$1,660,000
4 Beds 4 Baths 24118749 MLS
South Wilton living at its best! Welcome to 304 Chestnut Hill Road, a 4/5 bedroom residence privately sited at the end of a quiet country lane in South Wilton. This well maintained home offers a spacious and flexible floor plan on 2.21 acres, ideal for both everyday living and entertaining. The main level features generous living areas filled with natural light, while the finished walkout lower level provides additional living space perfect for a playroom, home office, or media room. The property offers mature landscaping, a serene setting, and abundant privacy, yet is conveniently located close to schools, commuting options, shopping, and amenities. Minutes to both Wilton and Westport Town Centers and Train Stations. A rare combination of space, location, and peaceful surroundings. This house is a true gem!

304 Chestnut Hill Rd, Wilton

$1,650,000
4 Beds 3 Baths 24173839 MLS
Tucked away at the end of a quiet cul-de-sac in desirable Lower Lower Wilton on the Westport border, this beautifully updated Colonial offers the perfect blend of privacy, convenience, and lifestyle. Set on 2.35 flat, dry acres with an in-ground pool, this 4-bedroom, 2.5-bath home features approximately 3,500 square feet of thoughtfully designed living space. A newly renovated eat-in kitchen showcases quartzite countertops, stainless steel appliances, and seamless flow for everyday living and entertaining. Spacious living and family rooms each feature wood-burning fireplaces, while a dedicated home office and sun-filled bonus room with polished concrete flooring provide flexible spaces for work, relaxation, or recreation. The second floor offers four generously sized bedrooms, including a spacious primary suite, along with the convenience of second-floor laundry. A walk-out lower level features an exceptional mudroom area with abundant storage and functionality. Additional highlights include city water, an ideal commuter location close to both Wilton and Westport amenities, and a rare combination of level land, neighborhood setting, and move-in-ready condition. Wired for generator. Underground electric.

49 Mollbrook Dr, Wilton

$1,650,000
4 Beds 3 Baths 24128928 MLS
Ideally situated in southern Wilton near the New Canaan border, this beautifully appointed four-bedroom, 2.5-bath Colonial with a heated gunite pool pairs a private setting with easy access to surrounding amenities. Set on 2.6 acres along one of Wilton's most scenic roads, the property provides a peaceful and inviting setting. Sun-filled and thoughtfully designed, the main level offers an easy flow for everyday living and entertaining. A spacious 30-foot eat-in kitchen opens to the backyard and flagstone patio, creating seamless indoor-outdoor living. The vaulted great room features exposed wood beams, a fireplace, and custom built-ins, and opens through French doors to a charming wood-paneled sunroom with sliding windows and doors, and a herringbone tile floor. Additional highlights include a formal dining room with detailed wood paneling and bay window, a living room with a wood-burning fireplace, and a private upper level retreat over the garage with new carpeting. Outside, enjoy a private in-ground pool and a stone patio ideal for entertaining. An unfinished basement with high ceilings offers excellent expansion potential. Freshly painted with recent updates, newer mechanicals, and a generator, this home offers the very best of Wilton living.

360 Thayer Pond Rd, Wilton

$1,650,000
5 Beds 5 Baths 24087067 MLS
Price Reduction on Stunning Cape Cod Retreat in Wilton, CT-5 Bed | 4.5 Bath | Newly built in 2015 and nestled in the heart of scenic Wilton, this stunning open floorplan home blends timeless charm and parklike views with modern luxury and energy efficiency. Boasting 5 spacious bedrooms and 4.5 elegantly appointed bathrooms, this home is the perfect retreat for everyday comfort and unforgettable entertaining. Step inside and be greeted by a grand foyer with a dramatic chandelier leading to a beautifully detailed family room featuring crown molding, high ceilings, and a cozy wood-burning fireplace. The gourmet kitchen is a chef's paradise, equipped with a 6-burner gas stove, microwave with convection oven, granite countertops, a large eat-in kitchen island for casual meals, and stainless-steel appliances. The kitchen flows seamlessly into a large formal dining room with cherry wood topped buffets and glass cabinets, ideal for hosting large family gatherings. The home features a 1st floor primary ensuite bedroom with a private deck to enjoy your morning coffee/evening sunsets, 2-walk in closets, and a radiant heated bathroom with dual sinks. Designed for indoor-outdoor living, enjoy two expansive decks, a large stone patio, and a beautifully landscaped yard with mature plantings that frame the in-ground heated pool and hot tub-making it a true backyard oasis. Solar panels allow you to enjoy greatly reduced electricity expenses of $20+/- month. 75 minute drive to NYC.

211 Linden Tree Rd, Wilton

$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

$1,635,000
4 Beds 5 Baths 24104819 MLS
Timeless elegance and serene privacy define this beautifully renovated and expanded 1930s Colonial, peacefully set on over 4 acres of beautifully balanced meadow and woodland bordering the Weir Farm Nature Conservancy. Thoughtfully updated throughout, the home blends historic charm with modern sophistication, filled with natural light, original hardwood floors, and captivating views from every room. It features 4 generously sized bedrooms and 5 full baths, with a main-level library/study that can easily serve as a 5th bedroom. At the heart of the home is a stunning eat-in kitchen with a large center island, quartz countertops, ample seating, and a delightful breakfast nook. The adjoining family room showcases a striking fireplace, wood beams, and elegant French doors that open to a lovely stone terrace. A versatile living/dining room includes a fabulous fireplace and window seat overlooking the backyard, and a convenient first-floor laundry enhances daily comfort. Upstairs, the sunlit primary suite offers its own fireplace and tranquil views, while the two additional bedrooms on this level each enjoy their own full bath. The third floor reveals a 4th bedroom, full bath, and additional office space. The grounds are equally exceptional, ideal for gardening or homesteading, with a private hiking trail winding through the trees. A barn-style garage with finished loft and whimsical custom-built treehouse complete this rare and distinctive property-just an hour from NYC.

56 Turtleback Rd, Wilton

$1,615,000
4 Beds 4 Baths 24117161 MLS
Welcome to 12 Walnut Place, this classic colonial sits on a two-acre lot in one of Wilton's most desirable neighborhoods close to town, train & schools. This turnkey home has many recent improvements and offers 4 bedrooms, 4 full bathrooms & plenty of living & entertaining spaces over nearly 5,000sq feet of finished space. The interior is filled with natural light & the layout offers the perfect blend of formal and informal spaces. The heart of the home is the stunning eat in kitchen, featuring high-end stainless-steel appliances & a wine refrigerator. The bright eat in area flows seamlessly into the sunroom with sliders to the large terrace. Also off the kitchen is the formal dining room featuring a lovely bay window and charming built-ins. The formal living room is bathed in light where you can relax quietly and snuggle in front of the woodburning fireplace. Work from home in the quietly appointed office or hang out and play in the large family room with the 2nd fireplace. Upstairs, the spacious primary suite offers a walk in closet and ensuite bathroom with double vanity and large shower. Three more bedrooms and a hall bath with double vanity complete the 2nd floor. The finished basement has plenty of room to play, work out & with a full bath and kitchenette is a perfect in-law or au-pair suite. Outside, the level backyard has beautiful landscaping. This turnkey home is ready for its next owners to move in and enjoy this wonderful neighborhood, less than 60 miles to NYC.

12 Walnut Pl, 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

$1,600,000
4 Beds 6 Baths 24163233 MLS
Stunning 4 bedroom, 6 bath Spacious Contemporary with BONUS accessory apartment. Located in a desirable central Wilton neighborhood, this unique and special property exudes a very cool Mid Century vibe throughout. Gorgeous living room with stone fireplace, multiple windows and cathedral ceiling invites you into this custom home. Gracious formal dining room, light-filled Chef's kitchen with large eating area opening to level backyard and cozy family room with fireplace create the perfect entertaining set-up. Flexible floor plan with Primary Suite either on the main floor or 2nd floor as well as two other generously sized bedrooms, 2 1/2 baths, sunny office and mudroom complete the first floor. The fabulous in-law/au pair apartment with a separate entrance is fully updated & a legal rental. Complete with kitchenette, washer/dryer, living room, bedroom, 1 1/2 baths & multiple closets for storage. Sited on 2 acres with fabulous Glengate, gunite pool and gazebo on a lovely flat & cleared park-like setting.....the perfect outdoor and private retreat! Many updates, including newer furnace, Culligan water purifier, lighting, 2 new Splitter units & freshly painted interior. Pride of ownership is evident throughout this exceptional light-filled property. A rare opportunity to own a peaceful oasis offering versatility and convenience on a cul-de-sac neighborhood where you can walk to school, town and NRVT. This gem, full of character and charm, is extraordinary and not to be missed!!

79 Warncke Rd, Wilton

$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

$1,600,000
4 Beds 3 Baths 24131577 MLS
Stately Classic Colonial in the coveted Silver Spring community where privacy and prestige align, located on the former Firestone estate thoroughbred racetrack. Lush landscaping with handsome stone walls and walkways, this four Bedroom home offers an ideal Wilton residence. Abundant updates compliment the interior and exterior features, including a NEW Trex deck, NEWLY paved driveway, refinished hardwood floors on first level and much more. Custom eat-in chef's Kitchen equipped with Subzero, Wolf gas cooktop, Wolf ovens, Bosch dishwasher, wine chiller, hutch and large island with sink opens to the bright Family Room w/ vaulted ceiling and striking stone fireplace. Entertaining is easy via French doors to the new Trex deck and level back yard. Upon entering, the welcoming foyer leads to a captivating color-drenched paneled Dining Rm, a formal Living Rm with fireplace and large office, providing an ideal work-from-home space. Completing the first floor is a powder room and an updated Laundry Rm. Retire to the upper floor with three BRs, updated hall bath and Primary Ste highlighted w/ two walk-in closets, two custom vanities, shower & soaking tub. Recreation Rm on finished LL has so many uses - theatre, gym, office. Outdoors the neighborhood offers great walking, jogging, nature walks! Imagine living so close to both Wilton & Ridgefield town centers with great dining, shopping, parks. Top-rated schools, Ambler Farm, Woodcock Nature Center & Weir Farm are all Wilton treasures!

96 Silver Spring Rd, Wilton

$1,600,000
4 Beds 4 Baths 24102143 MLS
Nestled in the heart of New England's timeless landscape, this quintessential homestead combines old-world charm with traditional spaces with a modern, casual lifestyle. Journey down the long, level driveway, until the grandeur of this 4-bedroom estate-like property comes into view. Each room is light and gracious in size. The Living Room, anchored by a stately fireplace and a rounded wall of glass, sets the stage for memorable gatherings, while the paneled office/den offers a refined retreat for work/study. Formal occasions find their home in the dining room, with its gleaming hardwood floor. The large EIK, the heart of the home, is a culinary dream with its walk-in pantry/shared laundry for ultimate convenience. Family and friends are drawn to the warmth of the welcoming Family Room, with tray ceiling, warm pine and inviting fireplace. This space seamlessly flows into the versatile solarium/sun room, bathed in natural light for play room, billiards or your year round greenhouse! Upstairs, each Bedroom has its own en-suite bath, one J and J. Primary Suite is a spacious sanctuary boasting an enviable walk-in closet. The property's grandeur is matched only by its serene setting, mature plantings, gardens on over 2.50 acres. The soothing sounds of the Comstock Brook create a tranquil backdrop to this elegant, private haven. The heated in-ground concrete pool, lined with Belgian blocks plus huge play area is your own private country club! BONUS:WHOLE HOUSE GENERATOR. A true gem!

352 Ridgefield 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

$1,525,000
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

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