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$3,610,000
5 Beds ⋅ 11 Baths ⋅ 24178405 MLS
Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.

16 Middlebrook Ln, Wilton
$3,540,000
5 Beds ⋅ 7 Baths ⋅ 24161566 MLS
Once in a lifetime, a home of this caliber becomes available. Sited on a cul-de-sac in a coveted neighborhood close to town, this exceptional residence pairs custom design with luxurious indoor-outdoor living areas enhanced with smart technology and supported by upgraded mechanicals. A gracious front-to-back foyer showcases elegant living and dining rooms. Everyday living and elevated entertaining are effortless with a new custom kitchen designed by Deane appointed with Simon Pearce pendants, premium appliances, wine frig, and a Zip tap for still and sparkling water. A sun filled eat-in area flows seamlessly into a coffered ceiling family room with fireplace and a covered porch-with flat screen TV, stone fireplace and Bromic heating. A richly paneled office, mudroom and second staircase complete the main level. Upstairs, five bedrooms include a serene primary suite with fireplace and sitting room, a private guest suite and an additional office. The outdoor experience is nothing short of a 5-star resort-with a saltwater Glengate pool, sun shelf, spa and a new outdoor kitchen fully equipped with a built-in grill, pizza oven, Traeger smoker, and refrigeration-all surrounded by stone terraces, lush landscaping, audio system and curated lighting. The lower level boasts a chalet-inspired retreat with recreation, fitness rooms, an infrared sauna, and bedroom suite with a flexible private entry. An exceptional offering for those seeking outstanding craftsmanship and luxury!

12 Brandon Cir, Wilton
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 24159919 MLS
At the end of a quiet South Wilton cul-de-sac, this exceptional Colonial pairs timeless architecture with beautifully curated interiors and a private, picturesque setting. From the moment you enter, the quality is unmistakable-exquisite millwork, elegant proportions, and thoughtfully designed spaces create a home that feels both refined and deeply livable. Formal living and family rooms each offer a fireplace, while the banquet-sized dining room is perfectly suited for memorable entertaining. At the heart of the home, a stunning chef's kitchen opens seamlessly to the family room, creating the kind of space where everyone naturally gathers. Custom white inset cabinetry, top-tier stainless steel appliances, quartz countertops, and an oversized island are complemented by a coffered ceiling, stone fireplace, and a warm, inviting atmosphere that balances sophistication with comfort. A private study offers a polished work-from-home setting, while the exceptional mudroom-with extensive built-ins and an additional half bath-brings effortless function to everyday life. Upstairs, five en suite bedrooms and a spacious playroom offer flexibility for modern living. Each bath is beautifully finished with heated floors, and the primary suite is a true retreat, complete with a fireplace, a luxurious spa bath, and an extraordinary custom closet.

21 Lee Allen Ln, Wilton
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 24178736 MLS
HIGHEST & BEST OFFERS REQUESTED BY MONDAY, 6/22 AT 10:00 AM. Exquisite Dream Home in South Wilton: A Sanctuary of Elegance and Nature. Nestled at the end of a South Wilton cul-de-sac on an elevated site, this extraordinary home blends luxury with natural beauty. Surrounded by 83 acres of Bradley Park conservation land with hiking trails and a short walk to Wilton Town Center, it offers privacy and convenience. Spanning 5,560 sq ft, this light-filled residence features four spacious bedrooms, ideal for elegant living and entertaining. With 9+ ft ceilings, hardwood floors, two fireplaces, French doors, and deep moldings, the home exudes sophistication. The open layout includes a recreational room, an 800-bottle wine cellar, and a butler's pantry. A fifth or sixth bedroom can be added in the den/office or rec room. Over $400,000 in upgrades elevate this property, including a heated Signature Gunite saltwater pool, a solar panel system with Tesla Powerwall, a Fiero Forni pizza oven, vegetable gardens, a chicken coop, and a slate patio with built-in seating for outdoor dining. Nature enthusiasts will enjoy proximity to Bradley Park, Norwalk River Valley Trail, and vast conservation land. Just minutes from NYC, this home offers luxurious living, privacy, and convenience-a true sanctuary and rare find.

97 Graenest Ridge Rd, Wilton
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 24150931 MLS
Offer Deadline 5pm, Feb 2nd. South Wilton Showstopper! Nestled at the end of desirable cul-de-sac, this pristine, turnkey Colonial offers an ideal floor plan for today's lifestyle w/4,500 sq ft plus finished walk-out lower level. Exquisite millwork, 9' ceilings, and hardwood floors flow throughout the home. The custom-designed kitchen is a chef's dream, featuring high-end appliances including built-in espresso maker, oversized island, spacious pantry, and stunning cabinetry-all open to a comfortable family room w/floor-to-ceiling stone fireplace. A private home office/study adds functional flexibility. Gracious living room w/ gas fireplace and large formal dining room are sure to impress. Upstairs, the luxurious primary suite includes a gas fireplace, spa-like bath, and huge walk-in closet. Three add'l bedrooms offer ensuite or Jack-and-Jill baths and walk-in closets. A recreation room w/custom built-in desks and shelving provides ideal space for work or play. The second-floor laundry room boasts gorgeous cabinetry and sink for added convenience. The finished walk-out lower level features a fireplace, full bath, and guest bedroom. Outdoor living shines w/ a welcoming front porch, beautiful in-ground pool, fabulous patio with built in Lynx grill and fire pit. Professionally landscaped w/ perennial gardens thru out. This exceptional home combines elegance, functionality, ideal NYC commute and is minutes to town and schools. Meticulous and tasteful! Not to be missed! See addend

51 Chessor Ln, Wilton
$2,630,000
5 Beds ⋅ 6 Baths ⋅ 24151937 MLS
Please submit HIGHEST and BEST offers by 3pm Tuesday March 10th. Set in a highly sought after south Wilton,CT cul de sac, this light-filled home offers refined design and effortless indoor-outdoor living. Rebuilt in 1999 and thoughtfully renovated in 2009, the open layout feels both expansive and welcoming. From the moment you enter, front-to-back and side-to-side sightlines, soaring ceilings, and oversized windows create an airy, elegant first impression. The gracious living room features custom millwork, a striking stone fireplace, dining area, and upper dormer windows that add architectural detail and natural light. The open kitchen with recent upgrades is designed for both daily living and entertaining, showcasing high-end appliances, custom cabinetry, and a walk-in pantry. A sun-filled breakfast room with built-ins and a wall of windows overlooks the beautifully landscaped, level backyard and in-ground gunite pool, offering a seamless connection to outdoor living. Multiple gathering spaces include a cozy family room with built-ins and stone fireplace, a flex space or recreation room, and a large second-floor bonus room. The first-floor primary suite provides privacy and convenience with 2 walk-in closets and a pristine full bath. A 5th bedroom,full bath off the bonus room is perfect for guests or extended living needs. Bluestone patios, private and level backyard, lighted basketball court, room for volleyball, soccer and more.

9 Old Farm Rd, Wilton
$2,625,000
5 Beds ⋅ 6 Baths ⋅ 24168347 MLS
A rare offering in sought-after South Wilton, this exceptional 2009 Colonial pairs over 5,800 square feet of sophisticated living space with the feel of a private retreat. Surrounded by 1.8 acres of park-like grounds, the property offers a serene, resort-like setting just minutes from Rolling Hills Country Club, Ambler Farm, and major commuter routes. Designed for both elegant entertaining and effortless daily living, the home features 5 bedrooms and 6 baths, including a flexible main-level suite ideal for guests or a private office. Sun-filled living spaces include a gracious sitting room, living room, and sunroom, while two fireplaces bring warmth and character throughout. The kitchen is perfectly positioned to overlook the pool and backyard, with sliding doors opening to the deck and outdoor entertaining spaces for seamless indoor-outdoor living. Upstairs, a spacious great room provides ideal flex space for media, play, or gathering, while the expansive primary suite offers walk-in closets and a spacious bath. A second-floor laundry room, walk-up unfinished attic, and finished lower level add versatility and convenience. Outside, the lifestyle is truly exceptional. A saltwater pool, hot tub, expansive deck, level lawn, and indoor/outdoor sound system create the feel of a private oasis-peaceful, polished, and perfectly suited for both quiet enjoyment and entertaining. Offering a rare blend of space, style, and serenity, this home is a true gem. Equipped with an electric

12 Langner Ln, Wilton
$2,600,000
4 Beds ⋅ 3 Baths ⋅ 24170670 MLS
Elegant and impeccably appointed, this exceptional top-shelf residence offers refined living in the heart of the village's historic district. You will find this Architectural Gem has been masterfully reimagined for modern living while honoring its rich provenance. Rob Sanders Architects, renowned for historic restorations transformed this residence into a timeless, sophisticated masterpiece showcasing perfectly scaled living spaces. Inside, exquisite craftsmanship is evident throughout-from custom cabinetry and millwork to bespoke lighting and curated finishes. Wide-plank chestnut floors, and authentic 6-over-6 windows provide warmth and character, blending historic charm with elevated, modern comfort.Highlights include an exceptional Chef's KIT that has every high-end detail imaginable, stunning Sunroom, handsome Library w/wet bar, fabulous Scullery, beautiful Living & Dining Rms, luxurious Primary Suite w/Spa inspired Bath, comfortable Home Office. Set on 1.95 picturesque acres of lush lawns, mature gardens, expansive patios and classic stone walls, the property also includes a classic New England barn and enjoys a premier in-town location with easy access to the village center with wonderful restaurants, cafes, gourmet market and wonderful array of shops. Close proximity to train, schools, and parks as well as Downtown New Canaan and Ridgefield..Approx 1 Hour to NYC. Sophistication at every turn. Impossible to Reproduce!

65 Ridgefield Rd, Wilton
$2,550,000
5 Beds ⋅ 6 Baths ⋅ 24163135 MLS
Welcome to this exceptional home set on a quiet cul-de-sac in one of Wilton's most sought-after neighborhoods. Offering 5 spacious bedrooms, 5 full baths &1 half bath, this home seamlessly blends timeless elegance with modern comfort. The sun-drenched interiors highlighted by gorgeous windows fill the space with natural light including new windows in the semi circle area. Extensive high-gloss millwork & striking coffered ceilings showcase the home's craftsmanship and refined architectural detail throughout. The thoughtfully designed floor plan is ideal for both everyday living & entertaining, featuring a gourmet kitchen w/high-end appliances, custom cabinetry, & center island. A stylish butler's pantry add both function & sophistication, making hosting effortless. The kitchen flows seamlessly into gracious living and dining spaces designed for gathering.Upstairs, the luxurious primary suite serves as a private retreat, complete w/a spa-like bathroom & generous walk-in closets. Each additional bedroom is well-proportioned w/access to beautifully appointed full baths, offering comfort & privacy for family & guests alike.The LL offers flexible living spaces perfect for a home office, gym, or media room w/a stone fireplace & full bath. Outside, a beautiful approach highlights the professionally landscaped grounds designed by Glen Gate, creating a picturesque setting. The level, walk-out expansive patio provides an ideal backyard backdrop for outdoor entertaining or relaxation!

18 Brandon Cir, Wilton
$2,335,000
5 Beds ⋅ 7 Baths ⋅ 24083683 MLS
Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtaking beauty& privacy. Tree-lined drive winds along tranquil Comstock Brook, leading to the distinguished residence. Mature cherry, apple, maple, blue spruce, and pine trees enhance the idyllic setting, while an expansive stone terrace invites al fresco dining & offers potential for future pool. Designed by architect Dipti Shah of Paul Benowitz Architects, it seamlessly integrates w/its surroundings. Soaring 2-story foyer w/floor-to-ceiling glass welcomes guests, leading to a sunlit living rm w/a grand stone fireplace. The richly appointed library, formal dining rm, & gourmet kitchen-featuring professional-grade appliances & breakfast nook-flow effortlessly into the family room & terrace for ideal indoor-outdoor living. Addtl highlights incl a rear staircase, 2 powder rooms, mudroom, & radiant-heated 3-car garage. The luxurious master wing features water views, fireplace, pvt sitting room/office, & walk-in closets. 4 addtl bedrooms, 4 full baths, & spacious laundry rm complete the upper level. A finished third floor offers space for a playroom,gym or rec area, while lower level, w/high ceilings & exterior access, is ideal for a gym or media lounge.Blending architectural splendor with natural serenity, this rare offering ensures an unparalleled lifestyle of elegance & comfort. Top schools, charming village, great dining, YMCA, easy access to trains, major highways, & amenities

33 Middlebrook Farm Rd, Wilton
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 24181450 MLS
Set on a beautifully landscaped, level property in South Wilton, 18 West Meadow offers exceptional indoor and outdoor living with convenient access to Westport, Norwalk, I-95, the Merritt Parkway, shopping, dining, and train service. This 4-5 bedroom home features a renovated kitchen with Absolute Black granite countertops, a large center island, breakfast area, Wolf cooktop and wall ovens, and a Sub-Zero refrigerator. The kitchen opens to the family room with custom built-ins, a wood-burning fireplace, and sliding doors to the stone patio. Sliders from both the family room and dining room create a seamless connection to outdoor living spaces. The main level also includes an office with a bay window, built-in bookshelves, gas fireplace, and backyard views. A formal living room features additional built-ins and a gas fireplace, while a large pantry provides ample storage. Upstairs, the primary suite includes a windowed walk-in closet, Juliet balcony overlooking the backyard, and a renovated, bath with soaking tub, walk-in shower, dual vanities, and private water closet, all with Porcelainosa fixtures. Three additional bedrooms are located on the upper level, including two with en-suite baths. A walk-up attic offers future expansion potential. Above the garage is a flexible living area with a bedroom, full bath, and separate access through the mudroom. The backyard features a stone patio, irrigation system, fenced vegetable garden, expansive lawn, and a whole house generator.

18 W Meadow Rd, Wilton
$2,206,020
6 Beds ⋅ 5 Baths ⋅ 24089948 MLS
New Listing! Originally built in 1825, this distinguished Colonial Revival estate was significantly expanded in the 1920s by McCall's Magazine, which transformed it into their elegant country retreat. Now offering over 5,600 square feet of beautifully remodeled living space, the home has been thoughtfully restored to honor its historic roots while offering every modern comfort. A true sanctuary from the pace of everyday life, this property invites you to vacation at home. Enjoy morning coffee on the private master terrace, sunbathe on the south terrace, or relax with a book on the charming porch. The expansive, level grounds are ideal for outdoor living and feature a sun-drenched site perfect for a future pool. Inside, the home balances grandeur with warmth. The stunning Carrara marble kitchen is a chef's dream, equipped with high-end appliances and a spacious island for gathering. A full butler's pantry and porch provide the perfect setup for entertaining. Host unforgettable dinners in the banquet-sized dining room or dine al fresco on the breathtaking stone terrace. The generous living room and adjacent den/bar feature three fireplaces and multiple sets of glass doors that open to the terrace and porch, blending indoor and outdoor living seamlessly. Work from home in one of two quiet offices, then unwind in the cozy family room by the fire, enjoy a workout in your personal gym, or retreat to the luxurious primary suite.

89 Chestnut Hill Rd, Wilton
$2,150,000
5 Beds ⋅ 6 Baths ⋅ 24094919 MLS
Nestled on a coveted, serene cul-de-sac in Wilton, this 5-bedroom, 4.5-bath colonial combines timeless elegance with modern luxury. Set on a beautifully landscaped lot featuring a heated gunite pool and spa, this residence offers a private sanctuary close to the New Canaan border and just minutes from town center. Inside, you'll find a remodeled, designer chef's kitchen with Thermador appliances, custom cabinetry, exotic granite, and propane cooking-flowing seamlessly into an open-concept family room and conservatory-style breakfast area. The current owners have remodeled the baths and the Primary bathroom boasts radiant floors and heated towel bars. The finished basement includes a home gym, wine nook, and extensive storage. Upgrades abound: surround sound wiring, three fireplaces, French doors, and extensive millwork. The professionally landscaped grounds feature arbors, perennial gardens, a rose island, organic vegetable beds, and a charming footbridge over a babbling stream. Sprinkler system, hardwired security cameras, new driveway seal, and architectural roof ensure worry-free ownership. Beyond the specs, this home is alive with seasonal magic-from blooming lilacs and peonies in the spring to moonlit snowscapes in winter. 10 Woods End Drive isn't just a house-it's a four-season experience of comfort, beauty, and privacy.

10 Woods End Dr, Wilton
$2,075,000
6 Beds ⋅ 6 Baths ⋅ 24183185 MLS
Nestled in one of South Wilton's walkable neighborhoods, this exceptional newer-construction home offers over 5,000 SF of beautifully designed living space on a private, flat, one-acre lot. Gently lived in, impeccably maintained, the residence combines timeless craftsmanship w/modern convenience, presenting in truly immaculate condition. A circular Belgium block lined driveway creates a grand arrival & highlights the home's commanding presence. Inside, exquisite millwork, high ceilings & abundant natural light define the elegant yet comfortable interiors. Designed for both everyday living & entertaining, the spacious floor plan features 6 bedrooms, including 2 primary suites, offering flexibility for guests, extended family, or multigenerational living. The heart of the home is a chef's kitchen w/premium appliances, custom cabinetry, generous workspace & seamless flow to the surrounding living & dining areas. Formal & informal spaces provide the perfect balance of sophistication & comfort. Additional highlights include a walk-up attic w/expansion potential, a walk-out basement offering endless possibilities, propane heat, town water & sewer, a generator & an irrigation system. Every detail reflects quality construction & pride of ownership. Enjoy the rare ability to walk to town, shops, dining & community amenities while enjoying the privacy & tranquility of a beautiful estate setting. Combining exceptional quality, municipal utilities with an unbeatable location!

2 Deerfield Rd, Wilton
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 24179795 MLS ⋅ River Ridge At Wilton BLDG.
A complete 'WOW' in the desirable walk-to-town River Ridge community. Spectacular views, and so many high-level upgrades to this unit (no expense was spared) including: craftsman's millwork/coffered ceilings, inlaid floors, rebuilt floor-to-ceiling fireplace, butler's pantry with marble countertops, custom kitchen with Thermador, Wolf, Sub-zero appliances and specialty-coated Carrera marble countertops, designer lower level entertaining kitchen and family room, radiant heat in Primary Bath, mirrored home gym, heated garage, rebuilt bluestone patio with awning and new stone retaining/sitting wall, generator, Sonos system and more. Celebrity designer's touches everywhere in the fabrics, lighting, millwork and overall aesthetic. This one is over-the-top gorgeous, pristine and exceptional. A dream lifestyle. Don't wait to see it!

15 River Ridge Ln Unit 15, Wilton
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 24176670 MLS
A complete 'WOW' in the desirable walk-to-town River Ridge community. Spectacular views, and so many high-level upgrades to this unit (no expense was spared) including: craftsman's millwork/coffered ceilings, inlaid floors, butler's pantry with marble countertops, custom kitchen upgrades with Thermador, Wolf, Sub-zero appliances and specialty-coated Carrera marble countertops, designer lower level entertaining kitchen and family room, radiant heat in Primary Bath, mirrored home gym, heated garage, bluestone patio with awning and new stone retaining/sitting wall, generator, Sonos system and more. Celebrity designer's touches everywhere in the fabrics, lighting, millwork and overall aesthetic. This one is over-the-top gorgeous, pristine and exceptional. A dream lifestyle, just minutes from town, 2 minutes walk to Schenk's Island and Bradley Park, 15 minute drive to SoNo train, and 3 minutes to NRVT hiking trails. Don't wait to see it!

15 River Rdg Unit 15, Wilton
$1,985,000
4 Beds ⋅ 3 Baths ⋅ 24151862 MLS
Located in prime South Wilton just minutes from Westport and New Canaan, this exceptional colonial blends timeless New England charm with today's most sought-after amenities. Set back from the road on 1.1 private acres, the home has been expanded and upgraded to deliver scale and modern comfort. With four bedrooms and a flexible additional room plus abundant living space, the layout is ideal for both everyday life and entertaining. Architectural details, windows in every direction, and numerous recent enhancements create an atmosphere of sophisticated ease. The landscaped grounds include a gracious entry drive, a sweeping front lawn, and a fully fenced backyard anchored by a bluestone patio. Improvements in the last two years include a remodeled studio (ideal for private office, gym, guest retreat, or creative workspace), extensive new flooring and paint, split-rail fencing in the backyard, brand-new propane heating system with Nest thermostats, custom ADT security system, and whole-house water filtration system to complement public water connection - delivering peace of mind and modern performance. Located near the Merritt Parkway and Metro North, this is a rare opportunity to enjoy quality, privacy, and convenience in one of Fairfield County's most coveted settings. Wilton Center - 7 min | Westport - 7 min | New Canaan - 15 min | Darien - 15 min | Cranbury Park (227 acre public park and trails) - 1 min

128 Grumman Hill Rd, Wilton
$1,985,000
4 Beds ⋅ 3 Baths ⋅ 24131714 MLS
Your search for historic charm and modern luxury in South Wilton ends here. This 1935 Frazier Peters-designed stone and shingle home was thoughtfully expanded by JPL Architects and fully rebuilt in 2020-2021. Set on a flat acre in the sought-after Meadows neighborhood, this home offers 4 bedrooms, 3 full baths. The house has been completely updated while preserving its original New England charm. The chef's kitchen features Sub-Zero and Viking appliances, quartz counters, and built-in breakfast nook. The formal dining room showcases the original stone facade with beautiful landscaping views, while the family room centers on the wood-burning stone fireplace with oak beams. The sunroom with office alcove overlooks the koi pond. Out back, the bluestone patio opens to views of the gunite pool with bluestone terrace, and spacious storage shed with concrete foundation. The rebuild includes raised ceilings, new windows, propane HVAC w/ Ecobee thermostats, plus new electrical, plumbing, roof & siding. Upstairs, the primary suite features a fireplace, radiant heated marble bath with soaking tub and shower, and dual custom walk-in closets. Three additional bedrooms, hall bath and laundry complete the second floor. New 5-bedroom septic offers potential for in-law apartment over the garage. Automation includes surround sound and hardwired video security system. Premium finishes include wide-plank white oak floors and custom millwork throughout. Just 10 minutes to Westport train & center

93 E Meadow Rd, Wilton
$1,935,000
4 Beds ⋅ 5 Baths ⋅ 24178583 MLS
Easy town and school access with a neighborhood feel. This South Wilton 4/5 bedroom designer-owned home is set way back off the road and has an amazing convenient location. Owners and neighbors have created a wonderful community feeling with trails through the backyards leading to town! Built just nine years ago by Petrucci Builders, this beautifully appointed Colonial delivers the craftsmanship and character that buyers covet without the compromises of an older home. From the moment you step inside, the open, flowing layout draws you forward, where generous proportions, elevated ceilings, premium finishes and an abundance of natural light set the tone for a life well-lived. Whether you're hosting a dinner party that spills from the kitchen to the living room, or settling into a quiet evening at home, every space has been thoughtfully designed to meet the moment. Five generous bedrooms and 4.5 luxurious baths ensure everyone has room to breathe and privacy to retreat. The primary suite is in a category of its own: a true sanctuary, anchored by a fireplace that transforms even the coldest Connecticut night into something intimate and indulgent. And the location? Rarely does a home this polished sit this close to Wilton's beloved town center with its shops, restaurants, and the easy rhythms of a community that knows how to slow down without feeling left behind. BRAND NEW COOKTOP in kitchen and finished space on third floor and lower level makes this house live large.

42 Old Hwy, Wilton
$1,925,000
5 Beds ⋅ 7 Baths ⋅ 24187095 MLS
Completely reimagined in 2022, this stunning center hall colonial offers the rare combination of timeless architecture and newer everything - making it the turnkey opportunity buyers in Wilton have been waiting for. Set on a level two-acre parcel, this 5-bedroom, 6 1/2-bath home features a fully redesigned kitchen, 2022 installed HVAC/AC, roof, hot water heater, and water softener. Soaring vaulted ceilings, a dramatic floor-to-ceiling stone fireplace, and a spa-inspired primary suite with oversized soaking tub set the tone throughout. The finished lower level adds a home gym, recreation room, and full bath. Hardwood floors, 3-car garage, circular drive, and a stunning stone-walled backyard complete this exceptional property. Walk to the Norwalk River Valley Trail and Ambler Farm; minutes to top-rated schools and Wilton/Cannondale train station. Move-in ready - everything's already been done.

125 Skunk Ln, Wilton
$1,860,044
5 Beds ⋅ 4 Baths ⋅ 24168758 MLS
Nestled at the end of a quiet cul-de-sac in sought-after South Wilton, this expanded 5-bedroom Colonial offers the perfect blend of space, style, and convenience. Beautifully renovated throughout, the home features a stunning chef's kitchen with a 10-foot quartz island, 6-burner Wolf gas cooktop, and sliders that open to a spacious deck overlooking a level backyard, ideal for entertaining and everyday living. The main level boasts generous gathering spaces, perfect for both relaxed living and hosting , along with a dedicated home office. Upstairs you will find a 5 bedrooms, including a well-appointed primary suite with another home office, and a luxurious bath with heated floors, large shower and separate tub. Two more fully renovated full baths and laundry is conveniently located on this floor. Extensive updates include: new AC systems, new windows, completely renovated kitchen and baths, refinished floors, a new portico and more! (Please see full list of improvement in documents) Enjoy move-in ready living in a prime location just minutes from downtown Wilton, top-rated schools, major highways, and easy access to NYC! *Deck to be painted when weather permits.

44 Old Nursery Dr, Wilton
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24109330 MLS
Stunning, One-of-a-Kind Architecturally Distinctive Home in a Coveted South Wilton Neighborhood Tucked at the end of a quiet cul-de-sac and abutting 53-acre Cherry Lane Park, this extraordinary four-bedroom, three-and-one-half-bath home offers a rare blend of timeless design, exceptional craftsmanship, and privacy. Custom-built with stone and shingle, copper gutters, and a mix of cedar and flat-seam copper roofing, the home is as solid as it is striking. Soaring ceilings, expansive windows, and multiple French doors flood the interior with natural light and create a seamless connection to a series of flagstone patios-perfect for entertaining or quiet retreat. The stunning chef's kitchen features a Wolf range framed by a stone arch, Sub-Zero Pro 48 refrigerator, refrigerator drawers, built-in microwave and warming drawer, indoor grill, and a Rachiele copper farm sink. A built-in banquette overlooks the natural pond and sits beneath a glass and wood-beamed cupola, while antique pantry doors reclaimed from a European monastery add a unique touch. The main-floor primary suite offers tranquil garden views and thoughtful details, including custom built-ins, window seats, a walk-in closet, and a luxurious bath with soaking tub and steam shower. Warmth and character radiate throughout the home-from hand-hewn beams and wide-plank white oak floors to arched windows and doors.

66 Little Brook Rd, Wilton
$1,840,000
4 Beds ⋅ 5 Baths ⋅ 24150415 MLS
Tucked away on a quiet cul-de-sac in coveted South Wilton, just moments from Wilton and New Canaan town centers, this striking contemporary blends architectural elegance, refined finishes, and serene natural beauty. Surrounded by lush landscaping with sweeping views of Thayer Pond, the property offers a rare private dock: an ideal setting for year-round enjoyment. This friendly, walkable neighborhood is ideal for biking, running, or leisurely strolls with your dog. Bathed in natural light, the home features expansive interiors and seamless indoor-outdoor living. The chef's kitchen with granite countertops, gas cooktop, and double ovens opens to a dramatic family room with vaulted ceilings and a wood-stove, perfect for everyday living and entertaining. A sunroom flows effortlessly to the expansive deck, creating a stunning setting for year-round dining with pond views. The first floor office, (possible bedroom?), is adjacent to a full bath. Every bedroom in the home enjoys its own private ensuite bathroom, offering privacy and convenience.The luxurious primary suite features a fireplace, dressing room, and spa-inspired bath.Two additional ensuite bedrooms capture peaceful treetop and pond views.The walkout lower level provides excellent in-law or au pair potential, featuring a spacious recreation room, an ensuite bedroom, and an expansive storage area with large windows for an office, gym, or studio.This home is moments away from top Wilton schools, Lake Club, & Metro North.

21 Woods End Dr, Wilton
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 24183143 MLS
Desirable walk-to-town River Ridge community. Spectacular views, and so many great features! Craftsman's millwork/coffered ceilings, hardwood floors, open floorplan and move-in ready condition. Main level Primary Suite, home office, specialty flooring in garage and finished walk out lower level. Exceptional in every way, this pristine home offers a truly enviable lifestyle just minutes from town. Enjoy an unbeatable location with Schenk's Island and Bradley Park only a two-minute walk away, the SoNo train station just 15 minutes by car, and access to the Norwalk River Valley Trail only three minutes from your doorstep. A rare opportunity to enjoy beauty, convenience, and outdoor recreation in one remarkable setting-schedule your visit today. Interior furnishings are different than furnishings in photos.

5 River Ridge Ln Unit 5, Wilton
$1,770,000
4 Beds ⋅ 4 Baths ⋅ 24170668 MLS
Stunning Sun-Filled Colonial with Designer Barn. Set on 1.32 flat acres on the New Canaan border, this bright 4-bedroom Colonial offers over 4,000 square feet of sophisticated living space. Built in 1990, the home perfectly captures "old world" architectural charm-featuring reclaimed beams & timeless New England character-while offering the ease & peace of mind of modern construction. The main level features gracious living & dining rooms with fireplaces & an open-concept kitchen that flows into a family room overlooking the expansive backyard. A glass-lined breezeway connects the house to a spectacular renovated barn. Featured in *New England Home* magazine, this climate-controlled "Great Room" boasts soaring ceilings & sliding doors to a stone patio, creating a premier space for indoor-outdoor entertaining. The primary suite serves as a serene retreat with a renovated bath & dual walk-in closets. 2 additional bedrooms-each with fireplace details-share an updated bath alongside a dedicated home office. The finished walk-out lower level adds a recreation room, gym, & private guest suite. Tucked away on a quiet cul-de-sac that ends at a sprawling nature preserve, the property offers total privacy while remaining incredibly convenient. Situated less than 10 minutes from the downtown centers of Wilton, New Canaan, Ridgefield, & Pound Ridge. This is a rare opportunity to own a distinctive home that balances historic aesthetic with effortless low-maintenance living.

18 Forest Ln, 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
$1,670,000
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
$1,660,000
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

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