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$759,000
2 Beds ⋅ 3 Baths ⋅ 24193554 MLS ⋅ Glen River BLDG.
This beautiful, light-filled townhome is located in Glen River, one of Wilton's most sought-after communities. Offering the perfect blend of style, comfort, and convenience, the home features updated kitchen and baths, fresh hardwood floors, and thoughtful details throughout. The updated kitchen boasts modern finishes and stainless steel appliances, creating a clean, functional space for everyday living and entertaining. Adjacent open-concept living and dining areas are bathed in natural light, highlighted by beautiful custom millwork and a cozy wood-burning fireplace. Need a quiet place to work or relax? The cozy office/den features custom built-ins and a sunlit skylight. Wide sliding glass doors open to a private patio-ideal for morning coffee, alfresco dining, or unwinding at the end of the day. Upstairs, the spacious primary suite includes a walk-in closet with a custom California Closet system and a beautifully updated full bath. The second bedroom features a dramatic vaulted ceiling, a palladium window, and its own walk-in closet. A full-sized second-level laundry adds true everyday convenience. A 1-car carport and plenty of guest parking are a great addition to this home. Residents of Glen River enjoy a private in-ground pool and an unbeatable Wilton location-just minutes to the town center, Metro-North train, local shopping, dining, and scenic walking trails. Move right in and enjoy turnkey, low-maintenance condo living!

8 Glen Rdg Unit 8, Wilton
$949,000
4 Beds ⋅ 2 Baths ⋅ 24169858 MLS
Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch, ideally situated on a quiet cul-de-sac in desirable South Wilton. Designed for comfortable everyday living and easy entertaining, the main level features a bright living room that flows seamlessly into the dining room and an updated kitchen with granite countertops, opening to a den. The primary bedroom, two additional bedrooms, and a full bath complete the main level. The lower level offers exceptional flexibility with a family room featuring a cozy fireplace, a fourth bedroom, full bath, laundry room, and convenient access to the attached two-car garage. Set on a picturesque, level property, the backyard is ideal for outdoor enjoyment with a generous deck perfect for relaxing, dining al fresco, or entertaining family and friends. Enjoy the best of both privacy and convenience with this sought-after location just minutes from Wilton's town center, Metro-North train station, shopping, restaurants, parks, and major highways, making commuting and daily errands effortless. A wonderful opportunity to make this welcoming home your own.

22 Bittersweet Trl, Wilton
$2,695,000
6 Beds ⋅ 5 Baths ⋅ 24193184 MLS
Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton
$1,349,000
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
$999,000
4 Beds ⋅ 3 Baths ⋅ 24188546 MLS
BEST AND FINAL 7/21 3:00PM. Welcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic style meets a breathtaking modern evolution. Step inside and immediately feel the light filled, open concept design.Transformed from the bottom up, this 4 Bedroom RR blends sleek sophistication with the warmth of a true forever home. Every upgrade has been thoughtfully redesigned - new, spacious sanctuary that is the Primary En suite addition. New 3rd garage bay for the car enthusiast. City Water. NEW Propane heat system. All bathrooms updated. NEW HVAC/Central Air. All redesigned with luxury finishes to elevate your daily living, offering a perfect sanctuary for a modern lifestyle. The fluid, open layout invites flexibility whether hosting dinner parties or enjoying quiet weekend mornings on your private, maintenance free Trex deck. This home offers turn key peace of mind with completely fenced in property, creating a secure private paradise where kids and pets can roam freely while keeping deer and other wildlife out to protect your professional landscaping. Main Level offers a formal LR with hardwood, formal Dining Space and beautiful EIK with SS appliances and granite counters. 3 Beds and 2 full Baths. Lower Level is finished with 4th Bedroom, Family Room with fireplace with sliders to under porch covered patio. Laundry Room and 1/2 Bath plus plenty of storage closets with direct access from 3 car garage. Just unpack to enjoy Award Winning schools and more!

1 Wilton Acres, Wilton
$825,000
4 Beds ⋅ 3 Baths ⋅ 24190698 MLS
Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living.

65 Whipple Rd, Wilton
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 24190319 MLS
Bring your vision of the perfect home to life with this rare opportunity to build a bespoke Contemporary Farmhouse by an HOBI award-winning luxury home builder. Every detail will be thoughtfully considered when constructing a masterpiece tailored entirely to your lifestyle. From the foundation to the finishes, only the finest top-of-the-line materials and premium appliances will be used. You will enjoy a seamless, highly collaborative design process, working hand-in-hand with the builder to ensure every single detail is exactly as you desire. The exterior will be equally stunning, featuring a professional landscaping design package complete with foundational plantings to welcome you home. Don't just buy a house-collaborate on your ultimate dream home.

30 Cobbs Mill Rd, Wilton
$725,000
2 Beds ⋅ 3 Baths ⋅ 24190757 MLS ⋅ Wilton Crest BLDG.
Wilton Crest - 2 bedroom, 2 full and 1 half bath townhome with the living room, dining room, kitchen, primary bedroom, primary bathroom, laundry, half bath, and two decks all on one level. The second bedroom and full bathroom are on the second floor, and a full unfinished basement is on the lower floor. The unit is just a short walk from your garage, and just six steps up from the walkway brings you into the front door. Vaulted ceilings, skylights, sliders to the decks provide a light, bright and open feel to this home. Just freshly painted throughout. New hardwood floors in the primary bedroom, and refinished hardwood floors in the living room and dining room. Granite counters and stainless steel appliances in the kitchen. Vaulted ceiling, ceiling fan and a wood burning Fireplace in the living room. Central Air conditioning, hot water heater new in 2023. Wilton Crest amenities include a nice size Swimming pool just a short walk from #50. Convenient South Wilton location, close to Wilton center, one mile +/- to Wilton Library, the Supermarket, restaurants and stores, sidewalk from Wilton Crest takes you into the center. Less than 2 miles to Wilton Train Station. Move in and enjoy...

50 Wilton Crest Unit 50, Wilton
$670,000
2 Beds ⋅ 2 Baths ⋅ 24189672 MLS ⋅ Fawn Ridge BLDG.
Completely renovated and move in ready, this exceptional three level townhouse in the sought after Fawn Ridge community offers 2 bedrooms, 2 full bathrooms, a one car garage, and a versatile loft. Thoughtfully redesigned with high end finishes, this home combines style, comfort, and functionality. The stunning new kitchen features custom cabinetry, granite countertops, a designer backsplash, and new stainless steel appliances, including a range, dishwasher, and hood. The open concept living and dining area showcases hardwood floors, recessed lighting throughout, custom built ins, and a cozy wood burning fireplace. A new sliding glass door leads to a freshly painted private balcony, perfect for relaxing or entertaining. Both bathrooms have been beautifully renovated. Radiant heated floors in the entry, office, and primary bathroom add everyday comfort. Additional upgrades include upgraded windows, elegant wood staircases, a Nest smart home system, Ring security camera, new garage door, fresh interior paint, and updated lighting throughout. Enjoy resort style amenities including a pool and tennis court, just minutes from Wilton Center, award winning schools, shopping, dining, Metro-North, and major commuting routes. Immediate occupancy available. Move right in and enjoy maintenance free living at its finest.

4 Fawn Ridge Ln Unit 4, Wilton
$649,000
2 Beds ⋅ 2 Baths ⋅ 24189066 MLS ⋅ Fawn Ridge BLDG.
Rare opportunity to own a unit in the desirable Fawn Ridge complex on Wilton school system side, conveniently located to highways and shopping! This end-unit townhome offers 2 bedrooms, 2 bathrooms, gorgeous eat-in kitchen with granite countertops, and slider to spacious deck for outdoor dining. Large living room with wood burning fireplace with a window bay perfect for reading a book. Upstairs are two large bedrooms and a large bathroom with whirlpool tub and walk-in closet. Bonus finished room in basement can be an office, gym, play or rec room. Garage is deep and offers space for storage as well as a standard SUV. Hardwood throughout the townhome, sun-lit windows, beautiful paint choices, low HOA fee, nothing to do but move in and enjoy the pool, tennis courts and everything South Wilton offers!

61 Fawn Ridge Ln Unit 61, Wilton
$2,099,999
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
$878,000
4 Beds ⋅ 3 Baths ⋅ 24182432 MLS
Please submit highest & best offers by 6 PM on 6/25/26, thank you. Absolutely Charming! This light-filled home offers three spacious living levels and a warm, inviting layout throughout. Enter into a welcoming living room with a fireplace-perfect for relaxing or entertaining. The first floor also features a private office or optional fourth bedroom, along with one of three full baths. The main level is ideal for both everyday living and gatherings, featuring a large dining room with direct access to the sunroom and kitchen with an eat in area. Just off the dining room is an oversized, well-proportioned living room. Upstairs, you will find three additional bedrooms along with the third full bath. All three full baths in the home have been renovated with highest quality craftmanship. The above-grade lower level offers a fun and flexible space to unwind, complete with a wet bar and direct access to the two-car garage & laundry. Generous storage can be found throughout the home. Enjoy outdoor living on the deck-ideal for dining or relaxing-overlooking 2.6 acres of beautiful property, ready for you to personalize with endless possibilities. Set on a quiet road, close to town, schools, and the Wilton YMCA. An incredible value with wonderful potential Please note: The town shows 2 full & 1 half bath, however this home has 3 full bathrooms.

34 Powder Horn Hill Rd, Wilton
$985,000
3 Beds ⋅ 3 Baths ⋅ 24182305 MLS ⋅ Grumman Hill Village BLDG.
Enjoy low-maintenance living in desirable Grumman Hill Village, a beautifully maintained community of 48 homes in sought-after South Wilton. Residents enjoy a carefree lifestyle w/ association-covered grounds maintenance, landscaping, and snow removal, allowing time to enjoy all that Wilton has to offer. Perfectly positioned within the community, this home enjoys one of the most desirable settings, overlooking a spacious greenbelt with sweeping lawn and wooded views beyond. Open floor plan on main level and 3 spacious bedrooms plus office/playroom/extra bedroom completes 2nd floor. The private patio provides a peaceful outdoor retreat for relaxing or entertaining. The freshly painted bright and inviting interior features hardwood floors, natural gas heat, and a functional floor plan designed for comfortable everyday living. Updates over the years include newer roof, refinished hardwood floors, updated kitchen appliances, refreshed interior finishes, and meticulous maintenance throughout. Additional features include underground sprinklers, pull-down attic storage, and extensive built-in shelving in the garage. Grumman Hill Village is known for its attractive setting, strong management, and convenient location close to Wilton Center, Westport, shopping, restaurants, schools, train stations, major commuting routes, and public transportation. Move right in and enjoy the convenience, comfort, and lifestyle that make Grumman Hill Village one of Wilton's most popular communities

78 Village Court, Unit 78, Wilton
$1,900,000
5 Beds ⋅ 6 Baths ⋅ 24181977 MLS
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.

39 Powder Horn Hill Rd, Wilton
$700,000
24179787 MLS
Title: Rare South Wilton Gem: Build Your Dream Estate on 2 Pristine Acres Discover the perfect canvas for your custom luxury home. Nestled within one of South Wilton's most desirable and established neighborhoods, this spectacular 2-acre wooded parcel offers the ultimate blend of serene privacy and everyday convenience. Held by the same family for generations, this rare offering provides a peaceful, quiet sanctuary just moments from the premier amenities, boutique shopping, and top-rated schools of Wilton. Embrace the tranquil beauty of Fairfield County living in an area known for its magnificent estate homes. To ensure a seamless building process, the seller will provide a perk test prior to closing. Don't miss this extraordinary opportunity to design a legacy home tailored perfectly to your lifestyle.

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

30 Bittersweet Trl, Wilton
$899,500
4 Beds ⋅ 3 Baths ⋅ 24175372 MLS
Nestled on a gorgeous, prime piece of property in one of Wilton's most sought-after locations, this 4 bedroom, 3 full bath ranch offers an exceptional opportunity to create your dream home. Set within one of Connecticut's top-rated school districts and a highly desirable commuter location, this property combines convenience, charm, and endless potential. The home features an easy one-level ranch-style layout with great flow, large sun-filled windows, and bright natural light throughout. A welcoming living space showcases built-in bookshelves surrounding the fireplace, adding warmth and character to the home. The dining room is ideally situated just off the spacious kitchen, creating a wonderful flow for both everyday living and entertaining. Featuring cathedral ceilings and an abundance of natural light, the space feels open, airy, and inviting. The large kitchen offers excellent storage, a center island, and tremendous potential to design the kitchen of your dreams while taking full advantage of the home's functional layout and bright, welcoming atmosphere. The main level of the home offers the ease and convenience of a spacious primary suite complete with a full ensuite bathroom and laundry. Two additional bedrooms with hardwood flooring and another full bathroom complete the main level.

74 Hurlbutt St, Wilton
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 24167372 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. Thoughtfully upgraded, this home offers 4 spacious bedrooms, 5 well appointed bathrooms, abundance of living space, & a layout ideal for everyday living & entertaining. At the heart of the home is a fully updated kitchen w/ stainless steel appliances, dining area, & direct access to the deck, perfect for indoor-outdoor living. Just off the kitchen, the family room is centered around a wood-burning fireplace & French doors that open to the deck & overlook the private backyard. The main lvl also includes a formal dining room & spacious living room w/ wood-burning fireplace. Upstairs, the luxurious primary bedroom suite serves as a private retreat w/ fireplace, spa-like bathroom & walk-in closet. Each additional bedroom is well-proportioned w/ access to beautifully appointed full baths, offering comfort & privacy, while a large rec/media room offers flexibility for work or play. The lower lvl offers a range of possibilities, w/ plenty of room for an office, gym, or media room. Outside, the expansive deck and backyard provide the perfect setting for entertaining or relaxing. Perfectly located just minutes from top-rated schools, town amenities, and commuter routes, this home offers an exceptional balance of luxury, functionality & convenience.

6 Admiral Ln, Wilton
$2,679,000
6 Beds ⋅ 7 Baths ⋅ 24165364 MLS
20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual dishwashers, navy subway tile, and a custom coffee/wine bar, flowing into the oversized Great Room with a massive stone fireplace, full bar, and direct access to the resort style pool area. The flexible layout includes 6 bedrooms, a luxurious primary suite with private balcony and oversized walk-in closets, double office/conference spaces, library, homework zone, first floor guest suite, and a fully self contained in-law/au pair suite with private entrance, kitchen, and living area. The renovated lower level offers a gym space, wine cellar, oversized playroom with custom bunk beds. Outdoors enjoy a restored pool and spa, sports courts, playground, gazebo, fire pits, and multiple entertaining areas. Major upgrades include a new 2024 roof, updated HVAC, plumbing, electrical, and a renovated 4 car garage with smart-tech doors. Move in ready, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.

20 Cherry Ln, Wilton
$3,495,000
5 Beds ⋅ 8 Baths ⋅ 24148986 MLS
Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the home blends classic design with modern comfort across four levels, all served by elevator. The open floor plan is filled with natural light and thoughtfully designed spaces, including a striking two-story glass-walled home office with fireplace and a beautifully appointed library. A chef's kitchen with breakfast room flows to a spacious four-season sunroom and out to terraces, outdoor kitchen, pool and spa; ideal for effortless indoor-outdoor living and entertaining. The serene primary suite features a private balcony overlooking the tranquil grounds and a luxurious spa bath with heated floors and jacuzzi. Additional amenities include a third-level media room, state-of-the-art fitness studio and walk-out lower level with billiards, bar and an impressive 500-bottle wine cellar. Whole-house generator. A private retreat that feels miles away, yet minutes to the centers of Westport, Weston and Wilton.

253 Rivergate Dr, Wilton
$1,099,000
4 Beds ⋅ 3 Baths ⋅ 24138959 MLS
Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished. Set on an exceptional 4.81-acre property with a private pond, this rare offering provides unmatched privacy, scenic beauty, and the opportunity to create your own walking trails-all within one of South Wilton's most desirable locations. Property Highlights 4 Bedrooms | 2 Full Baths | 1 Half Bath 10 total rooms across three full levels True third floor with full ceiling height Walk-out lower level with finishing potential Central chimney with 5 fireplaces (3 gas, 2 wood-burning) Classic post-and-beam construction Refinished wide-plank hardwood floors Two staircases to the upper level Spacious eat-in kitchen Recent Upgrades & Enhancements Fully painted interior and exterior Updated bathrooms with modern finishes LED lighting throughout Brushed gold fixtures, hardware, and accents New backsplash Upgraded Decora-style switches and outlets (many with dimmers)

332 Belden Hill Rd, Wilton

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