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253 Rivergate Dr, Wilton
$2,995,000
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

249 Chestnut Hill Rd, Wilton
$2,395,000
5 Beds ⋅ 7 Baths ⋅ 24206451 MLS
Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated three-zone surround sound system. The chef's kitchen is outfitted with premium appliances including a Viking six-burner gas cooktop, double ovens with a warming drawer, a built-in refrigerator, and a Miele dishwasher, opening directly into an inviting family room with custom built-ins and fireplace. On the main level, a sophisticated room provides versatile living space, seamlessly accommodating a formal dining room or private work space. Upstairs, the master bedroom serves as a luxurious private sanctuary with a cozy fireplace, a dedicated sitting area, expansive walk-in closets, and a spa-inspired primary bath. There are four additional bedrooms on this floor, two with ensuite bathrooms and two with a connected full-bath. The upper third level boasts a sixth bedroom suite and a large multi-generational living space with extensive built-ins, including cozy window-seating. The finished lower level provides an ideal versatile space featuring a spacious dedicated play/ game room, home gym, and a comfortable TV-watching area designed to grow right along with your kids...

249 Chestnut Hill Rd, Wilton

8 Spicewood Ln, Wilton
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 24214500 MLS
Tucked away on a quiet cul-de-sac in desirable South Wilton, this beautifully updated New England Colonial offers timeless charm, modern comfort, and 1.2 private, professionally landscaped acres. Thoughtfully refreshed interiors feature refinished hardwood floors, updated lighting and hardware, and a sophisticated color palette. An exceptional floor plan offers generously sized living spaces with effortless flow. The beautifully appointed kitchen boasts Viking appliances, custom cabinetry, a walk-in pantry, wet bar, and expansive counter space. Opening to a welcoming family room with a river stone fireplace, this space is ideal for everyday living and entertaining. A spacious mudroom, main-level laundry, and screened porch add convenience and charm. Upstairs, four generous bedrooms, three full baths, a versatile fifth room, and a spectacular bonus room above the garage offer exceptional flexibility. The finished lower-level features recreation and fitness spaces, plus an impressive temperature-controlled wine cellar. A walk-up attic provides ample storage and third-floor expansion potential.Outside, level lawns, a picturesque stream, and an expansive private driveway create a truly peaceful setting. A charming footbridge crosses the stream to a dedicated gardening area with raised beds. A whole-house generator and two-car garage complete this exceptional home, just minutes from Wilton Center, downtown Westport, and Metro-North.

8 Spicewood Ln, Wilton

11 Greenbriar Ln, Wilton
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 24207487 MLS
The most magical setting begins on a quiet cul-de-sac in South Wilton. Welcome to 11 Greenbriar Lane, a freshly painted 4-bed Colonial set on 1 acre. The kitchen is a cook's dream, with a Viking gas cooktop, Sub-Zero refrigerator, Miele double wall oven, warming drawer, and dishwasher, plus custom cabinetry and a wine bar. The main level flows through an open concept, eat-in kitchen, fireplaced living room, den and sitting room with beautiful views of the back yard. The home office with built-ins offers tucked away convenience. The newly renovated mudroom is accessible from both the side door and two-car garage. A separate staircase leads to a hidden-away family room above the garage, with beamed ceilings, projector and a second fireplace, perfect for movie nights and lazy weekends. Upstairs are four bedrooms, including the primary suite with walk-in closet and renovated marble bathroom with double vanity and heated floors, plus a second-floor laundry room. Outside, professionally landscaped grounds with a gentle brook, stone walls, and perennial gardens frame flat front and back yards with irrigation. The stone patio, terraces, and outdoor fireplace make it an entertaining paradise. Behind the charm are thoughtful updates: exterior paint (2026), garage EV charger, a generator hookup, and upgraded well and water systems. Just 3 minutes to Wilton Center, with easy access to the Merritt, Route 7, and Metro-North, it's a commuter's dream. Your happily ever after begins here.

11 Greenbriar Ln, Wilton

13 Wilton Hills, Unit 13, Wilton
$1,310,000
3 Beds ⋅ 4 Baths ⋅ 24201638 MLS ⋅ Wilton Hills BLDG.
SELLER IS REQUESTING ALL OFFERS TO BE SUBMITTED BY TUESDAY, SEPT. 1ST BY 5:00pm. Located in highly desirable Wilton Hills, this stunning home has been completely transformed over the past six years, offering modern luxury, thoughtful updates, and an exceptional open-concept floor plan. A dramatic two-story foyer welcomes you into a light-filled interior featuring a spacious great room with cathedral ceilings, new mouldings, a new gas fireplace, and a wall of windows overlooking the beautiful and private surroundings. The completely renovated chef's kitchen is a true showstopper, featuring gorgeous quartz countertops, custom cabinetry, a generous 9-foot island, and top-of-the-line Wolf, Bosch, and Sub-Zero appliances. The main-level primary suite provides a private retreat with expansive windows, walk-in closet, tray ceiling and a beautifully updated bath. Upstairs, two generously sized bedrooms feature new hardwood floors and share a newly renovated full bath. The walk-out lower level offers exceptional additional living space, with new vinyl plank flooring, a versatile office that could also serve as a fourth bedroom, and a renovated full bath. With nearly every space thoughtfully updated, this move-in-ready home combines sophisticated design, modern amenities, and flexible living spaces in one of the most desirable South Wilton settings. Updates include: New Roof, New HVAC, New Kitchen, New Baths, Added Hardwood Floors...see complete list under Documents

13 Wilton Hills, Unit 13, Wilton

175 Range Rd, Wilton
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 24214464 MLS
Thank you for the strong interest! OFFER DEADLINE, 10/19 @ 10am ET. Ideally situated in South Wilton, 175 Range Road blends charming character with modern comfort and everyday convenience. Just minutes to town, train, schools, and commuter routes, the home enjoys a private setting framed by professional landscaping, flowering perennials and accent trees, an expansive front lawn, and a beautiful stone patio out back, ideal for entertaining or quiet relaxation. Inside, architectural details shine with warm wooden beams, custom kitchen design, wide plank flooring, a vaulted ceiling, pocket doors, and an original stone fireplace. The kitchen features custom cabinetry, while the living and family rooms offer warm and bright gathering spaces. A sound system, natural stone half bath, and custom closets complete the first floor. The stunning primary suite feels like a private retreat, offering expansive windows, and a beautifully appointed ensuite bath with natural stone, a soaking tub, separate shower, and radiant heated floors. Additionally, the primary offers four closets including a spacious walk-in as well as a cedar closet. Two additional, well-proportioned bedrooms and hallway bath complement the upstairs. Completing the second floor is a spacious loft overlooking the kitchen offering numerous possibilities. An oversized two-car garage provides ample storage and flexibility. Distinctive, inviting, and exceptionally located, this is South Wilton living at its beh

175 Range Rd, Wilton

98 Old Boston Rd, Wilton
$1,049,000
4 Beds ⋅ 3 Baths ⋅ 24201924 MLS
**Due to much interest, we are asking all offers be presented by Tuesday 9/29 at 5:00pm** A little more space. A little more privacy. And everything else still close. Tucked away on 3+ acres in Wilton's Silvermine area, this home offers the breathing room people come to Wilton for, with everyday conveniences surprisingly close by. A long driveway winds through the wooded acreage before the property opens to a level lawn framed by mature trees. Inside, there's an easy comfort to the way this home lives. The eat-in kitchen opens to a cozy fireside sitting room with access to the patio-a natural spot for morning coffee, homework, or unwinding at the end of the day. A spacious family room offers another place to gather, while the separate dining room is ready for holidays, dinner parties, and everything in between. Upstairs, four comfortable bedrooms create a natural separation from the main living spaces, including a primary suite with a private bath. The finished lower level adds even more flexibility for movie nights, play space, a home gym, or whatever life calls for next. Move-in ready with room to make it your own, this is a home that can evolve right along with you, with the added benefit of public water, a welcome rarity in Wilton. And perhaps the biggest surprise is just how connected you are-minutes to Wilton Center, schools, the train, New Canaan, and the Merritt Parkway. Maybe Wilton is closer than you think.

98 Old Boston Rd, Wilton

20 Overidge Ln, Wilton
$979,000
4 Beds ⋅ 3 Baths ⋅ 24203986 MLS
Welcome to this beautiful turn-key Colonial with serene views and ultimate privacy at the end of a cul-de-sac. Located in highly desirable Lower Wilton just minutes from local shops, top-tier restaurants, and everyday amenities, with the bustling town centers of Westport, Wilton and Norwalk. With easy access to Metro-North train stations for commuting to New York. This home offers the ultimate blend of tranquility and unmatched convenience. The inviting floor plan includes a spacious living room, dining room perfect for holiday gatherings, and a cozy family room anchored by a warm fireplace-with direct access to the spacious deck for effortless entertaining. The heart of the home is an updated eat-in kitchen with granite counters, stainless appliances, and versatile cabinet storage. Upstairs are four spacious bedrooms and tastefully updated bathrooms, including a private front to back primary suite. Looking for more space? The finished walk-out lower level serves as the perfect bonus room, home office, gym, or guest suite. Potential first floor or lower level apartment with separate entrance offers versatility. Complete with a full-service automatic whole house generator (Briggs & Stratton) for your peace of mind. The home is fully equipped with the Google Smart Home ecosystem which services the interior home lights, climate controlled thermostat and security system. Don't miss the video tour link!

20 Overidge Ln, Wilton

51 Stonebridge Rd, Wilton
$949,000
4 Beds ⋅ 3 Baths ⋅ 24205676 MLS
Welcome to 51 Stonebridge Road, a charming four-bedroom, 2.5-bath home set on 1.52 beautiful acres in a peaceful South Wilton setting. Lovingly cared for by the same family for more than five decades, this special property is tucked away on a quiet cul-de-sac abutting Aspetuck Land Trust protected open space, offering exceptional privacy. Inside, hardwood floors, abundant natural light and a fireplace add warmth and character. A French door from the living room opens to a spacious patio and level backyard, while the dining room leads to a deck and additional patio, perfect for morning coffee. The sun-filled kitchen features a skylight, ample cabinetry and granite-topped island. A heated, finished walk-out lower level with half bath and separate entrance offers flexible living space, while the bonus room above the garage is ideal for a home office. A whole-house generator and new furnace installed in 2025 add peace of mind. Minutes to Wilton Town Center and Metro-North, approximately 2.5 miles to the Merritt Parkway, with convenient access to Westport's train station, shopping and dining. A rare opportunity to enjoy the privacy, natural beauty and timeless Wilton charm of this special property.

51 Stonebridge Rd, Wilton

39 Lambert Cmn Unit 39, Wilton
$799,000
2 Beds ⋅ 3 Baths ⋅ 24202024 MLS ⋅ Lambert Common Condo BLDG.
Welcome to 39 Lambert Common! This lovely townhouse has been meticulously maintained and cared for by the same owner for the past 39 years, and the pride of ownership truly shows. Located in the desirable Lambert Commons complex, where units are rarely offered for sale, this corner end unit offers over 1,700 sq. ft. of living space and a two-car garage. The bright and open main level features a sun-filled living room, dining room, half bath, eat-in kitchen, and a versatile bonus room-perfect for a den or home office. The living room features a fireplace and sliders leading to a 15x15 stone patio and private yard space surrounded by beautiful perennial plantings. A convenient walkway provides direct access to the garage. The second level offers two spacious bedrooms with double closets, a full bath, & laundry for added convenience. The primary bedroom suite features its own private full bath with a double vanity & new stall shower. There is plenty of storage throughout, along with a partially finished room in the basement-perfect for a playroom, rec room, or home gym-plus a separate storage/utility room. All custom window treatments are included. Recent improvements include newer windows and appliances, a newer roof, HVAC system (2024), water heater (2024), basement sink and pump (2024), and a new garbage disposal (2026). With no assessments and a location in this sought-after complex, this beautiful end unit is a rare opportunity you won't want to miss!

39 Lambert Cmn Unit 39, Wilton

9 Lambert Cmn Unit 9, Wilton
$719,000
2 Beds ⋅ 3 Baths ⋅ 24206032 MLS ⋅ Lambert Common Condo BLDG.
Welcome to 9 Lambert Common-an immaculate, beautifully upgraded townhouse in a premier South Wilton location. Offering 1,615 SF above grade, this 2-bedroom, 2.5-bath home features a private no-step entry, hardwood floors throughout & spacious floor plan. The remodeled kitchen offers white cabinetry, stone counters, stainless appliances, tile backsplash & generous workspace, opening to an oversized living/dining area with wood-burning fireplace & sliders to a private stone patio. Mature landscaping & green space beyond create a peaceful outdoor setting. Upstairs, two exceptionally spacious bedrooms include a primary suite w/ remodeled private bath & dual closets in both w/ custom systems. An updated hall bath, linen closet, & upper-level laundry complete the 2nd floor. Additional highlights include a remodeled powder room, Andersen wood-frame windows, Trane HVAC, AO Smith hot water heater & full unfinished basement offering excellent storage. The HOA recently installed a new roof. An assigned parking space is directly outside the front door, with a detached garage nearby. Lambert Common offers a peaceful, established setting w/ easy access to Wilton Center, Westport, New Canaan, Metro-North, shopping, dining & major routes. Beautifully remodeled, meticulously maintained & thoughtfully upgraded, 9 Lambert Common offers an impressive combination of space, privacy & convenience. A truly special opportunity to enjoy turnkey living in one of South Wilton's premier settings!

9 Lambert Cmn Unit 9, Wilton

Cobbs Mill Road, 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

8 Glen Rdg Unit 8, Wilton
$699,000
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. Enjoy turnkey, low-maintenance condo living!

8 Glen Rdg Unit 8, Wilton

13 Glen Ridge, Unit 13, Wilton
$660,000
2 Beds ⋅ 3 Baths ⋅ 24192946 MLS ⋅ Glen River BLDG.
Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse in the heart of downtown Wilton, offering the perfect blend of comfort, style, and convenience. Filled with natural light, the main level features hardwood floors throughout and a welcoming foyer with French doors leading to a spacious living room with custom built-ins, a fireplace, and sliding doors to the newly refinished private patio. The updated kitchen features granite countertops, stainless steel appliances, and a built-in wine chiller, flowing seamlessly into the dining area and remaining open to the living room for effortless everyday living and entertaining. A convenient half bath completes the main level. Upstairs, the spacious primary suite features vaulted ceilings, a renovated bath, and a walk-in closet. A second bedroom, full bath, upper-level laundry, and a versatile flex room ideal for a home office, den, guest space, or playroom complete the second floor. An additional bonus area off the staircase offers the perfect spot for a home gym, reading nook, or extra storage. Newer windows, sliders, and an updated HVAC system provide efficiency and peace of mind for years to come. Enjoy the convenience of a dedicated carport, ample guest parking, and a desirable community with a pool, all just a short stroll to Wilton Center's restaurants, shops, library, train station, and everything the village has to offer. Click on Movie Icon for Virtual Tour

13 Glen Ridge, Unit 13, Wilton

46 Fawn Ridge Ln Unit 46, Wilton
$600,000
2 Beds ⋅ 2 Baths ⋅ 24207874 MLS ⋅ Fawn Ridge BLDG.
Ideally situated on the Norwalk/Wilton line, this beautifully maintained condominium offers privacy, comfort, and an unbeatable commuter location. Set toward the back of the complex, the unit enjoys a peaceful, tucked-away feel, with the kitchen window, dining area, and private deck all overlooking natural surroundings rather than passing traffic or neighboring units. Inside, the living room's floor-to-ceiling windows fill the space with natural light, while the multi-level layout creates distinct living zones: a welcoming entry, garage access, and laundry on one level, an open kitchen and living area with a spacious island offering abundant prep space and storage, and bedrooms upstairs for a cozy, private retreat away from the main living areas. The upper level features a double-sinks in the primary bedroom, allowing two people to get ready at once with ease. Generously sized rooms throughout and abundant closet space provide comfortable, flexible living. An attached garage adds everyday convenience. Residents enjoy access to the pool and tennis courts, and the location cannot be beat: close to shops and restaurants, yet quiet within the complex, with easy access to major commuting routes and New York city.

46 Fawn Ridge Ln Unit 46, Wilton

9 Glen Rdg Unit 9, Wilton
$565,000
1 Beds ⋅ 2 Baths ⋅ 24195240 MLS ⋅ Glen River BLDG.
Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining area, an updated kitchen, and a convenient powder room-ideal for both everyday living and entertaining. Upstairs, the sun-filled primary bedroom boasts a vaulted ceiling and a generous walk-in closet. A versatile second room is perfect as a guest bedroom, home office, or study, while a full hall bath and an oversized hallway closet provide excellent additional storage. Central air conditioning ensures year-round comfort. Residents of Glen River enjoy a community pool, beautifully landscaped grounds, and the convenience of a covered parking space just steps from the unit. Offering a low-maintenance lifestyle in a welcoming community, this move-in-ready home combines comfort, convenience, and an exceptional Wilton location.

9 Glen Rdg Unit 9, Wilton

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