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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

292 Sturges Ridge Rd, Wilton
$2,395,000
5 Beds ⋅ 6 Baths ⋅ 24188085 MLS
Elegance need not announce itself. Here, it simply feels at home. Quietly elegant and impeccably detailed, this Colonial pairs timeless architecture with interiors that feel as welcoming as they are sophisticated. 6170 SQ FT unfold across four finished levels, crafted for effortless entertaining and comfortable everyday living. A gracious living room with an oversized window seat and inviting fireplace sets the tone, while the soaring family room - anchored by a dramatic stone fireplace and walls of architectural window s- offers scale without sacrificing warmth. The Chef's kitchen w/ ultra-lux appliances flows seamlessly into gathering spaces, where memorable dinners and meaningful moments naturally unfold. Rich millwork, refined finishes and three fireplaces lend warmth and character throughout, while a handsome mahogany library provides a distinguished retreat. Five en suite bedrooms offer comfort, including three generously proportioned suites with sitting areas, walk-in closets and luxurious baths-each worthy of being the primary suite. The finished lower level offers exceptional flexibility with recreation, fitness and guest space. Outside, stone terraces, mature gardens and sweeping level lawns create a private setting for alfresco dining, relaxed gatherings or peaceful retreat. Set on 1.75 landscaped acres in one of Wilton's most sought-after estate neighborhoods, this is a home of enduring beauty, crafted to be enjoyed for generations.

292 Sturges Ridge Rd, Wilton

106 Silver Spring Rd, Wilton
$1,775,000
4 Beds ⋅ 3 Baths ⋅ 24190333 MLS
Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's kitchen features quartz countertops, Sub-Zero and Thermador appliances, and a generous center island opening to a vaulted family room with custom built-ins and a striking fireplace. Formal living and dining rooms offer inviting spaces to gather, while a private study provides a dedicated home office. Upstairs, the serene primary suite includes two walk-in closets and a marble bath with dual sinks, joined by three additional spacious bedrooms and a hall bath. The finished walk-out lower level expands the living space with room for recreation, fitness or relaxation, plus a fabulous mudroom off the garage. Outside, a large Trex deck overlooks the level, professionally landscaped backyard. Additional enhancements include a new water-filtration system at the point of entry with a new reverse osmosis system at the kitchen sink, whole-house generator and Lutron lighting. Close to Wilton schools, town center, Ambler Farm, Weir Farm and Ridgefield's Main Street. Truly a move in ready property in an idyllic Wilton neighborhood.

106 Silver Spring Rd, Wilton

132 Signal Hill Rd, Wilton
$1,569,000
5 Beds ⋅ 5 Baths ⋅ 24201196 MLS
Steal away to your own private playground in this beautiful contemporary with POOL AND SPORT COURT, on a lovely neighborhood road. Set down a private driveway through lighted stone pillars, the house welcomes you with lush, mature landscaping. A large foyer opens to the sunny living room with beaded vaulted ceilings, floor-to ceiling fireplace and wall-to-wall sliders to a large deck that overlooks the pool and grounds, with a special touch reflecting the owners' love of soccer. The updated kitchen with double ovens, sub-zero fridge, center island and adjacent dining area offers a spacious gathering space with plenty of options for creating memorable meals. The screened porch offers a escape and more dining options in almost all seasons. Wake up in the oversized PRIMARY BR ON FIRST FLOOR to a beautiful view, sliders to the deck, and plentiful closet space plus a full bath. A second BR (currently being used as an office) and full bath is on the first floor. The lower level includes three more bedrooms, 2 full bathrooms, sauna, laundry room and a handsome Family Room with fireplace and sliders. Want the grandkids to visit, and have a lot to do, but don't want too much space when they are not there? This is a sanctuary for peace and quiet, that opens up to a joyful celebration of activity and camaraderie when shared with family and friends, on a street known for it's own joyful camaraderie!

132 Signal Hill Rd, Wilton

25 Sunset Hill Rd, Wilton
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 24189843 MLS
Nestled on a picturesque one-acre property in Wilton's desirable neighborhood, this beautifully updated Colonial offers the perfect blend of timeless charm, modern design, & exceptional functionality. The home showcases quality craftsmanship, an open-concept layout, & thoughtfully designed living spaces ideal for today's lifestyle The heart of the home is a stunning gourmet kitchen featuring premium cabinetry, quartz countertops, stainless steel appliances, center island, and seamless flow into the dining and family rooms-perfect for both everyday living and effortless entertaining. Sun-filled interiors, hardwood floors, elegant finishes, and a warm, inviting fireplace creates an atmosphere that feels both sophisticated & comfortable The spacious primary suite serves as a private retreat with a luxurious bathroom & closet space, while the additional bedrooms are generously sized. The lower level provides flexible living space ideal for a rec room, home office, fitness area, or guest suite Outside enjoy the tranquility of professional landscaping offering privacy, ample lawn space for play, and room to relax or entertain. The peaceful setting feels worlds away while remaining just minutes from Georgetown Village, Branchville Metro-North, Route 7, award-winning schools, shopping, dining, & countless outdoor recreation opportunities Move-in ready and meticulously maintained, this home delivers the perfect combination of modern comfort, quality updates, & unbeatable location

25 Sunset Hill Rd, Wilton

75 Ledgewood Dr, Wilton
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 24204965 MLS
75 Ledgewood feels like a hidden retreat, set on two private acres bordering protected Wilton land. Surrounded by mature trees and filled with beautiful light, this south-facing, classic Colonial offers a rare sense of privacy while still keeping you close to everything. Inside, thoughtful updates, warm interiors and an easy connection to the outdoors create a home that feels incredibly inviting. The fully updated kitchen opens directly to the deck, while living and dining rooms offer plenty of space to gather. A sun-filled family room with double-sided brick fireplace opens to the patio, and a separate office space with built-ins invites you to work or unwind. Upstairs are four bedrooms and two full baths, including a primary suite with renovated bath featuring heated floors and a walk-in closet. Hardwood floors and abundant natural light carry throughout the home. Outside, the deck, bluestone patio and expansive yard create multiple spaces to dine, entertain or simply enjoy the private, natural surroundings. Meticulously maintained, 75 Ledgewood combines the privacy of a tucked-away setting with the convenience of desirable South Wilton - minutes to town, top-rated schools and commuter routes to NYC.

75 Ledgewood Dr, Wilton

Wilton
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 24196391 MLS
Set on nearly two private acres and wrapped in nature, this storybook home feels like a retreat the moment you arrive. Spend quiet mornings on the 15' x 12' screened porch, unwind by the new gravel fire pit, or wander straight into the 179-acre Woodcock Nature Center-your own protected state park right in the backyard. Inside, the home is filled with warmth and character: hardwood floors, Marvin windows, and newly updated bedroom and closet doors. The remodeled kitchen is a true highlight, featuring a farmhouse sink, SubZero refrigerator, Viking range, custom cabinetry, quartz counters, and a welcoming breakfast bar. The bathrooms have been tastefully updated, and the property offers plenty of space should you wish to add a pool. With a septic system replaced just six years ago by Bill Dexter, this home is ready for its next chapter. Come experience it in person-you'll be glad you did. Please no drivebys; showings are by appointment only.

Wilton

163 Kellogg Dr, Wilton
$1,000,000
4 Beds ⋅ 3 Baths ⋅ 24207553 MLS
Discover the charm and possibilities of this spacious split-level home nestled on 2 picturesque, tree-lined acres in scenic Wilton, where classic New England character meets everyday convenience. Surrounded by natural stone walls, the property offers a peaceful sense of privacy while remaining just a 10-minute drive to Wilton Center, with its local shops, restaurants, community events and access to Wilton Station and Metro-North. Making commuting to New York City a practical option. With over 2,800 sq. ft. of living space, this home offers 4 bedrooms and 3 full baths, plus an additional 952 square feet of finished lower-level space featuring the fourth bedroom and flexible areas ideal for an in-law suite, home gym, theater, playroom or recreation space. The versatile split-level design creates multiple gathering spaces perfect for entertaining family and friends, while the screened porch provides a wonderful setting for enjoying the outdoors throughout the milder seasons. Hardwood floors extend throughout much of the home. Recent improvements include a remodeled upper-level hall bath, new doors and hardware, updated light fixtures, freshly painted rooms, a newer well pump and new garage doors. The eat-in kitchen is ready for your personal vision, with exciting potential to create an open-concept kitchen, dining and living area-possibly enhanced by a cathedral ceiling for a more contemporary feel. Bring your ideas and make this private Wilton retreat your own!

163 Kellogg Dr, 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

97 Hurlbutt St, Wilton
$975,000
4 Beds ⋅ 3 Baths ⋅ 24206328 MLS
First time on the market in 39 years! This charming 1930's 4-bedroom, 2.5-bath home offers 2211 sq ft of living space on 2.96 acres of flat, beautiful, park-like property. Set back from the road, this property offers privacy, space, and endless possibilities while remaining conveniently located in a community with award-winning schools. A welcoming foyer leads to a spacious formal front-to-back living room featuring a fireplace and attractive moldings, along with a formal dining room perfect for entertaining. The kitchen offers stainless steel appliances and opens to a dining area and comfortable family room space. An enclosed porch provides additional versatile living space and overlooks the expansive grounds. The second-floor features three bedrooms and a full bath, while the fourth bedroom is privately located on the third floor and includes an ensuite bath. Hardwood floors throughout add warmth and character. With a generous layout, beautiful property, 2-car garage and tremendous potential, this is a wonderful opportunity to bring your vision and create the home you've always wanted. Close to town, train and major highways. Property is being sold "as is."

97 Hurlbutt St, 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

14 Partrick Ln, Wilton
$899,000
3 Beds ⋅ 3 Baths ⋅ 24205754 MLS
Charming 1927 converted barn set on two private acres in Wilton's desirable Nod Hill neighborhood. Tucked away on a quiet cul-de-sac, 14 Partrick Lane offers 3 bedrooms, 3 full baths, and 2,610 square feet of heated living space, combining the character of a classic New England home with flexible spaces for today's lifestyle. At the heart of the home is a sun-filled living room anchored by an impressive stone fireplace. The spacious kitchen features white cabinetry and a quartz-topped island and opens to the family room with a large bay window. A charming sunroom provides the perfect spot to read, relax, or work from home. A main-level bedroom and full bath offer added flexibility. Upstairs, the generously sized primary bedroom features its own fireplace, along with an additional bedroom, full bath, and second-floor laundry. The walk-out lower level adds approximately 450 square feet of heated living space with a recreation room and full bath, creating even more options for guests, work or everyday living. Outside, two acres of mature grounds create a wonderful sense of privacy, while a detached two-car garage and additional finished space offer even more possibilities. Located in the sought-after Nod Hill area of Wilton, close to town, schools, shopping, and dining, this is a wonderful opportunity to own a home with history, character, land, and room to make it your own. Offered at $899,000 - come discover the charm and possibilities of 14 Partrick Lane.

14 Partrick Ln, Wilton

20 Rockhouse Rd, Wilton
$875,000
4 Beds ⋅ 2 Baths ⋅ 24206152 MLS
Easy one-level living meets thoughtful updates in this inviting 4-bedroom, 2-bath ranch, privately set on 1.5 wooded acres in central Wilton. The light-filled interior features hardwood floors, a welcoming living room with fireplace, and a streamlined kitchen with abundant cabinetry, stainless-steel appliances, and generous prep space. Four bedrooms offer flexibility for guests, work, or hobbies, while two full baths include a beautifully tiled walk-in shower. A screened porch brings the outdoors in and opens to a newly leveled, fully fenced backyard with a new stone patio-an ideal setting for dining, recreation, or quiet evenings surrounded by nature. The bright walk-out lower level adds valuable bonus space and features a new sliding door. Major improvements include conversion from oil to propane with a high-efficiency wall-mounted boiler; upgraded 200-amp electrical service; whole-house surge protection; hardwired smoke and carbon monoxide detectors; generator hookup; and water filtration, softening, and reverse-osmosis drinking water. The chimney was professionally cleaned, lined, repaired, and fitted with a new cap, while extensive tree trimming and cabling further enhance the grounds. An attached two-car garage completes this appealing home, Location is key, and this property delivers in that department as well. Situated conveniently close to town, you'll have easy access to all the amenities, shopping, dining and proximity to Wilton's award-winning schools.

20 Rockhouse 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

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

85 Indian Hill Rd, Wilton
$689,000
3 Beds ⋅ 2 Baths ⋅ 24202666 MLS
Lovingly maintained by its original owners, this sun-filled 3-bedroom ranch sits on 1.8 private, tree-lined acres in one of Wilton's most sought-after neighborhoods. Warm hardwood floors throughout the living room and dining area and main level bedrooms. Cozy family room with wood stove, plus a classic living room fireplace with firebox insert for twice the gathering space. Three comfortable bedrooms, 1.5 baths, and 1,379 heated sq. ft. of bright, inviting living. Attached 2-car garage. A rare sense of seclusion with mature trees and peaceful surroundings - yet just moments from Georgetown dining, shopping, and everyday conveniences. Top-rated Wilton schools nearby. A peaceful, private setting with everything close at hand. A truly special home, offered for the first time - don't miss this opportunity. Schedule your private showing today.

85 Indian Hill Rd, 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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