3,927

Weston, CT Homes

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  • 5 Walker Ln, Weston, CT 06883
    5 Walker Ln, Weston, CT 06883
    5 Walker Ln, Weston, CT 06883
    /39

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,792 Sq Ft

    5 Walker Ln, Weston, CT 06883

    Natural light, soaring ceilings, and a dramatic stone fireplace set the tone for this spacious contemporary on one of the best lots in a quiet cul de sac. The airy living room opens to a dining area and an updated kitchen with granite counters, stainless appliances, Sub-Zero refrigerator, large island, and a coffee bar. From the kitchen sliders you step onto a spacious deck for seamless

    Ryan Loechner William Pitt Sotheby's Int'l

    5 Walker Ln, Weston, CT 06883
  • 39 Wampum Hill Rd, Weston, CT 06883

    $1,530,000 Sold Oct 01, 2025

    • 5,647 Sq Ft
    • $271/SF
    • 89 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1986

    39 Wampum Hill Rd, Weston, CT 06883

    Located down a bucolic lane with the utmost privacy, this home is minutes to downtown Wilton and Westport. The elegant foyer welcomes you with a floor plan ideal for entertaining. Cook your favorite meal on the oversized Garland gas range with six burners, a griddle, a grill, and double ovens. It's a cook's dream. Friends and family can gather at the large butcher block island while dinner is

    Carol McMorris Higgins Group Real Estate

    39 Wampum Hill Rd, Weston, CT 06883
  • 29 Old Stage Coach Rd, Weston, CT 06883
    29 Old Stage Coach Rd, Weston, CT 06883
    29 Old Stage Coach Rd, Weston, CT 06883
    /40

    $1,295,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,898 Sq Ft

    29 Old Stage Coach Rd, Weston, CT 06883

    This distinctive Colonial offers tremendous curb appeal on a peaceful country road. It provides scenic views overlooking a nature preserve, the Saugatuck Reservoir & Trout Brook Trails & is just 15 minutes from downtown Westport. The thoughtful layout of this welcoming residence is perfect for seamless entertaining, both inside & on the expansive terrace that overlooks the naturally landscaped

    Laurie Crouse Coldwell Banker Realty

    29 Old Stage Coach Rd, Weston, CT 06883
  • 103 Good Hill Rd, Weston, CT 06883

    $3,175,000 Sold Sep 29, 2025

    • 7,682 Sq Ft
    • $413/SF
    • 150 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2008

    103 Good Hill Rd, Weston, CT 06883

    Drive through stately stone pillars to discover a serene 2-acre sanctuary in lower Weston. This private retreat features a picturesque, shallow, spring-fed pond ideal for winter skating. A true designer's masterpiece, this home was entirely renovated and rebuilt in 2019, blending exceptional craftsmanship with meticulous attention to detail. Experience seamless indoor-outdoor living with a heated

    Pamela Cornfield Coldwell Banker Realty

    103 Good Hill Rd, Weston, CT 06883
  • 31 Riverfield Dr, Weston, CT 06883
    31 Riverfield Dr, Weston, CT 06883
    31 Riverfield Dr, Weston, CT 06883
    /40

    $1,750,000 Pending

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Ultimate Trifecta: Riverfront, Poolside, and Court with Exceptional Touches This extraordinary estate is a masterpiece that marries nature's splendor with expert craftsmanship. A rare and private oasis, it offers a serene retreat where the river's gentle flow dictates the rhythm of life. Picture waking up to the soothing sounds of water, stepping out to witness the river's beauty unfold

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • 4 Hemlock Ridge, Weston, CT 06883

    $2,100,000 Sold Sep 26, 2025

    • 5,512 Sq Ft
    • $381/SF
    • 67 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 1989

    4 Hemlock Ridge, Weston, CT 06883

    Welcome to 4 Hemlock Ridge, an architectural masterpiece, nestled in the prestigious community of Weston, CT. This exquisite residence combines elegance and comfort, with meticulous attention to detail. Spanning 5,512 square feet (plus a finished lower level), this home features five spacious bedrooms and six and a half luxurious bathrooms, offering ample space for relaxation and entertainment.

    Karen Hagen Compass Connecticut, LLC

    4 Hemlock Ridge, Weston, CT 06883
  • 111 & 115 Old Easton Turnpike, Weston, CT 06883
    111 & 115 Old Easton Turnpike, Weston, CT 06883
    111 & 115 Old Easton Turnpike, Weston, CT 06883
    /28

    $1,325,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,686 Sq Ft

    111 & 115 Old Easton Turnpike, Weston, CT 06883

    2 SEPARATE, ADJACENT LOTS in lower Weston, one with an interior designer's personal home, thoughtfully renovated in 2024 with luxurious, high-end finishes rarely found in a classic ranch. Step inside to discover a brand-new quartz kitchen with custom cabinetry and millwork, a spa-inspired primary bathroom with double sinks, gorgeous tile and a walk-in shower, two additional beautifully renovated

    Joan Wright Compass Connecticut, LLC

    111 & 115 Old Easton Turnpike, Weston, CT 06883
  • 17 Walker Ln, Weston, CT 06883

    $1,100,000 Sold Sep 26, 2025

    • 3,456 Sq Ft
    • $318/SF
    • 62 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    17 Walker Ln, Weston, CT 06883

    Welcome to your dream retreat -- a custom-designed contemporary masterpiece nestled in the heart of nature. With soaring ceilings and walls of glass, this home is bathed in sunlight from dawn to dusk. The expansive open floor plan offers seamless flow, highlighted by a spectacular great room perfect for entertaining, relaxing, or simply taking in the stunning woodland views. Step onto the

    Len Schwartz Keller Williams Prestige Prop.

    17 Walker Ln, Weston, CT 06883
  • 4 Aspetuck Ln, Weston, CT 06883
    4 Aspetuck Ln, Weston, CT 06883
    4 Aspetuck Ln, Weston, CT 06883
    /39

    $1,290,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,025 Sq Ft

    4 Aspetuck Ln, Weston, CT 06883

    Bluestone walkway leading to the tastefully renovated 3,000+ sqft, four-bedroom, three full-bath New England retreat with direct waterfront access on the Aspetuck River. Enjoy a tucked-away and serene property on a private lane in Lower Weston, minutes to Westport and Weston town centers, and award-winning schools. Brand new kitchen, bathrooms, fiber-cement siding, hydro air forced air heating,

    Mikhail Faifman William Raveis Real Estate

    4 Aspetuck Ln, Weston, CT 06883
  • 98 Georgetown Rd, Weston, CT 06883

    $365,000 Sold Sep 24, 2025

    • Land
    • 4 Acres
    • $91,250 per Acre
    • 312 Days On Market

    98 Georgetown Rd, Weston, CT 06883

    Discover your own secluded haven in Weston! This exceptional 4.0-acre plot offers the perfect opportunity to build your dream home, with all preliminary work already completed. This approved building lot is ready for construction, providing an ideal backdrop for your vision. Located just minutes from Weston's top-rated schools and conveniently close to the amenities of Westport and Wilton, it

    Jennifer Twombly Compass Connecticut, LLC

    98 Georgetown Rd, Weston, CT 06883
  • 193 Newtown Turnpike, Weston, CT 06883
    193 Newtown Turnpike, Weston, CT 06883
    193 Newtown Turnpike, Weston, CT 06883
    /39

    $1,289,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    193 Newtown Turnpike, Weston, CT 06883

    Welcome to a stunning blend of contemporary and Colonial architecture featuring the "Scandifornia" aesthetic-where Scandinavian simplicity meets California warmth. Set on over two acres of sprawling, private grounds in highly sought-after lower Weston, this light-filled contemporary Colonial creates an effortless, elegant, and cozy atmosphere. Every room in this happy home is bright and airy,

    Amanda Adair William Raveis Real Estate

    193 Newtown Turnpike, Weston, CT 06883
  • 62 Wells Hill Rd, Weston, CT 06883

    $1,075,000 Sold Sep 23, 2025

    • 3,965 Sq Ft
    • $271/SF
    • 26 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1959

    62 Wells Hill Rd, Weston, CT 06883

    Welcome to 62 Wells Hill Road in Lower Weston-an exceptional value in today's market offering space, privacy, and a prime location near the Fairfield/Westport border. Set near the end of a peaceful cul-de-sac, this 5-bedroom, 3-bath ranch is nestled on a gentle hillside just moments from Aspetuck Country Club, the Aspetuck Land Trust hiking trails, and the iconic Bluebird Inn. With 3,600 square

    Tara Hawley Coldwell Banker Realty

    62 Wells Hill Rd, Weston, CT 06883
  • 29 Salem Rd, Weston, CT 06883
    29 Salem Rd, Weston, CT 06883
    29 Salem Rd, Weston, CT 06883
    /40

    $1,299,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,602 Sq Ft

    29 Salem Rd, Weston, CT 06883

    Welcome to 29 Salem Road, where modern design and timeless elegance converge in a home that makes one-floor living effortless. Completely renovated to the highest standards, this light-filled residence is designed for comfort, flow, and connection. Walls of glass bathe the interiors in natural light, while soaring ceilings enhance the sense of openness throughout. At the heart of the home, the

    Dee Cohen Compass Connecticut, LLC

    29 Salem Rd, Weston, CT 06883
  • 4 November Trail, Weston, CT 06883

    $1,585,000 Sold Sep 19, 2025

    • 4,368 Sq Ft
    • $363/SF
    • 7 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1984

    4 November Trail, Weston, CT 06883

    Welcome to this beautifully maintained 4BR colonial nestled in one of Weston's most desirable neighborhoods. Set on 2.35 level acres, this inviting home offers a perfect blend of classic charm & modern updates. The heart of the home is the renovated kitchen featuring white cabinetry, granite countertops, a large center island, dining area, & newer appliances. The first floor offers exceptional

    Kathleen O'Connell Coldwell Banker Realty

    4 November Trail, Weston, CT 06883
  • 17 Grays Farm Rd, Weston, CT 06883
    17 Grays Farm Rd, Weston, CT 06883
    17 Grays Farm Rd, Weston, CT 06883
    /34

    $1,450,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    17 Grays Farm Rd, Weston, CT 06883

    Stonehaven: Located on a coveted cul de sac on two acres in lower Weston, this meticulous home was rebuilt and expanded in 2015, Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The heart of the home is the chef's kitchen-anchored by a massive island and high end appliances; Wolf, Subzero,

    Mary Palmieri Gai Berkshire Hathaway NE Prop.

    17 Grays Farm Rd, Weston, CT 06883
  • 105 Ladder Hill Rd N, Weston, CT 06883

    $670,000 Sold Sep 17, 2025

    • 1,603 Sq Ft
    • $418/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1947

    105 Ladder Hill Rd N, Weston, CT 06883

    Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this beautifully maintained 3-bedroom, 2-bath home offers stunning sunsets, serene pond views, and timeless character. Ideally located in Lower Weston, just minutes from the Westport train station, I-95, and the Merritt Parkway, the home provides a peaceful setting with easy commuting access. Step inside to

    William Gill Compass Connecticut, LLC

    105 Ladder Hill Rd N, Weston, CT 06883
  • 492 Newtown Turnpike, Weston, CT 06883
    492 Newtown Turnpike, Weston, CT 06883
    492 Newtown Turnpike, Weston, CT 06883
    /10

    $359,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    492 Newtown Turnpike, Weston, CT 06883

    This charming one bedroom and one bath home is tucked between Devil's Den Nature Preserve and the Saugatuck Reservoir conveniently located in North Weston. Sited on a half-acre, this home is serene and in the midst of nature.

    Lindsey R. Mullholand Douglas Elliman of Connecticut

    492 Newtown Turnpike, Weston, CT 06883
  • 21 Forest Rd, Weston, CT 06883

    $919,000 Sold Sep 15, 2025

    • 2,539 Sq Ft
    • $362/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1967

    21 Forest Rd, Weston, CT 06883

    Travel down a private country lane to the end of the cul-de-sac and you have found your home! Located in a popular neighborhood just minutes to town center and Weston's award winning school campus is this pristine, meticulously maintained 4 BR / 3 Full bath home offering a host of amenities and special features. Relax with your morning coffee in the updated kitchen with a wall of glass

    Carrie Shea Camelot Real Estate

    21 Forest Rd, Weston, CT 06883
  • 104 Blue Spruce Cir, Weston, CT 06883
    104 Blue Spruce Cir, Weston, CT 06883
    104 Blue Spruce Cir, Weston, CT 06883
    /35

    $1,075,000

    • 4 Beds
    • 4 Baths
    • 4,080 Sq Ft

    104 Blue Spruce Cir, Weston, CT 06883

    This Chalet-Style Retreat offers the best of both worlds, privacy and serenity of a country residence paired with convenient access to local amenities and recreation. Here, outdoor adventure and small-town charm are just minutes away, Devil's Den Preserve, Bisceglie-Scribner Park, Morehouse Farm Park, and Lachat Town Farm for community events and farmers markets. Aspetuck Valley Country Club,

    Lisa Brown-McDonald The Brokerage of New England

    104 Blue Spruce Cir, Weston, CT 06883
  • 43 Old Easton Turnpike, Weston, CT 06883

    $1,250,000 Sold Sep 15, 2025

    • 3,794 Sq Ft
    • $329/SF
    • 149 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1710

    43 Old Easton Turnpike, Weston, CT 06883

    STUNNING LOWER WESTON COLONIAL ANTIQUE!! Step into timeless elegance at 43 Old Easton Turnpike, where classic charm meets modern sophistication. Nestled on an expansive 2.03 acres corner lot in Weston, CT, this distinguished 3,794-square-foot residence offers a main house with 4 beautifully crafted bedrooms and 3.5 updated bathrooms. The home retains its antique allure with a formal dining room,

    David Krasnoff Compass Connecticut, LLC

    43 Old Easton Turnpike, Weston, CT 06883
  • 136 Lyons Plain Rd, Weston, CT 06883
    136 Lyons Plain Rd, Weston, CT 06883
    136 Lyons Plain Rd, Weston, CT 06883
    /31

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    136 Lyons Plain Rd, Weston, CT 06883

    Amazing Riverfront property conveniently located in Lower Weston, with 3 Bedrooms, 2.5 Baths and Walkout Basement. This is an Estate Sale, which means the Probate Court must sign off on the sale and there is no Property Condition Disclosure Form available. However, you'll have an opportunity to perform a Home Inspection, if you want. Ask Listing Agent for information available about Roof,

    Ryan Cornell William Pitt Sotheby's Int'l

    136 Lyons Plain Rd, Weston, CT 06883
  • 20 Ravenwood Dr, Weston, CT 06883

    $1,000,000 Sold Sep 10, 2025

    • 2,702 Sq Ft
    • $370/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    20 Ravenwood Dr, Weston, CT 06883

    Welcome to this timeless Colonial, where comfort, functionality, and style come together seamlessly. The main level is thoughtfully designed for everyday living and easy entertaining. The updated kitchen overlooks a peaceful backyard and features an inviting eat-in area with a cozy wood-burning fireplace. Just off the kitchen, the formal dining room offers a warm, elegant space for hosting. A

    Georgia Wasserman Coldwell Banker Realty

    20 Ravenwood Dr, Weston, CT 06883
  • 4 Good Hill Rd, Weston, CT 06883
    4 Good Hill Rd, Weston, CT 06883
    4 Good Hill Rd, Weston, CT 06883
    /40

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 8,500 Sq Ft

    4 Good Hill Rd, Weston, CT 06883

    Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

    Kim Harizman Compass Connecticut, LLC

    4 Good Hill Rd, Weston, CT 06883
  • 29 Bradley Rd, Weston, CT 06883

    $1,555,002 Sold Sep 09, 2025

    • 5,990 Sq Ft
    • $260/SF
    • 77 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 1963

    29 Bradley Rd, Weston, CT 06883

    29 Bradley Road seamlessly blends timeless New England charm with modern-day comforts, set against the backdrop of one of Connecticut's most picturesque (1000+acre) nature preserves. This "Quintessential Country Home"-features a professionally landscaped & sprawling backyard, adorned with specimen plantings that provide year-round beauty & curb appeal. Inside layout offers an effortless

    Vickie Kelley Camelot Real Estate

    29 Bradley Rd, Weston, CT 06883
  • 4 Colony Rd, Weston, CT 06883
    4 Colony Rd, Weston, CT 06883
    4 Colony Rd, Weston, CT 06883
    /40

    $829,000

    • 2 Beds
    • 2 Baths
    • 1,689 Sq Ft

    4 Colony Rd, Weston, CT 06883

    Step into comfort and style at 4 Colony Road in Weston, CT. This charming home located on coveted private cul de sac, boasts 1,689 square feet of living space that's perfect for relaxed day-to-day living or entertaining friends. Walk into a bright and airy living room that flows into a cozy dining area, great for hosting or just enjoying a meal. The kitchen is ready for your culinary adventures,

    David Krasnoff Compass Connecticut, LLC

    4 Colony Rd, Weston, CT 06883
  • 5 September Ln, Weston, CT 06883

    $1,175,000 Sold Sep 04, 2025

    • 4,975 Sq Ft
    • $236/SF
    • 28 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1964

    5 September Ln, Weston, CT 06883

    Set on a scenic 2-acre lot surrounded by trees & lush plantings, this home offers a perfect blend of classic style & thoughtful updates, just minutes from Weston's town center & schools. The spacious 5-bedroom, 3.5-bath Colonial welcomes you with a circular driveway, attached 2-car garage, & gleaming hardwood floors that flow through a sun-drenched floor plan designed for comfortable living &

    Cynde Koritzinsky William Pitt Sotheby's Int'l

    5 September Ln, Weston, CT 06883
  • 214 Good Hill Rd, Weston, CT 06883
    214 Good Hill Rd, Weston, CT 06883
    214 Good Hill Rd, Weston, CT 06883
    /85

    $3,850,000

    • 7 Beds
    • 10 Baths
    • 11,075 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Welcome to 214 Good Hill Road, an extraordinary estate set on nearly 5 private acres in desirable lower Weston. Once the personal retreat of Godspell creator John-Michael Tebelak, this 7-bedroom, 8 full and 2 half bath Tudor Revival home blends rich history with modern luxury. Thoughtfully redesigned and expanded by award-winning architect Jack Franzen, the residence offers refined living at

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, Weston, CT 06883

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