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Modern Homes for Sale in Weston, CT

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  • /38

    $1,300,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    17 Richmond Hill Rd, Weston, CT 06883

    The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the

    Jessica Lane

    Serhant Connecticut, LLC

    (475) 447-1736

    17 Richmond Hill Rd, Weston, CT 06883
  • /40

    $1,775,000

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /32

    $1,250,000

    Open Thu 11AM - 2PM
    • 5 Beds
    • 4 Baths
    • 4,344 Sq Ft

    195 Steep Hill Rd, Weston, CT 06883

    Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home. The main level showcases a spacious living room with a wood-burning fireplace and walls

    Jenny Walsh Coldwell Banker Realty

    195 Steep Hill Rd, Weston, CT 06883
  • /40

    $1,375,000

    Open Fri 11AM - 2PM
    • 4 Beds
    • 5 Baths
    • 3,457 Sq Ft

    38 Old Redding Rd, Weston, CT 06883

    This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train

    Lori Elkins William Raveis Real Estate

    38 Old Redding Rd, Weston, CT 06883
  • /30

    $1,099,000

    Open Sat 12PM - 3PM
    • 6 Beds
    • 3 Baths
    • 3,096 Sq Ft

    50 Ravenwood Dr, Weston, CT 06883

    Welcome home to your Weston retreat featuring easy living throughout. This 6 bedroom, 3 bathroom contemporary raised ranch, boasting 3096 square feet of living space, perfectly balances a bright, airy open floor plan. Gleaming hardwood floors flow seamlessly throughout the main living spaces, adding timeless elegance to the modern layout. Completely move-in ready, the home features a new HVAC

    Leah Schmiedel Coldwell Banker Realty

    50 Ravenwood Dr, Weston, CT 06883
  • /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • /39

    $2,695,000

    • 2 Beds
    • 3 Baths
    • 2,254 Sq Ft

    52 Valley Forge Rd, Weston, CT 06883

    Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

    Laurie Crouse Coldwell Banker Realty

    52 Valley Forge Rd, Weston, CT 06883
  • /18

    $899,000

    • 4 Beds
    • 2 Baths
    • 2,903 Sq Ft

    27 Huckleberry Ln, Weston, CT 06883

    Exceptional opportunity in a prime Lower Weston location directly bordering Westport - just minutes to both Weston and Westport town centers, award-winning schools, shopping, dining, trains and commuting routes. Privately set on a beautiful 2-acre lot on a quiet country lane, this property offers endless potential for buyers with vision. Whether you choose to renovate, customize, expand, or build

    Christine Oleynick Keller Williams Realty

    27 Huckleberry Ln, Weston, CT 06883
  • /39

    $3,595,000

    • 4 Beds
    • 5.5 Baths
    • 5,448 Sq Ft

    22 Pent Rd, Weston, CT 06883

    Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and

    Jennifer Twombly Compass Connecticut, LLC

    22 Pent Rd, Weston, CT 06883
  • /35

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 5,525 Sq Ft

    32 Buttonball Ln, Weston, CT 06883

    Set on 2.49 fully fenced acres, the property offers expansive lawns ideal for recreation, entertaining, pets, and play. Beyond the main grounds, the landscape unfolds toward the Saugatuck River, providing a peaceful waterfront setting and an opportunity to enjoy the natural beauty of the surroundings. Privately positioned at the end of a quiet Lower Weston cul-de-sac, this architecturally

    Hope Klein The Riverside Realty Group

    32 Buttonball Ln, Weston, CT 06883
  • /39

    $1,549,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,911 Sq Ft

    50 Calvin Rd, Wilton, CT 06897

    Set on over two private acres along the Wilton/Weston border, this architecturally distinct Contemporary offers a compelling blend of design, privacy & setting. Ideally positioned in southern Wilton, the home offers rare convenience-just minutes to Wilton Center, Weston, Westport & Georgetown. A circular drive leads to the home, where striking vertical siding and thoughtfully designed grounds

    Matthew Nuzie RE/MAX Right Choice

    50 Calvin Rd, Wilton, CT 06897

Home Prices in Weston, CT

Home Price Trends

Median Sale Price
$1,400,000
Median Single Family Sale Price
$1,400,000
Median Townhouse Sale Price
$1,370,000
Median 2 Bedroom Sale Price
$877,500
Average Price Per Sq Ft
$446
Number of Homes for Sale
28
Last 12 months Home Sales
132
Months of Supply
2.50
Median List Price
$1,397,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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