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Andover, VT Houses for Sale

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  • /50

    $709,000

    • 4 Beds
    • 3.5 Baths
    • 2,576 Sq Ft

    3319 E Hill Rd, Andover, VT 05143

    Set on just over 10 picturesque acres, 3319 East Hill Road offers a rare blend of privacy, comfort, flexibility, and four season Vermont recreation. The three bedroom, three bathroom main residence is filled with natural light and features vaulted ceilings, oversized windows, warm hardwood flooring, and a open concept layout that creates an easy flow between the kitchen, dining, and living areas.

    Thaddeus Abare Barrett and Valley Associates Inc.

    3319 E Hill Rd, Andover, VT 05143
  • /60

    $575,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,656 Sq Ft

    758 Weston-Andover Rd, Chester, VT 05143

    A rare opportunity to own two well-maintained homes on one beautiful country property! The main residence offers 3 bedrooms and 3 baths with a warm, inviting interior featuring hardwood floors, abundant built-ins, and thoughtfully designed living spaces that blend character with everyday comfort. Step outside to the back deck overlooking beautifully landscaped gardens and a spacious lawn, an

    Kevin Barnes William Raveis Real Estate Vermont Properties

    758 Weston-Andover Rd, Chester, VT 05143
  • /60

    $879,999

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,310 Sq Ft

    201 Spruce Dr, Chester, VT 05143

    Set on over five acres of rolling Vermont hillside, this three-bedroom, two-bath home is perfectly positioned for year-round enjoyment with a special focus on summer living and seamless access to some of southern Vermont’s top mountain destinations, including Okemo Mountain Resort, Stratton Mountain Resort, Bromley Mountain, and Magic Mountain Ski Area. Offered turnkey, it’s an ideal basecamp for

    Mendi Michael Engel & Völkers Okemo

    201 Spruce Dr, Chester, VT 05143
  • /41

    $5,150,000

    • 8 Beds
    • 7.5 Baths
    • 10,062 Sq Ft

    3800 Weston-Andover Rd, Andover, VT 05143

    Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewalk Lane is a purpose built multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk Lane is offered fully furnished and equipped. Anchored by a 10,062 square foot timber frame home, guest house, writer's

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    3800 Weston-Andover Rd, Andover, VT 05143

Why Live in Andover

Andover, VT, offers a rural lifestyle in the Green Mountains, characterized by winding country roads through dense forests and farmland. With a population of less than 1,000, homes in Andover are typically traditional-style, built from the mid-1900s to contemporary houses from the past 25 years. Properties often sit on expansive lots ranging from 2 to over 100 acres, providing a quiet retreat. The area is car-dependent, with State Route 11 serving as the main thoroughfare connecting Andover to Springfield. Vermont’s mud season from March to June can make the dirt roads challenging, with potential hazardous conditions and road closures. Outdoor attractions are found in neighboring towns, such as Chester Town Forest with its hiking trails, Lowell Lake State Park in Londonderry for boating and fishing, and Okemo Mountain Resort, 10 miles north, offering extensive skiing and snowboarding trails. For shopping and dining, residents travel to Ludlow, 10 miles north, or Springfield, 15 miles east, where they can find grocery stores, local restaurants, and retail outlets. The Chester Fall Festival, held each September in nearby Chester, celebrates local art and culture with craft vendors, live music, and family activities.

Single Family Home Price Trends

Median Home Price
$649,000
Median 3-Bedroom Home Price
$482,000
Median 4-Bedroom Home Price
$709,000
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