5

Andover, VT Houses for Sale

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  • /25

    $359,000

    • 3 Beds
    • 1,504 Sq Ft

    1749 Middletown Rd, Andover, VT 05143

    Tucked away on 31 beautiful acres in Andover is this lovely camp, cottage ready to be finished and enjoyed. The current owners have provided a great start with electric service, forced hot air heat and a finished living room to relax in. The land is a nature lover's dream with a year round stream in back of the camp, open area with a firepit and surrounded by a vast variety of trees on the

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1749 Middletown Rd, Andover, VT 05143
  • /32

    $2,250,000

    • 2 Beds
    • 4 Baths
    • 3,514 Sq Ft

    611 Simmons Rd, Chester, VT 05143

    Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

    Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
  • /41

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,278 Sq Ft

    2904 E Hill Rd, Andover, VT 05143

    Perched on 60 acres with views of Okemo Mountain from its second floor, this custom designed contemporary is hitting the market for the first time. Built by an international journalist and his writer wife as a retreat for their family and high profile friends, it now awaits its next lucky stewards. Filled with natural light, the rambling home was inspired by a friend's classic Vermont

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    2904 E Hill Rd, Andover, VT 05143
  • /18

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft

    26 Dorman Rd, Andover, VT 05143

    Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a

    Daire Gibney Barrett and Valley Associates Inc.

    26 Dorman Rd, Andover, VT 05143
  • /41

    $6,950,000

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

    3800 Weston-Andover Rd, Andover, VT 05143

    Escape to Moosewalk Lane, a fully furnished and equipped luxury estate in Andover, Vermont, set on 384 acres in the iconic Green Mountains. This one of a kind property offers a rare blend of seclusion, natural beauty, and timeless craftsmanship. The custom built 10,062 square foot main house features an expansive open concept design. Crafted with post and beam timber frame construction, the

    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.

Home Trends in Andover, VT

Housing Trends

Median Sale Price
$685,000
Median Single Family Sale Price
$600,000
Average Price Per Sq Ft
$322
Number of Homes for Sale
5
Last 12 months Home Sales
5
Months of Supply
12.00
Median List Price
$722,500
Median Change From 1st List Price
14%
Median Home Sale Price YoY Change
9%
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