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Woodstock, VT Homes for Sale with Pool

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  • /52

    $1,495,000

    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft

    1522 Barnard Rd, Woodstock, VT 05091

    Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add

    Keri Cole Williamson Group Sothebys Intl. Realty

    1522 Barnard Rd, Woodstock, VT 05091
  • /48

    $527,000

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    88 Happy Valley Rd, Woodstock, VT 05091

    Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including

    Julie Davis KW Vermont Woodstock

    88 Happy Valley Rd, Woodstock, VT 05091
  • /51

    $6,673,000

    • 5 Beds
    • 3.5 Baths
    • 4,165 Sq Ft

    2358 Long Hill Rd, Woodstock, VT 05091

    Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to

    Story Jenks LandVest, Inc/Woodstock

    2358 Long Hill Rd, Woodstock, VT 05091
  • /21

    $3,300,000

    • 3 Beds
    • 4.5 Baths
    • 3,682 Sq Ft

    249 Sawyer Rd, Woodstock, VT 05091

    Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary

    Andrew Bustin LandVest, Inc/Woodstock

    249 Sawyer Rd, Woodstock, VT 05091
  • /48

    $6,750,000

    New Construction $500K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,087 Sq Ft

    412 Skyland Ln, Woodstock, VT 05091

    Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and

    Story Jenks LandVest, Inc/Woodstock

    412 Skyland Ln, Woodstock, VT 05091

Home Prices in Woodstock, VT

Home Price Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$925,000
Median Townhouse Sale Price
$479,000
Median 2 Bedroom Sale Price
$499,000
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$455
Number of Homes for Sale
25
Last 12 months Home Sales
73
Months of Supply
4.10
Median List Price
$919,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-9%
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