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Windsor, VT Homes for Sale with Garage

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  • /39

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    3361 County Rd, Windsor, VT 05089

    Enjoy privacy and lovely views from this well executed contemporary home overlooking copious gardens and mature plantings to a spectacular pond with an arched footbridge (spotlights highlight the bridge after dark) to access your own little island. Beautiful updates throughout the home include new cedar shingles on the entire house, garage and workshop shed. The kitchen features custom oak

    Danny Kogut Williamson Group Sothebys Intl. Realty

    3361 County Rd, Windsor, VT 05089
  • /21

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,391 Sq Ft

    205 Channing Dr, Windsor, VT 05089

    Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, this home offers convenient single-level living with a bright, open-concept kitchen and living area—perfect for relaxing or entertaining. A spacious back enclosed porch extends your living space, ideal for enjoying Vermont’s

    Katie Ladue Gilbert KW Vermont Woodstock

    205 Channing Dr, Windsor, VT 05089
  • /25

    $289,900

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    1471 County Rd, Windsor, VT 05089

    Nestled in a peaceful rural setting, this roomy 4-bedroom, 3-bathroom home offers incredible potential for those looking to create their dream country home. While the property is in need of some work, it features a generous layout and sits on a little over an acre, which allows for plenty of space to enjoy the beautiful setting. The home features hardwood floors, vinyl windows, a pellet stove, as

    Jenn Boyer Coldwell Banker Homes Unlimited

    1471 County Rd, Windsor, VT 05089
  • /18

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft

    66 Union St, Windsor, VT 05089

    Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley. This classic 3-bedroom, 2-bath home blends timeless charm with thoughtful updates, offering a perfect retreat in a vibrant, small-town setting.Located within walking distance to Windsor’s shops, restaurants, schools, and the picturesque Connecticut

    Katie Ladue Gilbert KW Vermont Woodstock

    66 Union St, Windsor, VT 05089

Home Trends in Windsor, VT

Housing Trends

Median Sale Price
$275,000
Median Single Family Sale Price
$276,000
Median Townhouse Sale Price
$635,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
7
Last 12 months Home Sales
31
Months of Supply
2.70
Median List Price
$307,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
8%
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