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    Windsor County, VT Specialty Properties for Sale

    10 results
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    Historic Schoolhouse with Modern Potential
    $699,000
    3.70 Acres

    Historic Schoolhouse with Modern Potential

    66 Duttonsville School Dr, Cavendish, VT 05142

    1862 schoolhouse reimagined for commercial or residential use.

    • Historic 1862 schoolhouse with original architectural details meticulously preserved, including transom windows, pine floors, and belfry.
    • Adaptable 3.7‑acre lot with semi‑truck accessibility, suitable for commercial or residential use.
    • Modern updates include updated windows, mini‑split systems for heating and cooling, and custom shelving.
    • Proven adaptability as a thriving distribution business location since 1973.
    • Potential for diverse uses: live/work space, Airbnb, studio, gallery, event space, or single‑family home.
    Updated: Feb 27
    View details
    Specialty Property For Sale
    $999,500

    Specialty Property For Sale

    1 Depot St, Wilder, VT 05088

    Specialty property available for sale.

    • Year Built: 1918 showcasing historic charm
    • Price: $11
    View details
    Bridgewater VT Specialty Property ForSale
    $795,000

    Bridgewater VT Specialty Property ForSale

    Specialty property available for sale in Bridgewater, Vermont.

    410 Upper Rd, West Bridgewater, VT 05035
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    Cavendish VT Specialty Property
    $415,000

    Cavendish VT Specialty Property

    Specialty property available for sale in Cavendish, Vermont.

    198 Depot St, South Reading, VT 05153
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    Hartford, VT Property For Sale
    $329,000

    Hartford, VT Property For Sale

    Property for sale in Hartford, Vermont.

    40 Union St, White River Junction, VT 05001
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    Chester VT Specialty Property
    $625,000

    Chester VT Specialty Property

    Specialty property for sale in Chester, Vermont.

    3630 Vt Route 103 N, Chester, VT 05143
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    Hartland Specialty Property For Sale
    $452,600

    Hartland Specialty Property For Sale

    Specialty property available for purchase in Hartland, Vermont.

    282 Skunk Holw Rd, Hartland, VT 05048
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    Hartland, VT Investment Opportunity
    $1,576,000

    Hartland, VT Investment Opportunity

    Hartland, VT property available for sale.

    14/16 Summarsell Dr, Hartland, VT 05048
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    Hartford, VT Specialty Property
    $419,000

    Hartford, VT Specialty Property

    Specialty property available for sale in Hartford, Vermont.

    55 Horseshoe Ave, Hartford, VT 05001
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    Rochester, VT Specialty Property
    $899,000

    Rochester, VT Specialty Property

    Specialty property located in Rochester, VT for sale.

    31 2 & 3, Rochester, VT 05767
    View details
    Based on your search, we've compiled 26 Potential Opportunities for your consideration. Besides 10 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 16 Off-Market properties to explore as potential leads

    Explore Off-Market Properties in Windsor County, VT

    Consider similar Off-Market properties in Windsor County, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    Riv St

    Riv St

    CHARITABLE ORGANIZATION • 6.00 Acres
    Value Estimation by Request
    Riv St, Springfield, VT 05156
    View details
    319 Main St

    319 Main St

    VETERINARY, ANIMAL HOSPITAL • 3,864 SF
    Value Estimation by Request
    319 Main St, Chester, VT 05143-0018
    View details
    2326 Us Rte 5th N

    2326 Us Rte 5th N

    VETERINARY, ANIMAL HOSPITAL • 5,766 SF
    Value Estimation by Request
    2326 Us Rte 5th N, Windsor, VT 05089-9061
    View details
    Trailside Rd

    Trailside Rd

    PROFESSIONAL CLUBS/ASSOCIATIONS • 11.75 Acres
    Value Estimation by Request
    Trailside Rd, Ludlow, VT 05149
    View details
    30 Pleasant St

    30 Pleasant St

    CHARITABLE ORGANIZATION • 1.00 Acre
    Value Estimation by Request
    30 Pleasant St, Springfield, VT 05156-2614
    View details
    20 Cmn St

    20 Cmn St

    CHARITABLE ORGANIZATION • 3,961 SF
    Value Estimation by Request
    20 Cmn St, Chester, VT 05143
    View details
    35 Depot St

    35 Depot St

    FUNERAL HOME • 5,270 SF
    Value Estimation by Request
    35 Depot St, Chester, VT 05143
    View details
    65 Ascutney St

    65 Ascutney St

    FUNERAL HOME • 3,644 SF
    Value Estimation by Request
    65 Ascutney St, Windsor, VT 05089-1720
    View details
    4 Dunham Ave

    4 Dunham Ave

    CHARITABLE ORGANIZATION • 6,398 SF
    Value Estimation by Request
    4 Dunham Ave, Windsor, VT 05089-1510
    View details
    32 Rose Hl Rd

    32 Rose Hl Rd

    FUNERAL HOME • 4,648 SF
    Value Estimation by Request
    32 Rose Hl Rd, Woodstock, VT 05091-1083
    View details
    129 Vt Rte 100a

    129 Vt Rte 100a

    CHARITABLE ORGANIZATION • 3,917 SF
    Value Estimation by Request
    129 Vt Rte 100a, Bridgewater, VT 05034
    View details
    982 Rte 100

    982 Rte 100

    CHARITABLE ORGANIZATION • 2,640 SF
    Value Estimation by Request
    982 Rte 100, Weston, VT 05161-5414
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    20 Brg St

    20 Brg St

    DAY CARE, PRE-SCHOOL • 2,968 SF
    Value Estimation by Request
    20 Brg St, Windsor, VT 05089-1419
    View details
    40 Summer St

    40 Summer St

    CHARITABLE ORGANIZATION • 1.00 Acre
    Value Estimation by Request
    40 Summer St, Springfield, VT 05156-3737
    View details

    Windsor County, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 26 specialty properties for sale in Windsor County, VT, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 728,760 square feet of properties for sale, with an estimated market value of $2,944,000.

    Sale prices for properties in Windsor County, VT start at $75,000, averaging $327,111, and reaching up to $699,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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