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    Windsor County, VT Specialty Properties for Sale

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    Burlington, VT Waterford, VT Bennington, VT
    Versatile Commercial Space in Woodstock
    $420,000

    Versatile Commercial Space in Woodstock

    Wood Stock, VT 5091

    Turn-key commercial space suitable for retail, office, or daycare.

    • Highly flexible, turn‑key commercial space suitable for retail, office, or childcare.
    • Convenient Woodstock location in the well‑known commercial landmark "The Mill."
    • Large, clear‑span interior space (41'x38.5') with high ceilings and two 10‑foot garage doors.
    • Complete kitchen area with stainless steel refrigerators, dishwasher, microwave, washer, and dryer.
    • Includes three half bathrooms, a private office, utility room, and storage loft.
    Updated: Apr 27
    View details
    Historic Schoolhouse with Modern Potential
    $699,000
    3.70 Acres

    Historic Schoolhouse with Modern Potential

    66 Duttonsville School Drive, 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
    Barnard Inn: Event and Wedding Venue
    $2,675,000

    Barnard Inn: Event and Wedding Venue

    Charming inn and event venue near Woodstock, Vermont.

    West Woodstock, VT 05091
    View details
    Based on your search, we've compiled 23 Potential Opportunities for your consideration. Besides 3 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 16 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Five Acre Lot Near Trail
    $625,000

    Five Acre Lot Near Trail

    Five acre lot abutting Unity Mountain Trail Conservation Area.

    275 Mica Mine Rd, Claremont, NH 3743
    View details
    Hancock Land with Road Frontage
    $195,000
    18.00 Acres

    Hancock Land with Road Frontage

    18 acres of land with frontage and easy access.

    Cavender Road, Hancock, NH 03449
    View details
    Winchester Vacant Wooded Lot
    $33,750
    5.34 Acres

    Winchester Vacant Wooded Lot

    Vacant, wooded lot with high visibility in Winchester, NH.

    0 Ashuelot Main Street, Winchester, NH 03470
    View details
    Bolton Landing Commercial Property For Sale
    $1,050,000
    0.52 Acres

    Bolton Landing Commercial Property For Sale

    Rare commercial property on Lake Shore Drive in Bolton Landing.

    4921 Lake Shore Drive, Bolton Landing, NY 12814
    View details

    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.

    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
    35 Depot St

    35 Depot St

    FUNERAL HOME • 5,270 SF
    Value Estimation by Request
    35 Depot St, Chester, VT 05143
    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
    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
    4 Dunham Ave

    4 Dunham Ave

    CHARITABLE ORGANIZATION • 6,398 SF
    Value Estimation by Request
    4 Dunham Ave, Windsor, VT 05089-1510
    View details
    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
    65 Ascutney St

    65 Ascutney St

    FUNERAL HOME • 3,644 SF
    Value Estimation by Request
    65 Ascutney St, Windsor, VT 05089-1720
    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
    5 Brg St

    5 Brg St

    CHARITABLE ORGANIZATION • 880 SF
    Value Estimation by Request
    5 Brg St, South Royalton, VT 05068
    View details
    7137 Us Rte 4 Rte

    7137 Us Rte 4 Rte

    Land
    Value Estimation by Request
    7137 Us Rte 4 Rte, 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
    View details
    Riv St

    Riv St

    CHARITABLE ORGANIZATION • 6.00 Acres
    Value Estimation by Request
    Riv St, Springfield, VT 05156
    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
    Trailside Rd

    Trailside Rd

    PROFESSIONAL CLUBS/ASSOCIATIONS • 11.75 Acres
    Value Estimation by Request
    Trailside Rd, Ludlow, VT 05149
    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

    Windsor County, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 19 specialty properties for sale in Windsor County, VT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $3,794,000.

    Sale prices for properties in Windsor County, VT start at $420,000, averaging $1,264,666, and reaching up to $2,675,000 — 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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