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    Windsor County, VT Specialty Properties for Sale

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    Burlington, VT Brattleboro, VT Bennington, VT
    6 listings
    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
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    Turn-Key Commercial Condo in Woodstock
    $299,000
    Turn-Key Commercial Condo in Woodstock

    Wood Stock, VT 5091

    Flexible commercial condo in Woodstock's Mill Building, ready for new enterprise.
    • Turn‑key commercial condominium with flexible open floor plan suitable for retail, office, or childcare.
    • Convenient Woodstock location in the well‑known Mill Building.
    • Includes a complete kitchen/break area with stainless steel refrigerator, sink, dishwasher, microwave, washer, and dryer.
    • Features two half bathrooms, storage loft, and a ten‑foot high garage style door.
    • Benefits from municipal water and sewer connections, plus extensive free parking.
    Updated: May 14
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    Turn-Key Commercial Condo in Woodstock
    $299,000
    Turn-Key Commercial Condo in Woodstock

    Flexible commercial condo in Woodstock's Mill Building with modern amenities.

    Wood Stock, VT 5091

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    Versatile Commercial Space in Woodstock
    $420,000
    Versatile Commercial Space in Woodstock

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

    Wood Stock, VT 5091

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    Rochester, VT Specialty Property
    $899,000
    0.18 Acres
    Rochester, VT Specialty Property

    Specialty property located in Rochester, VT for sale.

    31 Huntington Pl 1,2 & 3, Rochester, VT 05767

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    Barnard Inn: Event and Wedding Venue
    $2,675,000
    10.00 Acres
    Barnard Inn: Event and Wedding Venue

    Charming inn and event venue near Woodstock, Vermont.

    West Woodstock, VT 05091

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    Based on your search, we've compiled 26 Potential Opportunities for your consideration. Besides 6 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
    5.00 Acres
    Five Acre Lot Near Trail

    Five acre lot abutting Unity Mountain Trail Conservation Area.

    275 Mica Mine Rd, Claremont, NH 3743

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    Level Wooded Lot For Sale
    $189,000
    Level Wooded Lot For Sale

    Commercial lot with road frontage suitable for various uses.

    1 West Main Street 233-1, Hillsborough, NH 3244

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    Residential Land Lot with Mixed Trees
    $36,000
    0.62 Acres
    Residential Land Lot with Mixed Trees

    A 0.62-acre Lisbon lot offering a mix of mature trees and clearing, suited for future residential development.

    Hodge Hill Road lot: 59, Lisbon, NH 03585

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    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

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    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
    VETERINARY, ANIMAL HOSPITAL
    5,766 SF Lot: 0.81 Acres
    Value Estimation by Request

    2326 Us Rte 5th N, Windsor, VT 05089-9061

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    35 Depot St
    FUNERAL HOME
    5,270 SF Lot: 0.50 Acres
    Value Estimation by Request

    35 Depot St, Chester, VT 05143

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    20 Cmn St
    CHARITABLE ORGANIZATION
    3,961 SF Lot: 0.10 Acres
    Value Estimation by Request

    20 Cmn St, Chester, VT 05143

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    319 Main St
    VETERINARY, ANIMAL HOSPITAL
    3,864 SF Lot: 8.76 Acres
    Value Estimation by Request

    319 Main St, Chester, VT 05143-0018

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    4 Dunham Ave
    CHARITABLE ORGANIZATION
    6,398 SF Lot: 0.80 Acres
    Value Estimation by Request

    4 Dunham Ave, Windsor, VT 05089-1510

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    20 Brg St
    DAY CARE, PRE-SCHOOL
    2,968 SF Lot: 0.56 Acres
    Value Estimation by Request

    20 Brg St, Windsor, VT 05089-1419

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    65 Ascutney St
    FUNERAL HOME
    3,644 SF
    Value Estimation by Request

    65 Ascutney St, Windsor, VT 05089-1720

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    40 Summer St
    CHARITABLE ORGANIZATION
    Lot: 1.00 Acre
    Value Estimation by Request

    40 Summer St, Springfield, VT 05156-3737

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    5 Brg St
    CHARITABLE ORGANIZATION
    880 SF Lot: 0.50 Acres
    Value Estimation by Request

    5 Brg St, South Royalton, VT 05068

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    7137 Us Rte 4 Rte
    Land
    Value Estimation by Request

    7137 Us Rte 4 Rte, Bridgewater, VT 05034

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    982 Rte 100
    CHARITABLE ORGANIZATION
    2,640 SF Lot: 2.60 Acres
    Value Estimation by Request

    982 Rte 100, Weston, VT 05161-5414

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    Riv St
    CHARITABLE ORGANIZATION
    Lot: 6.00 Acres
    Value Estimation by Request

    Riv St, Springfield, VT 05156

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    30 Pleasant St
    CHARITABLE ORGANIZATION
    Lot: 1.00 Acre
    Value Estimation by Request

    30 Pleasant St, Springfield, VT 05156-2614

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    Trailside Rd
    PROFESSIONAL CLUBS/ASSOCIATIONS
    Lot: 11.75 Acres
    Value Estimation by Request

    Trailside Rd, Ludlow, VT 05149

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    32 Rose Hl Rd
    FUNERAL HOME
    4,648 SF Lot: 1.25 Acres
    Value Estimation by Request

    32 Rose Hl Rd, Woodstock, VT 05091-1083

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    129 Vt Rte 100a
    CHARITABLE ORGANIZATION
    3,917 SF Lot: 0.25 Acres
    Value Estimation by Request

    129 Vt Rte 100a, Bridgewater, VT 05034

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    Windsor County, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 22 specialty properties for sale in Windsor County, VT, showcased through 6 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 $5,291,000.

    Sale prices for properties in Windsor County, VT start at $299,000, averaging $881,833, 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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