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    Windsor County, VT Commercial Real Estate for Sale

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    98 properties
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    Renovated Mixed-Use Building
    Updated: Jul 13
    Renovated Mixed-Use Building

    Wood Stock, VT 05091

    $2,200,000
    0.08 AC lot
    Two commercial spaces on the main level with retail and office use history
    Two‑bedroom loft apartment with two en suite baths, a half bath, and private deck
    0.08 acres at 26 Central Street in Woodstock Village
    Built in 1883 with Commercial zoning
    Heat pump mini‑splits on both floors plus a newer boiler
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    Village Storefront with Display Windows
    Updated: Jun 3
    Village Storefront with Display Windows

    660 Main Street, Weston, VT 05161

    $1,299,000
    0.28 AC lot
    0.28‑acre storefront property at 660 Main Street, Weston, VT 05161
    Village zoning with retail‑oriented storefront layout
    Large display windows provide merchandise‑facing frontage
    Exposed beams and warm wood finishes
    Basement included; propane service and well water
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    Historic Bed & Breakfast Estate
    Historic Bed & Breakfast Estate

    1589 Main Street, Cavendish, VT 05142

    $1,400,000
    2.40 AC lot

    Restored hospitality property with a furnished mansion, event barn, and expansive spaces for entertaining.

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    Retail Space with Inventory
    Retail Space with Inventory

    185 Main Street, Bethel, VT 05032

    $899,000
    5,000 sqft

    Established hardware retail operation with organized merchandising, customer parking, and included inventory and transaction equipment.

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    Insulated Auto Shop with Overhead Doors
    Insulated Auto Shop with Overhead Doors

    Wood Stock, VT 05091

    $850,000
    1.47 AC lot

    Facility includes office space, a full bathroom, overhead doors, and dedicated heating.

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    Manufacturing Building with Loading Docks
    Manufacturing Building with Loading Docks

    10 Precision Drive, Springfield, VT 05150

    $2,950,000
    9.50 AC lot

    Industrial facility offering substantial production space, dedicated offices, multiple loading doors, and paved parking on a large site.

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    Open-Plan Storefront Building
    Open-Plan Storefront Building

    39 S Main Street, Chester, VT 05143

    $285,000
    0.25 AC lot

    Village-zoned commercial space with flexible interior layout, existing refrigeration, office or galley area, and on-site parking.

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    Historic Mixed-Use Property
    Historic Mixed-Use Property

    Wood Stock, VT 05073

    $1,695,000
    5,000 sqft

    Storefront, leased post office, apartments, and an owner’s residence support multiple commercial and residential configurations.

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    Highway Commercial Mixed-Use Property
    Highway Commercial Mixed-Use Property

    501 Stoughton Pond Road, Weathersfield, VT 05151

    $447,000
    3.80 AC lot

    Mixed commercial and residential improvements include a multi-bay shop, accessory storage, and a detached home.

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    Vehicle Storage Warehouse with Three Doors
    Vehicle Storage Warehouse with Three Doors

    Wood Stock, VT 05091

    $850,000
    1.47 AC lot

    Purpose-built warehouse with office space, high ceilings, insulated construction, and dedicated vehicle-access features.

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    Renovated Mixed-Use Building
    Renovated Mixed-Use Building

    Wood Stock, VT 05091

    $2,200,000
    2,760 sqft

    Renovated property combines two commercial spaces with a two-bedroom loft apartment and outdoor areas.

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    Historic Mixed-Use Building
    Historic Mixed-Use Building

    Wood Stock, VT 05073

    $1,695,000
    0.56 AC lot

    Multi-unit property with retail, food-service, office, and residential components in a village setting.

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    Cleared Commercial Village Lot
    Cleared Commercial Village Lot

    130 Main Street, Ludlow, VT 05149

    $1,250,000
    0.34 AC lot

    Commercially zoned village site with public water and existing town approvals for redevelopment.

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    Flex Space With Four-Bay Garage
    Flex Space With Four-Bay Garage

    48 Stagecoach Rd, White River Junction, VT 05001

    $875,000
    2,500 sqft

    RC2-zoned flex property combines offices, warehouse capacity, and heated garage space near an Interstate 89 on-ramp.

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    Cleared Commercial Land
    Cleared Commercial Land

    130 Main Street, Ludlow, VT 05149

    $1,250,000
    0.34 AC lot

    Village zoning, town site plan approval, and conditional use approval are in hand.

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    Mixed-Use Property with Apartments
    Mixed-Use Property with Apartments

    145 S Main Street, Chester, VT 05143

    $340,000
    0.80 AC lot

    Commercially zoned property combines residential apartments, commercial space, parking, and a large barn in a village-center setting.

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    Iconic Fullerton Inn For Sale
    Iconic Fullerton Inn For Sale

    40 The Common, Chester, VT 05143

    $1,495,000
    18,896 sqft 2.28 AC lot

    Southern Vermont hospitality landmark in historic downtown Chester.

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    Permitted Glamping Land
    Permitted Glamping Land

    4769 Pikes Falls Road, Jamaica, VT 05143

    $195,000
    1.20 AC lot

    Act 250 approval supports a nature-based hospitality use, subject to applicable amendments and regulatory verification.

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    Open-Plan Storefront Property
    Open-Plan Storefront Property

    39 S Main St, Chester, VT 05143

    $285,000
    1,802 sqft 0.25 AC lot

    Village-zoned commercial space with refrigeration, support areas, parking, and flexible interior layout options.

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    Permitted Glamping Commercial Land
    Permitted Glamping Commercial Land

    4769 Pikes Falls Road, Jamaica, VT 05143

    $195,000
    1.20 AC lot

    An Act 250 permit is in place for a nature-based, four-season campground concept.

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    Industrial Building with Drive-In Door
    Industrial Building with Drive-In Door

    10 Precision Drive, Springfield, VT 05150

    $2,950,000
    63,073 sqft 5.00 AC lot

    Industrial space with 13-23' ceilings, multiple loading options, 3,600 sq ft office, and 400A 480V 3-phase power.

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    8-Room Bed & Breakfast Inn
    8-Room Bed & Breakfast Inn

    Wood Stock, VT 05091

    $2,599,000
    0.46 AC lot

    Historic hospitality property with owner’s quarters, driveway parking, and a New England village setting.

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    11-Office Brick Condominium
    11-Office Brick Condominium

    Wood Stock, VT 05091

    $495,000
    3,000 sqft

    Upper-level office condominium with storage space and retail businesses on the ground floor.

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    Commercial Land Along Brook
    Commercial Land Along Brook

    Gird Lot Road, Weathersfield, VT 05151

    $130,000
    56.90 AC lot

    C-10-zoned acreage with well and septic infrastructure needed for future use.

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    Windsor County, VT Commercial Real Estate Market Trends and Statistics

    Explore 98 commercial real estate for sale in Windsor County, VT, showcased through 98 active listings on our real estate platform. These investment opportunities span a total of 1,587,612 square feet of properties for sale, with an estimated market value of $85,407,999.

    Sale prices for business properties in Windsor County, VT start at $35,000, averaging $1,041,560, and reaching up to $4,200,000 — 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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    Featured Windsor County Real Estate Agencies

    Realmo connects you with licensed Windsor County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Bassette Real Estate Group
    611 Route 12 Hartland, VT 05048
    Phone: 18024572244
    www.vermontcountryrealestate.com
    Dunrovin Real Estate
    PO Box 450 Royalton, VT 05068
    Phone: 18027637177
    dunrovincountryvermont.com
    Snyder Donegan Real Estate Group
    PO Box 161, 5 The Green West Woodstock, VT 05091
    Phone: 18024572600
    www.snyderdonegan.com

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