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    Windsor County, VT Commercial Real Estate for Sale

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    75 properties
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    Historic Mixed-Use Property
    Updated: Jun 26
    Historic Mixed-Use Property

    Wood Stock, VT 05073

    $1,695,000
    0.56 AC lot
    Mixed‑use building constructed in 1850 on 0.56 acres
    Storefront approved for restaurant, cafe, or retail use
    One‑bedroom apartment plus owner’s unit with 3 bedrooms and 2.5 baths
    Post office space has a current lease with flexible renewal
    21‑space parking lot with four 19Kw electric vehicle charging stations
    View details
    One-Level Storefront Property
    Updated: Sep 22
    One-Level Storefront Property

    109 Park Street, Springfield, VT 05156

    $175,000
    0.25 AC lot
    One‑level storefront property on 0.25 acres
    Residential Commercial zoning in Springfield, VT
    Owner’s space plus a tenant‑occupied area
    New Buderous boiler with baseboard hot‑water heating
    Block exterior, metal roof, and basement
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    Village Storefront with Display Windows
    Village Storefront with Display Windows

    660 Main Street, Weston, VT 05161

    $1,299,000
    0.28 AC lot

    Retail space with exposed beams, wood finishes, and a flexible interior arrangement.

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    Historic Mixed-Use Property
    Historic Mixed-Use Property

    Wood Stock, VT 05091

    $1,645,000
    4,800 sqft

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

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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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    Historic Wedding Venue
    Historic Wedding Venue

    1589 Main Street, Cavendish, VT 05142

    $1,400,000
    2.40 AC lot

    The estate pairs a restored 10-bedroom mansion with a renovated barn for events of up to 125 guests.

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    Three-Unit Office/Residential Property
    Three-Unit Office/Residential Property

    Wood Stock, VT 05091

    $1,749,000
    0.31 AC lot

    Office and apartment configurations span three connected units, with a heated detached garage and additional vehicle parking.

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    Historic Bed And Breakfast Estate
    Historic Bed And Breakfast Estate

    1589 Main St, Cavendish, VT 05142

    $1,400,000
    5,500 sqft 2.40 AC lot

    Historic hospitality property with an event barn, chef’s kitchen, and multiple spaces for guest gatherings and celebrations.

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

    501 Stoughton Pond Road, Weathersfield, VT 05151

    $415,000
    3.80 AC lot

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

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    Resort Property with Guest Lodging
    Resort Property with Guest Lodging

    184 Hartland Hill Road, Hartland, VT 05048

    $1,495,000
    40.00 AC lot

    A separate lodge provides a kitchen, lounge, laundry, and open second-floor recreation area.

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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 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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    Cleared Village Commercial Land
    Cleared Village Commercial Land

    130 Main Street, Ludlow, VT 05149

    $1,250,000
    0.34 AC lot

    Village zoning and town site-plan and conditional-use approvals are in place.

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    Mixed-Use Property with Auto Shop
    Mixed-Use Property with Auto Shop

    501 Stoughton Pond Road, Weathersfield, VT 05151

    $415,000
    2,546 sqft 3.80 AC lot

    Highway Commercial zoning supports a combined residential and commercial layout.

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

    North Pomfret, VT 05053

    $475,000
    3,036 sqft 1.84 AC lot

    CC zoning supports a combination of residential and commercial occupancy.

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    Open Flex Space with Kitchen
    Open Flex Space with Kitchen

    3553 Vt Route 103 N, Chester, VT 05143

    $149,000
    2,400 sqft

    Accessible commercial building with an open interior, kitchen, and bathroom.

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    Mixed-Use Property with Apartment
    Mixed-Use Property with Apartment

    Wood Stock, VT 05091

    $695,000

    Commercial and residential components can function separately or be combined into one larger in-town space.

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    Single-Level Storefront Property
    Single-Level Storefront Property

    109 Park Street, Springfield, VT 05156

    $175,000
    2,520 sqft

    A tenant-occupied area provides rental income alongside open space within the building.

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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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    Mixed-Use Building
    Mixed-Use Building

    23 School Street, Chester, VT 05143

    $649,000
    13,788 sqft

    Four rented residences accompany professional office space in this village property.

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    Open-Layout Flex Building
    Open-Layout Flex Building

    3553 VT Route 103 N, Chester, VT 05143

    $149,000
    0.75 AC lot

    Commercially zoned building with adaptable interior space, kitchen, bathroom, ramp access, and basement storage.

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    Windsor County, VT Commercial Real Estate Market Trends and Statistics

    Explore 75 commercial real estate for sale in Windsor County, VT, showcased through 75 active listings on our real estate platform. These investment opportunities span a total of 1,226,448 square feet of properties for sale, with an estimated market value of $75,354,599.

    Sale prices for business properties in Windsor County, VT start at $35,000, averaging $1,092,095, 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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