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    Windsor County, VT Bed & Breakfasts for Sale

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    Charming Inn in Woodstock, VT
    Updated: Mar 11
    Charming Inn in Woodstock, VT

    Wood Stock, VT 05091

    $2,599,000
    0.46 AC lot
    Profitable, well‑established Inn with impressive revenue growth.
    8 guest rooms plus a separate 1‑bedroom owner's quarters.
    Located in Woodstock, VT, "the prettiest small town in America".
    Features a charming tavern and amazing restaurant.
    Historic charm blended with modern convenience.
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    Barnard Inn: Event and Wedding Venue
    Updated: Apr 14, 2022
    Barnard Inn: Event and Wedding Venue

    West Woodstock, VT 05091

    $2,675,000
    10.00 AC lot
    Turnkey event venue with established fine dining and event hosting business.
    Permitted and commercially sound with infrastructure in place for multiple business opportunities.
    Located on 10 acres of manicured gardens, meadows, and a secluded pond wedding site near Woodstock.
    Extensive private residence within the main building featuring a designer kitchen and 5 bedrooms.
    Historic building with elegant formal dining rooms, updated restaurant kitchen, and tavern.
    View details
    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Windsor County, VT, we suggest exploring several alternatives: 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.

    Agricultural Wooded Industrial Land
    Agricultural Wooded Industrial Land

    Ashuelot Main Street lot: 0 Block 66, Winchester, NH 03470

    Contact for pricing
    5.34 AC lot

    Vacant wooded land within a former paper mill campus with available soil testing resources and highway visibility.

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    Level Residential Lot
    Level Residential Lot

    VT Route 15W, Johnson, VT 05656

    $65,000
    1.90 AC lot

    Level homesite with on-site electric and existing well and pipeline; septic permit/perc testing is required to confirm buildability.

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    Hopkinton Land Site on Route 135
    Hopkinton Land Site on Route 135

    124 E Main St, Hopkinton, MA 01748

    Contact for pricing
    7.29 AC lot

    Prime 7.29 acre land site in affluent Hopkinton, MA.

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    Three-Acre Lot in Kauneonga Lake
    Three-Acre Lot in Kauneonga Lake

    Flower Ave. & State Route 55, Kauneonga Lake, NY 12720

    $119,000
    3.00 AC lot

    Three-acre lot ready for development in Kauneonga Lake, NY.

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    Windsor County, VT Bed & Breakfasts Market Trends and Statistics

    Explore 2 bed & breakfasts for sale in Windsor County, VT 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 $5,274,000.

    Sale prices for inns in Windsor County, VT start at $2,599,000, averaging $2,637,000, 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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