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    Windsor County, VT Short Term Rental Properties for Sale

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    Bennington, VT Burlington, VT Brattleboro, VT Barre, VT Rutland, VT St Johnsbury, VT Saint Albans, VT Brandon, VT
    Historic Duplex With Studio Apartment
    Updated: Sep 9
    Historic Duplex With Studio Apartment

    7015 Route 4, Bridgewater, VT 05034

    $579,000
    3,124 sqft 0.50 AC lot
    3,124‑square‑foot duplex on 0.5 acres
    Separate studio apartment with an additional room above
    1796 Colonial with wood‑frame construction and metal roof
    Recent electrical, plumbing, furnace, insulation, and flooring updates
    Primary unit includes 3 bedrooms, den or office, kitchen, laundry area, and 2 full baths
    View details
    Historic Bed And Breakfast
    Updated: May 11
    Historic Bed And Breakfast

    505 Deweys Mills Road, Hartford, VT 05047

    $1,275,000
    0.90 AC lot
    Historic property constructed in 1876
    0.9‑acre setting adjacent to the Quechee Gorge waterfall
    Views across the mill pond and Vermont hills from the house and decks
    Direct water access and nearby walking trails
    Access to I‑89, I‑91, and Route 4
    View details
    Mixed-Use Historic Village Building
    Mixed-Use Historic Village Building

    55 N Main St, Rochester, VT 05767

    Contact for pricing

    Historic village commercial building with a licensed restaurant, attached country store, apartments, and Airbnb units.

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    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Based on your search, we've compiled 3 Potential Opportunities for your consideration. Besides 3 Active listings in Windsor County, VT, we suggest exploring several alternatives:

    Windsor County, VT Short Term Rental Properties Market Trends and Statistics

    Explore 3 short term rental properties for sale in Windsor County, VT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 3,124 square feet of properties for sale, with an estimated market value of $1,854,000.

    Sale prices for short term rental properties in Windsor County, VT start at $579,000, averaging $927,000, and reaching up to $1,275,000 — 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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