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    Windsor County, VT Short Term Rental Properties for Sale

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    Bennington, VT Burlington, VT Rutland, VT Brattleboro, VT Barre, VT St Johnsbury, VT Milton, VT Stowe, VT
    Furnished Short-Term Rental Retreat
    Updated: Jul 24
    Furnished Short-Term Rental Retreat

    544 Vulture Mountain Road, Stockbridge, VT 05772

    $500,000
    960 sqft 1.20 AC lot
    1.2‑acre short‑term rental retreat with 960 square feet of property size
    Two additional cabins completed in 2023 and 2024
    Established Airbnb operation with furnished guest accommodations
    Mountain and White River views from a private forest setting
    Route 107 access with connections to Route 100 and I‑89
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    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
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    Duplex with Barn and Third-Floor Potential
    Duplex with Barn and Third-Floor Potential

    81 High Street, Cavendish, VT 05142

    $525,000
    2,304 sqft

    Converted for flexible rental use with two units, plus an unfinished third floor and attached barn for storage.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    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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    Based on your search, we've compiled 4 Potential Opportunities for your consideration. Besides 4 Active listings in Windsor County, VT, we suggest exploring several alternatives:

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

    Explore 4 short term rental properties for sale in Windsor County, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 3,264 square feet of properties for sale, with an estimated market value of $2,300,000.

    Sale prices for short term rental properties in Windsor County, VT start at $500,000, averaging $766,666, 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.

    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
    Bassette Real Estate Group
    611 Route 12 Hartland, VT 05048
    Phone: 18024572244
    www.vermontcountryrealestate.com

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