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    Windsor County, VT Short Term Rental Properties for Sale

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    Burlington, VT Bennington, VT Brattleboro, VT
    Unique Vermont Mountain Retreat
    $549,900
    960 SF

    Unique Vermont Mountain Retreat

    544 Vulture Mountain Road, Stockbridge, VT 05772

    Family compound with rental income potential near Killington Mountain Resort.

    • Strong Rental Income: Proven short‑term rental history with $271,840.17 GRI from 2023‑2025, and potential for year‑round expansion.
    • Unique Property: Features a restored 1950s hunting cabin (Sears, Roebuck kit), two new guest cabins, and a restored vintage Sunset travel trailer.
    • Breathtaking Views: Perched atop a private mountain with views of conserved wilderness, Killington Peak, and the White River.
    • Prime Location: Close to Killington Mountain Resort for year‑round recreation and near Woodstock Village.
    • Modern Amenities & Vintage Character: Seamless blend of restored vintage elements with modern updates and comforts.
    Updated: May 13
    View details
    Updated Multifamily in Historic Windsor
    $450,000
    0.17 Acres

    Updated Multifamily in Historic Windsor

    64 State St, Windsor, VT 5089

    Turnkey, five-unit multifamily property with income-producing potential in Windsor, Vermont.

    • Income‑producing five‑unit multifamily property in Windsor, Vermont.
    • Turnkey operation with established short‑term and mid‑term rental history.
    • Flexible rental strategy with a mix of traditional tenancy and furnished rentals.
    • Most furnishings included for immediate move‑in‑ready operation.
    • Located in a high‑demand rental market.
    Updated: Mar 24
    View details
    Based on your search, we've compiled 2 Potential Opportunities for your consideration. Besides 2 Active listings in Windsor County, VT, we suggest exploring several alternatives:

    Windsor County, VT Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 2 short term rental properties for sale in Windsor County, VT on our real estate platform. These investment opportunities span a total of 960 square feet of properties for sale, with an estimated market value of $549,900.

    Sale prices for short term rental properties in Windsor County, VT start at $549,900, averaging $549,900, and reaching up to $549,900 — 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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