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    Windham County, VT Short Term Rental Properties for Sale

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    Turnkey Income Generator in Brattleboro
    $415,000
    2,048 SF

    Turnkey Income Generator in Brattleboro

    58-60 Frost Pl, Brattleboro, VT 05301

    Move-in ready multi-family home with Airbnb potential and strong rental history.

    • Turnkey income property with one vacant unit ready for immediate occupancy or rental.
    • Successful Airbnb rental history in renovated unit (2018), available furnished.
    • Walking proximity to downtown with ample parking (8+ cars).
    • Two‑car garage, mature landscaping, and generous garden area.
    • In‑unit washer & dryer in both units; new hot water heater, dishwasher, garbage disposal, and toilet installed.
    Updated: Feb 14
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    Renovated Estate Near Mount Snow
    $1,150,000
    3.97 Acres

    Renovated Estate Near Mount Snow

    5 Tannery Rd, West Dover, VT 05356

    Renovated 8-bedroom estate near Mount Snow, ideal for retreats.

    • Renovated 8‑bedroom estate on nearly 4 acres at the foot of Mount Snow.
    • Proven history as a successful short‑term rental investment.
    • Breathtaking mountain views and effortless access to the slopes.
    • Large kitchen and dining room, game room, and expansive living room with oversized fireplace.
    • Outdoor spaces include a large deck, sunroom, fire pit area, covered decks, and sauna.
    Updated: Oct 24, 2025
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    Turnkey Income Generator Ready Now!
    $415,000

    Turnkey Income Generator Ready Now!

    Move-in ready duplex with Airbnb potential and flexible ownership.

    58-60 Frost Pl, Brattleboro, VT 05301
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    Renovated Estate Near Mount Snow
    $1,150,000

    Renovated Estate Near Mount Snow

    8-bedroom estate near Mount Snow, ideal for gatherings and rentals.

    5 Tannery Rd, West Dover, VT 05356
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    Based on your search, we've compiled 4 Potential Opportunities for your consideration. Besides 4 Active listings in Windham County, VT, we suggest exploring several alternatives:

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

    Explore 4 short term rental properties for sale in Windham County, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 185,130 square feet of properties for sale, with an estimated market value of $1,565,000.

    Sale prices for short term rental properties in Windham County, VT start at $415,000, averaging $782,500, and reaching up to $1,150,000 — 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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