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    Windham County, VT Bed & Breakfasts for Sale

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    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    344 Vt Rte 100, West Dover, VT 05356

    Family-friendly lodge with amenities near ski lifts.

    • Prime Location: Beautiful mountain setting, only a quarter mile from ski lifts, ideal for family getaways.
    • Family‑Friendly Amenities: Features 24 family guest rooms, a game room, outdoor heated pool, hot tub, and redwood play structure.
    • Spacious Owner's Quarters: Includes a 3‑bedroom, 2‑bath owner's suite with living/dining areas and a remodeled kitchen.
    • Guest Comfort: Offers air conditioning (in 16 rooms), private bathrooms, work desks, TVs, and complimentary WiFi.
    • Ample Storage & Practical Features: Boasts an oversized 2‑car garage with carport, workbench, power, loft storage, and a large ski locker.
    Updated: Jan 5
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    Unique Vermont Property with Views
    $1,100,000
    35.00 Acres

    Unique Vermont Property with Views

    35 Fawn Ledge Ln, Jamaica, VT 05343

    Versatile property near Mount Snow, Stratton, and Jamaica villages.

    • Spectacular mountain views from this desirable hillside location in Jamaica, Vermont.
    • Close to Mount Snow, Stratton, West Dover, and Jamaica villages.
    • Versatile property: consider as an inn, event venue, retreat center, or residence.
    • Lower level features 8 guest rooms, each with a private bath, plus kitchen, office, and gathering area.
    • Spacious, heated upper chapel hall ideal for weddings, concerts, or large gatherings.
    Updated: Dec 5, 2025
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    Vermont Multi-Family with Guest Cottage
    $899,000
    5,480 SF

    Vermont Multi-Family with Guest Cottage

    Historic property with two dwellings and a guest cottage.

    3732 Vt Route 30, Jamaica, VT 05343
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    Vermont Inn & Farm for Sale
    $2,000,000
    8,278 SF

    Vermont Inn & Farm for Sale

    Luxury Vermont B&B, 7 bedrooms, 6.5 acres.

    251 Pratt Bridge Rd, Jamaica, VT 05343
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    Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 4 Active listings in Windham County, VT, we suggest exploring several alternatives: similar 1 Off-Market properties to explore as potential leads

    Explore Off-Market Properties in Windham County, VT

    Consider similar Off-Market properties in Windham County, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    251 Pratt Bridge Rd

    251 Pratt Bridge Rd

    Bed & breakfasts • 8,278 SF
    Value Estimation by Request
    251 Pratt Bridge Rd, Jamaica, VT 05343
    View details

    Windham County, VT Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 5 bed & breakfasts for sale in Windham County, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 1,938,856 square feet of properties for sale, with an estimated market value of $5,589,000.

    Prices for inns in Windham County, VT start at $899,000, averaging $1,397,250, and reaching up to $2,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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