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    Windham County, VT Bed & Breakfasts for Sale

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    Burlington, VT Bennington, VT Brattleboro, VT
    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    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: Aug 5, 2025
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    Cold Moon Farm Opportunity
    $1,695,000
    8,278 SF

    Cold Moon Farm Opportunity

    251 Pratt Bridge Rd, Jamaica, VT 5343

    Luxury B&B or single-family home near Stratton, Bromley & Mt Snow.

    • Expansive main house featuring 6 bedrooms, each with en‑suite bath, perfect for gatherings.
    • Commercial‑grade kitchen and open floor plan in the main house.
    • Two‑story great room with private mountain views.
    • First‑floor primary bedroom with fireplace, French doors, and deck overlooking the farm.
    • Two‑level barn includes a heated 2‑car garage, workshop, storage, milking room, and stalls.
    Updated: Sep 26, 2023
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    Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 2 Active listings in Windham County, VT, we suggest exploring several alternatives: similar 1 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Winchester Vacant Wooded Lot
    $33,750
    5.34 Acres

    Winchester Vacant Wooded Lot

    Vacant, wooded lot with high visibility in Winchester, NH.

    0 Ashuelot Main Street, Winchester, NH 03470
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    Level Lot Near Town Amenities
    $65,000
    1.90 Acres

    Level Lot Near Town Amenities

    1.9-acre lot near amenities, recreation, and ski resorts.

    TBD VT Route 15W, Johnson, VT 05656
    View details
    Commercial Land in Woodridge, NY
    $69,000
    0.46 Acres

    Commercial Land in Woodridge, NY

    Prime commercial land with utilities available in Woodridge, NY.

    *** Mountaindale Road, Fallsburg, NY 12733
    View details
    Cochecton Land on Route 17B
    $68,500
    2.00 Acres

    Cochecton Land on Route 17B

    Two acres in Hamlet District, suitable for commercial or residential.

    2.-1-32.7 State Route 17B, Cochecton, NY 12726
    View details

    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 3 bed & breakfasts for sale in Windham County, VT on our real estate platform. These investment opportunities span a total of 98,010 square feet of properties for sale, with an estimated market value of $1,590,000.

    Sale prices for inns in Windham County, VT start at $1,590,000, averaging $1,590,000, and reaching up to $1,590,000 — 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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