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    Berkshire County, MA Bed & Breakfasts for Sale

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    Boston, MA Worcester, MA Springfield, MA
    Historic 9-Unit Bed & Breakfast
    $1,200,000
    10,560 SF
    Historic 9-Unit Bed & Breakfast

    74 Wendell Avenue, Pittsfield, MA 1201

    Historic bed & breakfast with nine guest suites and kitchenettes.
    • Turnkey historic 9‑unit bed & breakfast with strong income potential.
    • Nine unique guest suites, each with private baths and kitchenettes.
    • Prime location within walking distance to the downtown theater/business district.
    • Potential for a private one‑bedroom owner's unit in the basement.
    • Upgraded, high‑efficiency Viessman boiler and architectural radiators.
    Updated: May 15
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    Lee MA Bed & Breakfast
    $3,400,000
    11,945 SF
    Lee MA Bed & Breakfast

    615 Laurel St., Lee, MA 1238

    Bed & Breakfast with 14 bedrooms and lakefront access.
    • 530 feet of lakefront property
    • Exceptional bed & breakfast inn
    • Fourteen bedrooms, each a private sanctuary
    • Sixteen full bathrooms plus one half bathroom
    • Expansive 11,945 sq ft of living space
    Updated: Apr 25
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    Historic Bed & Breakfast Opportunity
    $1,200,000
    10,560 SF
    Historic Bed & Breakfast Opportunity

    Turnkey 9-unit bed & breakfast near downtown.

    74 Wendell Ave, Pittsfield, MA 1201

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    Berkshires Bed & Breakfast Opportunity
    $1,695,000
    10.43 Acres
    Berkshires Bed & Breakfast Opportunity

    Established Bed & Breakfast in the heart of The Berkshires.

    684 South Egremont Rd, Great Barrington, MA 1230

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    Berkshire Lakefront Boutique Inn
    $3,400,000
    11,945 SF
    Berkshire Lakefront Boutique Inn

    Boutique Inn with 14 keys and expansion potential.

    615 Laurel St, Lee, MA 1238

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    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Berkshire County, MA, we suggest exploring several alternatives: 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.

    Agricultural Wooded Industrial Land
    Contact for pricing
    5.34 Acres
    Agricultural Wooded Industrial Land

    Vacant wooded land within a former paper mill campus with available soil testing resources and highway visibility.

    Ashuelot Main Street lot: 0 Block 66, Winchester, NH 03470

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    Commercial Land on Route 52
    $165,000
    2.50 Acres
    Commercial Land on Route 52

    2.5-acre commercial lot with frontage on Route 52.

    1460 State Route 52, Walden, NY 12586

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    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

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    Hopkinton Land Site on Route 135
    Contact for pricing
    7.29 Acres
    Hopkinton Land Site on Route 135

    Prime 7.29 acre land site in affluent Hopkinton, MA.

    124 E Main St, Hopkinton, MA 1748

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    Berkshire County, MA Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 5 bed & breakfasts for sale in Berkshire County, MA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 45,010 square feet of properties for sale, with an estimated market value of $9,200,000.

    Sale prices for inns in Berkshire County, MA start at $1,200,000, averaging $2,300,000, and reaching up to $3,400,000 — 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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