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    Massachusetts Bed & Breakfasts for Sale

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    18 properties
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    Ten-Room Bed and Breakfast
    Updated: Sep 4
    Ten-Room Bed and Breakfast

    14 Court Street, Provincetown, MA 02657

    $4,440,000
    3,630 sqft 0.12 AC lot
    10 guest rooms plus private living quarters
    3,630 square feet on 0.12 acres
    Separate breakfast cottage with brick courtyard and fire pit
    Gardens and porches throughout the property
    Water views near Commercial Street and the harbor
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    Historic Bed & Breakfast with Bay Views
    Updated: Jul 3
    Historic Bed & Breakfast with Bay Views

    164 Commercial Street, Provincetown, MA 02657

    $2,895,000
    2,736 sqft 0.08 AC lot
    2,736‑square‑foot bed‑and‑breakfast property on a 0.08‑acre site
    Eight guest rooms, each with a private bathroom, high ceilings, and wall‑mounted air conditioning
    Four of 8 guest rooms provide water views
    Built in 1850 with clapboard construction and wood, tile, and laminate flooring
    Commercial Street location in Provincetown’s West End with bay views
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    Historic 12-Room Bed & Breakfast
    Historic 12-Room Bed & Breakfast

    1861 Main Street, Brewster, MA 02631

    $2,795,000
    7,922 sqft 1.24 AC lot

    Historic lodging property with en-suite guest rooms, common areas, a dining room, commercial kitchen, and on-site owner and employee accommodations.

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    Turnkey Boutique Inn and Event Venue
    Turnkey Boutique Inn and Event Venue

    75 E Main St, Orange, MA 01364

    $1,147,000
    14,000 sqft 1.54 AC lot

    Restored Wheeler Mansion features 13 guest rooms, event space, and an onsite liquor license for hospitality operations.

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    Historic Bed and Breakfast with Water Views
    Historic Bed and Breakfast with Water Views

    44 Commercial Street, Provincetown, MA 02657

    $4,499,000
    3,515 sqft 0.13 AC lot

    Licensed B&B with multiple private-entry living quarters, expansive outdoor areas, and parking for five or more vehicles.

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    Historic Bed & Breakfast Opportunity
    Historic Bed & Breakfast Opportunity

    74 Wendell Ave, Pittsfield, MA 01201

    $1,200,000
    10,560 sqft 0.33 AC lot

    Turnkey 9-unit bed & breakfast near downtown.

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    Historic Bed & Breakfast with Water Views
    Historic Bed & Breakfast with Water Views

    44 Commercial St, Provincetown, MA 02657

    $4,499,000
    3,515 sqft

    Four living quarters have private entrances, supported by three kitchens and a kitchenette.

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    Historic 9-Unit Bed & Breakfast
    Historic 9-Unit Bed & Breakfast

    74 Wendell Avenue, Pittsfield, MA 01201

    Contact for pricing
    10,560 sqft 0.33 AC lot

    Historic bed & breakfast with nine guest suites and kitchenettes.

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    Historic Greenfield Property with Potential
    Historic Greenfield Property with Potential

    151 Smead Hill Rd, Greenfield, MA 01301

    $699,000
    5.44 AC lot

    Historic property in Greenfield with multi-use enterprise potential.

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    Historic Wedding Venue Property
    Historic Wedding Venue Property

    151 Smead Hill Road, Greenfield, MA 01301

    $599,000
    8,744 sqft

    Historic hospitality property in a Rural Residential zone with flexibility for lodging and event uses.

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    Historic Inn in Cape Cod
    Historic Inn in Cape Cod

    1861 Main, Brewster, MA 02631

    $3,395,000
    7,922 sqft

    Romantic Sea Captain's manor in Brewster, a premier Bed and Breakfast.

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    Bed & Breakfast with Courtyard
    Bed & Breakfast with Courtyard

    14 Court Street, Provincetown, MA 02657

    $4,440,000

    Guest rooms, private quarters, gardens, porches, and a separate breakfast cottage create a distinctive hospitality setting.

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    Turnkey Provincetown Inn For Sale
    Turnkey Provincetown Inn For Sale

    7 Central, Provincetown, MA 02657

    $4,200,000
    4,920 sqft

    13-room guesthouse in Provincetown's West End, steps from attractions.

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    Berkshires Bed & Breakfast Opportunity
    Berkshires Bed & Breakfast Opportunity

    684 South Egremont Rd, Great Barrington, MA 01230

    $1,695,000
    10.43 AC lot

    Established Bed & Breakfast in the heart of The Berkshires.

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    Iconic Guesthouse with Patio
    Iconic Guesthouse with Patio

    164 Commercial Street, Provincetown, MA 02657

    $2,895,000

    Provincetown guesthouse offering eight guest bedrooms, private baths, split AC, and a Commercial Street-facing patio.

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    Seven-Unit Apartment Building
    Seven-Unit Apartment Building

    212 Main St, Orleans, MA 02653

    $1,900,000
    1.79 AC lot

    Three-parcel property with RB zoning, on-site parking, and town sewer available at the street for future connection.

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    Luxury Cape Cod Inn
    Luxury Cape Cod Inn

    4 Summer St, Yarmouth, MA 02675

    Contact for pricing
    1,800 sqft 2.15 AC lot

    Upscale inn with owner's home on 2.15 acres.

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    Eight-Unit Bed & Breakfast Property
    Eight-Unit Bed & Breakfast Property

    18 Springfield St, Springfield, MA 01107

    Contact for pricing

    Operating hospitality property with a Hoteliers License, industrial kitchen, shared space, and a separate ranch building.

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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 18 Active Listings in Massachusetts

    Massachusetts Bed & Breakfasts Market Trends and Statistics

    Explore 18 bed & breakfasts for sale in Massachusetts, showcased through 18 active listings on our real estate platform. These investment opportunities span a total of 79,824 square feet of properties for sale, with an estimated market value of $41,298,000.

    Sale prices for inns in Massachusetts start at $599,000, averaging $2,753,200, and reaching up to $4,499,000 — 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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