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    Massachusetts Bed & Breakfasts for Sale

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    Historic Greenfield Property with Potential
    Updated: May 15
    Historic Greenfield Property with Potential

    151 Smead Hill Rd, Greenfield, MA 01301

    $699,000
    8,744 sqft
    Flexible, adaptable spaces suitable for a boutique bed and breakfast, event venue, or seasonal retreat.
    Zoning permits open space cluster development, allowing for creative reconfiguration.
    Potential for modern co‑housing or shared amenity communities.
    Historic property with potential for multi‑use enterprise.
    Located in Greenfield’s Rural Residential zone.
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    This listing looks promising.

    Here's a quick look at some key insights for

    151 Smead Hill Rd, Greenfield, MA, MA 01301

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    • Est. Cap Rate

      7.6%
      Above avg (5.9%)

    • Est. NOI

      $53K
      Annual

    • Price @ 7% Cap

      $757K
      Above asking

    • Last Sold

      May 2018
      $750K

    • Property Type

      Commercial Office/Residential (Mixed Use)
      Built 1994
    View Property Analytics
    Turnkey Historic Bed & Breakfast
    Updated: May 12, 2025
    Turnkey Historic Bed & Breakfast

    1861 Main Street, Brewster, MA 02631

    $2,795,000
    7,922 sqft 1.24 AC lot
    Historic Sea Captain’s manor built in 1860, operated as the Old Manse Inn Bed & Breakfast
    12 uniquely decorated guest rooms, each with a private en‑suite bath
    Common areas include a dedicated dining room and a fully equipped commercial kitchen
    Owner’s quarters plus dedicated employee housing to support year‑round operations
    Heating: natural gas; water source: public; high‑speed internet available
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    Bed and Breakfast with Patio Bay Views
    Bed and Breakfast with Patio Bay Views

    164 Commercial Street, Provincetown, MA 02657

    $2,895,000
    2,736 sqft 0.08 AC lot

    Provincetown B&B with a patio facing Commercial Street, private courtyard, and eight guest bedrooms with water-view options.

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    Historic Cape Cod Inn Opportunity
    Historic Cape Cod Inn Opportunity

    308 Old Main Street, South Yarmouth, MA 02664

    $2,300,000
    9,110 sqft 1.31 AC lot

    Historic two-building inn with 10 guest rooms, private ensuite baths, and separate owner/manager quarters.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Historic Bed & Breakfast Inn
    Historic Bed & Breakfast Inn

    1861 Main Street, Brewster, MA 02631

    $2,795,000
    7,922 sqft

    Historic inn with 12 en-suite guest rooms, commercial kitchen, and dedicated owner and employee housing.

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    Historic Multi-Family Residence
    Historic Multi-Family Residence

    44 Commercial Street, Provincetown, MA 02657

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

    Historic Greek Revival home features three separate living quarters with private entrances and five-plus car parking.

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

    75 E Main St, Orange, MA 01364

    $1,222,000
    13,589 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 Georgian Bed & Breakfast
    Historic Georgian Bed & Breakfast

    314 Essex Street, Salem, MA 01970

    $1,999,900
    4,670 sqft

    Built in 1755 and renovated in 2016, offering three levels of living space with a private fenced yard.

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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 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 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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    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

    Contact for pricing
    2,736 sqft

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

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    Historic Cape Cod Inn ForSale
    Historic Cape Cod Inn ForSale

    308 Old Main Street, South Yarmouth, MA 02664

    $2,300,000

    Restored historic inn with 10 guest rooms and owner's quarters.

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    Medical Office Conversion Property
    Medical Office Conversion Property

    214 Ocean St, Lynn, MA 01902

    Contact for pricing

    Three-level property with soaring ceilings, 9 rooms, and updated mechanicals, previously configured with a first-floor office.

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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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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Massachusetts

    Massachusetts Bed & Breakfasts Market Trends and Statistics

    Explore 17 bed & breakfasts for sale in Massachusetts, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 96,706 square feet of properties for sale, with an estimated market value of $31,994,900.

    Sale prices for inns in Massachusetts start at $699,000, averaging $2,461,146, 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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