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    Massachusetts Short Term Rental Properties for Sale

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    Boston, MA Worcester, MA Springfield, MA
    31 results
    Mixed-Use Commercial Opportunity, Eastham
    $950,000
    2,442 SF

    Mixed-Use Commercial Opportunity, Eastham

    5030 State Highway, Eastham, MA 02642

    High-visibility mixed-use property with commercial kitchen and short-term rental.

    • High‑traffic, highly visible location near Cape Cod National Seashore.
    • Full‑size commercial kitchen ideal for food‑related businesses.
    • Income‑producing second‑floor short‑term rental unit.
    • Ample on‑site parking.
    • Flexible layout suitable for various commercial uses.
    Updated: Mar 22
    View details
    Swan River Waterfront Multifamily Property
    $649,900
    804 SF

    Swan River Waterfront Multifamily Property

    12 Lower County Road, Dennis Port, MA 02639

    Waterfront duplex with dock rights and income potential.

    • Waterfront Cape Cod multifamily with deeded shared dock rights on Swan River
    • Two 1‑bedroom, 1‑bath units; can be used as a single‑family retreat or investment property
    • Recent improvements include new roof, new windows and doors, expanded parking, fresh paint, and extensive owner updates
    • Both units feature vaulted ceilings and skylights, with open living spaces
    • Private waterfront decks plus a deck/patio area; recessed lighting and vinyl flooring
    Updated: May 20
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    Established Multi-Family Rental Property
    $1,055,000
    2,314 SF

    Established Multi-Family Rental Property

    Turnkey multi-family property in Eastham with high-yield potential.

    25 Oakwood Road, Eastham, MA 02642
    View details
    Turnkey Plum Island Dream Home
    $1,740,000
    2,246 SF

    Turnkey Plum Island Dream Home

    Renovated Plum Island home with ocean views and rental potential.

    49 Northern Blvd, Newbury, MA 01951
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    Renovated Ranch in Sheffield, MA
    $459,000
    2,258 SF

    Renovated Ranch in Sheffield, MA

    Versatile 3-bedroom ranch with investment or business potential.

    689 N Main St, Sheffield, MA 01257
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    Turnkey Rental Investment Opportunity
    $2,300,000
    5,760 SF

    Turnkey Rental Investment Opportunity

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    156 Teaticket Highway, Falmouth, MA 02540
    View details
    Prime Commercial Property, Provincetown, MA
    $3,950,000
    6,148 SF

    Prime Commercial Property, Provincetown, MA

    Classic commercial property in the heart of Provincetown with bay views.

    265 Commercial Street, Provincetown, MA 02657
    View details
    Renovated Multi-Residence Compound in Falmouth
    $1,995,000
    0.40 Acres

    Renovated Multi-Residence Compound in Falmouth

    Fully renovated multi-residence compound with rental history in downtown Falmouth.

    20 Nye Rd, Falmouth, MA 2540
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    Renovated Sheffield Ranch with Apartment
    $459,000
    2,258 SF

    Renovated Sheffield Ranch with Apartment

    Versatile property with live/work, investment, or business potential.

    689 North Main Street, Sheffield, MA 1257
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    Turnkey Income-Producing West Brookfield Duplex
    $508,000
    2,332 SF

    Turnkey Income-Producing West Brookfield Duplex

    Fully furnished duplex with established rental history in West Brookfield.

    11 Central Street, West Brookfield, MA 1585
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    Renovated Multi-Residence Compound in Falmouth
    $1,995,000
    2,525 SF

    Renovated Multi-Residence Compound in Falmouth

    Fully renovated Falmouth multi-residence compound with rental history.

    20 Nye Rd, Falmouth, MA 2540
    View details
    Renovated Two-Family Home in Boston
    $899,000
    1,728 SF

    Renovated Two-Family Home in Boston

    Turnkey two-family home near shops, restaurants, and transportation.

    57-59 Day St., Boston, MA 2130
    View details
    Established Multi-Family Rental Property
    $1,055,000
    2,314 SF

    Established Multi-Family Rental Property

    Turnkey multi-family property in Eastham with immediate year-round income.

    25 Oakwood Road, Eastham, MA 2642
    View details
    Renovated Two-Family Home Near Amenities
    $899,000
    1,728 SF

    Renovated Two-Family Home Near Amenities

    Renovated two-family home near shops, restaurants, and transportation.

    57-59 Day St., Boston, MA 2130
    View details
    Prime Commercial Property with Bay Views
    $3,950,000

    Prime Commercial Property with Bay Views

    Classic mixed-use property in the heart of Provincetown with bay views.

    265 Commercial St, Provincetown, MA 2657
    View details
    Updated Two-Family Home with Income
    $1,195,000
    1,968 SF

    Updated Two-Family Home with Income

    Recently updated two-family home with strong rental history.

    498 Beech St, Boston, MA 2131
    View details
    Established Multi-Family Rental Property
    $1,055,000

    Established Multi-Family Rental Property

    Turnkey multi-family property in Eastham's Narrowland, sold furnished.

    Eastham, MA 2642
    View details
    Renovated Falmouth Multi-Residence Compound
    $1,995,000
    2,525 SF

    Renovated Falmouth Multi-Residence Compound

    Fully renovated multi-residence compound in downtown Falmouth with rental history.

    20 Nye, Falmouth, MA 2540
    View details
    Turnkey Rental Investment Opportunity
    $2,300,000
    6,000 SF

    Turnkey Rental Investment Opportunity

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    156 Teaticket Highway, Falmouth, MA 2536
    View details
    Enchanting Waterfront Property with Beach
    $2,492,000

    Enchanting Waterfront Property with Beach

    Waterfront property with private beach and rental income potential.

    232 Robbins Hill Rd, Brewster, MA 2631
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    Grand Victorian Multifamily Income Property
    $4,495,000

    Grand Victorian Multifamily Income Property

    Restored Victorian with income potential in prime Cambridge location.

    1531 Cambridge St, Cambridge, MA 2139
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    Turnkey Rental Investment Near Beach
    $2,300,000
    5,760 SF

    Turnkey Rental Investment Near Beach

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    156 Teaticket, Falmouth, MA 2540
    View details
    Mixed-Use Commercial Opportunity Near Seashore
    $950,000
    2,442 SF

    Mixed-Use Commercial Opportunity Near Seashore

    Mixed-use property with commercial kitchen and short-term rental potential.

    5030 State Hwy, Eastham, MA 2642
    View details
    Turnkey Rental Investment Near Beach
    $2,300,000
    6,000 SF

    Turnkey Rental Investment Near Beach

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    156 Teaticket Highway, Falmouth, MA 2540
    View details

    Massachusetts Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 31 short term rental properties for sale in Massachusetts, showcased through 31 active listings on our real estate platform. These investment opportunities span a total of 69,215 square feet of properties for sale, with an estimated market value of $37,326,900.

    Sale prices for short term rental properties in Massachusetts start at $459,000, averaging $1,696,677, and reaching up to $3,950,000 — 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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