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    Dukes County, MA Short Term Rental Properties for Sale

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    Edgartown Compound: Main and Guest House
    $2,650,000
    4,115 SF

    Edgartown Compound: Main and Guest House

    357 W Tisbury Rd, Edgartown, MA 02539

    Edgartown property with main house, guest house, and pool.

    • Main house, guest house, and elevated swimming pool on 1.5 acres.
    • Over $100,000 in annual rental income.
    • Located next to 25 acres of conservation land.
    • Renovated kitchen with new appliances and countertops.
    • Proximity to Morning Glory Farm (2/10 mile) and village via bike path (1.5 miles).
    Last Update: Oct 31
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    Historic Oak Bluffs Twin Cottages
    $1,830,000
    1,600 SF

    Historic Oak Bluffs Twin Cottages

    12 Maple Ave, Oak Bluffs, MA 02557

    Two charming, furnished cottages in a prime Oak Bluffs location.

    • Two separately deeded cottages offer flexibility: own jointly or individually.
    • Prime Oak Bluffs location: short distance to harbor, downtown, and Winston's takeout.
    • Historic 1909 twin cottages with established gardens in a desirable neighborhood.
    • Fully furnished and move‑in ready, with a history of rental income.
    • Ideal for dual living or multi‑generational use.
    Last Update: Aug 10
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    Waterfront Cottage in Chappaquiddick
    $1,700,000

    Waterfront Cottage in Chappaquiddick

    Charming 2-bed waterfront cottage with Katama Bay views.
    108 Bay View Ave, Edgartown, MA 02539
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    Edgartown Multifamily Residence For Sale
    $1,350,000

    Edgartown Multifamily Residence For Sale

    Rare multifamily residence in desirable location near shops and harbor.
    48 West Tisbury Rd, Edgartown, MA 02539
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    Rare Multifamily Residence in Edgartown
    $1,350,000

    Rare Multifamily Residence in Edgartown

    Multifamily property near shops, restaurants, and harbor.
    48 West Tisbry Rd, Edgartown, MA 02539
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    Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 5 Active listings in Dukes County, MA, we suggest exploring several alternatives:

    Dukes County, MA Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 5 short term rental properties for sale in Dukes County, MA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 69,696 square feet of properties for sale, with an estimated market value of $4,480,000.

    Prices for short term rental properties in Dukes County, MA start at $1,830,000, averaging $2,240,000, and reaching up to $2,650,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Short term rental properties for Sale Near Dukes, MA

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