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    Dukes County, MA Single Family 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).
    Updated: Oct 31, 2025
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    Charming Oak Bluffs Compound
    $5,325,000
    2,890 SF

    Charming Oak Bluffs Compound

    4 Canonicus Ave, Oak Bluffs, MA 02557

    Unique compound near downtown with ocean views and rental history.

    • Nantucket Sound views and proximity to downtown Oak Bluffs.
    • Main house with four bedrooms, updated with contemporary comforts.
    • Includes a private guest house ('The Nest') with private deck, outdoor shower, and water views.
    • Bunk house ('Lilac House') with waterviews, outdoor shower and deck.
    • Established rental history.
    Updated: Jan 21
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    Edgartown Multi-Family Saltbox Compound
    $1,985,000
    2,836 SF

    Edgartown Multi-Family Saltbox Compound

    Private compound with main house, guest house, and detached garage.

    36 Smith Hollow Dr, Edgartown, MA 02539
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    Two Cottages Near the Ocean
    $1,199,000
    0.11 Acres

    Two Cottages Near the Ocean

    Two cottages on one lot, close to the beach.

    47 Winemack Ave, Oak Bluffs, MA 02557
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    Based on your search, we've compiled 4 Potential Opportunities for your consideration. Besides 4 Active listings in Dukes County, MA, we suggest exploring several alternatives:

    Dukes County, MA Single Family Properties Investment Opportunities Market Analysis

    Explore 4 single family properties for sale in Dukes County, MA, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 153,100 square feet of properties for sale, with an estimated market value of $11,159,000.

    Prices for single family properties in Dukes County, MA start at $1,199,000, averaging $2,789,750, and reaching up to $5,325,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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