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    Dukes County, MA Duplexes for Sale

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    Two Cottages Near the Ocean
    $1,199,000
    0.11 Acres

    Two Cottages Near the Ocean

    47 Winemack Ave, Oak Bluffs, MA 02557

    Two cottages on one lot, close to the beach.

    • Two cottages on one lot offer rental income potential or multi‑generational living.
    • Close proximity to the ocean and just one mile to Oak Bluffs center.
    • New 3‑bedroom Title 5 septic system.
    • Recent upgrades include new roofs and new electrical service in the front house.
    • Front cottage features two bedrooms, one bath, fresh paint, and new flooring.
    Updated: Dec 30, 2025
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    Edgartown Multi-Family Saltbox Compound
    $1,985,000
    2,836 SF

    Edgartown Multi-Family Saltbox Compound

    36 Smith Hollow Dr, Edgartown, MA 02539

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

    • Main house with 4 bedrooms featuring post‑and‑beam construction.
    • Separate 2‑bedroom guest house with farmer's porch, private driveway and parking.
    • Large lot in Smith Hollow Association with a tranquil, park‑like setting.
    • Detached garage with loft space for storage or future finishing.
    • Direct access to bike path, minutes from Edgartown and down‑island amenities.
    Updated: Dec 22, 2025
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    Historic Oak Bluffs Twin Cottages
    $1,830,000
    1,600 SF

    Historic Oak Bluffs Twin Cottages

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

    12 Maple Ave, Oak Bluffs, MA 02557
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    Based on your search, we've compiled 3 Potential Opportunities for your consideration. Besides 3 Active listings in Dukes County, MA, we suggest exploring several alternatives:

    Dukes County, MA Duplexes Investment Opportunities Market Analysis

    Explore 3 duplexes for sale in Dukes County, MA, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 83,404 square feet of properties for sale, with an estimated market value of $5,014,000.

    Prices for duplexes in Dukes County, MA start at $1,199,000, averaging $1,671,333, and reaching up to $1,985,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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