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    Dukes County, MA Single Family Properties for Sale

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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.
    Last Update: Dec 8
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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.
    Last Update: Nov 19
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    Edgartown Compound: Main and Guest House
    $2,650,000
    4,115 SF

    Edgartown Compound: Main and Guest House

    Edgartown property with main house, guest house, and pool.
    357 W Tisbury Rd, Edgartown, MA 02539
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    Charming Oak Bluffs Compound
    $5,325,000
    2,890 SF

    Charming Oak Bluffs Compound

    Unique compound near downtown with ocean views and rental history.
    4 Canonicus Ave, Oak Bluffs, MA 02557
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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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    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 Single Family Properties Investment Opportunities Market Analysis

    Explore 5 single family properties for sale in Dukes County, MA, showcased through 5 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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    Browse Single family properties for Sale Near Dukes, MA

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