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    Oak Bluffs, 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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    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.
    Updated: Aug 10, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Oak Bluffs, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Renovated Multifamily Home Near Water
    $825,000

    Renovated Multifamily Home Near Water

    Charming, renovated 2-unit home in Mattapoisett Village.

    7 Pearl St, Mattapoisett, MA 02739
    View details
    Charming Two-Family Home in Mattapoisett
    $559,000

    Charming Two-Family Home in Mattapoisett

    Two-family home near Mattapoisett Village, beaches, and harbor.

    83 Fairhaven Rd, Mattapoisett, MA 02739
    View details
    Move-in Ready South End Duplex
    $585,000

    Move-in Ready South End Duplex

    Spacious New Bedford duplex with updated kitchens and baths.

    126 Clara St, New Bedford, MA 02744
    View details
    South End Two-Family Home
    $489,000

    South End Two-Family Home

    Well-maintained two-family home in New Bedford's South End.

    34 Jouvette St, New Bedford, MA 02744
    View details

    Oak Bluffs, MA Duplexes Investment Opportunities Market Analysis

    Explore 2 duplexes for sale in Oak Bluffs, MA on our real estate platform. These investment opportunities span a total of 9,352 square feet of properties for sale, with an estimated market value of $3,029,000.

    Prices for duplexes in Oak Bluffs, MA start at $1,199,000, averaging $1,514,500, and reaching up to $1,830,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Oak Bluffs, MA

    • 02557

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