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    Oak Bluffs, MA Residential Income Properties for Sale

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    Boston, MA Worcester, MA Springfield, MA
    Renovated Oak Bluffs Income Property
    $1,995,000
    1,431 SF

    Renovated Oak Bluffs Income Property

    33 Vineyard Avenue, Oak Bluffs, MA 02557

    Move-in ready residence with flexible investment potential near downtown.

    • Fully renovated 2BR/2BA main home plus separate 1BR/1BA suite with private entrance, parking, and utilities.
    • Gourmet kitchen with suede‑finish stone counters and Bosch appliances.
    • Desirable location close to downtown, harbor, ferries, dining, shopping, and the arts district in Oak Bluffs.
    • Light‑filled interior with wood floors and exposed beamwork.
    • Multiple outdoor spaces including a covered farmer's porch, side porch, and second‑story deck.
    Updated: Apr 27
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    Historic Oak Bluffs Twin Cottages
    $1,830,000
    1,600 SF

    Historic Oak Bluffs Twin Cottages

    12 & 14 Maple Avenue, 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: Jul 23, 2025
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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 Avenue, Oak Bluffs, MA 02557
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    Based on your search, we've compiled 4 Potential Opportunities for your consideration. Besides 3 Active listings in Oak Bluffs, MA, we suggest exploring several alternatives: similar 1 Off-Market properties to explore as potential leads

    Off-Market Properties in Oak Bluffs, MA

    Consider similar Off-Market properties in Oak Bluffs, MA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    27 Is Inn Rd

    27 Is Inn Rd

    Multifamily properties • 329 SF
    Value Estimation by Request
    27 Is Inn Rd, Oak Bluffs, MA 02557
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    Oak Bluffs, MA Residential Income Properties Investment Opportunities Market Analysis

    Explore 4 residential income properties for sale in Oak Bluffs, MA, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 5,921 square feet of properties for sale, with an estimated market value of $9,150,000.

    Sale prices for residential income properties in Oak Bluffs, MA start at $1,830,000, averaging $3,050,000, and reaching up to $5,325,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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