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    Oak Bluffs, MA Residential Income Properties for Sale

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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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    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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    Oak Bluffs Condotel Investment
    $235,000
    329 SF

    Oak Bluffs Condotel Investment

    51-Unit Island Inn Condo

    27 Island Inn Rd, Oak Bluffs, MA 02557
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    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 3 Active listings in Oak Bluffs, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

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

    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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    Renovated Mixed-Use Building, Edgartown
    $6,500,000
    4,526 SF

    Renovated Mixed-Use Building, Edgartown

    Completely renovated mixed-use building near Main Street, Edgartown.

    31 N Summer St, Edgartown, MA 02539
    View details
    Turnkey Rental Investment Opportunity
    $2,300,000
    5,760 SF

    Turnkey Rental Investment Opportunity

    Fully furnished 6-bedroom home near Falmouth Heights Beach.

    156 Teaticket Hwy, Falmouth, MA 02540
    View details
    Mixed-Use Commercial Building in Falmouth
    $595,000
    2,947 SF

    Mixed-Use Commercial Building in Falmouth

    Mixed-use building in downtown Falmouth with income potential.

    346 Gifford Street Ext, Falmouth, MA 02540
    View details

    Explore 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
    View details

    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 13,068 square feet of properties for sale, with an estimated market value of $7,155,000.

    Sale prices for residential income properties in Oak Bluffs, MA start at $1,830,000, averaging $3,577,500, 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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    Most Searched ZIP Codes in Oak Bluffs, MA

    • 02557

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