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    Oak Bluffs, MA Multifamily Properties 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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    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: Dec 31, 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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    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 9 Potential Opportunities for your consideration. Besides 4 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.

    Mixed-Use Building in Vineyard Haven
    $2,900,000

    Mixed-Use Building in Vineyard Haven

    Mixed-use property with retail and residential units in prime location.

    15 Main St, Vineyard Haven, MA 02568
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    Four-Unit Multifamily Home
    $1,495,000

    Four-Unit Multifamily Home

    Centrally located four-unit multifamily property with recent upgrades.

    140 Midland Ave, Vineyard Haven, MA 02568
    View details
    Edgartown Multi-Family Saltbox Compound
    $1,985,000
    2,836 SF

    Edgartown Multi-Family Saltbox Compound

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

    36 Smith Hollow Dr, Edgartown, MA 02539
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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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    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 Multifamily Properties Investment Opportunities Market Analysis

    Explore 5 multifamily properties for sale in Oak Bluffs, MA, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 18,064 square feet of properties for sale, with an estimated market value of $8,354,000.

    Prices for multifamily properties in Oak Bluffs, MA start at $1,199,000, averaging $2,784,666, 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 Multifamily properties for Sale Near Oak Bluffs, MA

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    Most Searched ZIP Codes in Oak Bluffs, MA

    • 02557

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