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Oak Bluffs, MA Single Family 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.
Last Update: Nov 19
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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.
Last Update: Aug 12
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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.

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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Versatile Commercial Property For Sale
$1,500,000
2.47 Acres

Versatile Commercial Property For Sale

Commercial property with bus lot, auto repair, and single-family home.
3624 Main Rd, Tiverton, RI 02878
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Farmhouse with Sakonnet River View
$1,900,000
4,904 SF

Farmhouse with Sakonnet River View

Multi-family property with main house, cottage, and in-ground pool.
219 Nanaquaket Rd, Tiverton, RI 02878
View details

Oak Bluffs, MA Single Family Properties Investment Opportunities Market Analysis

Explore 2 single family properties for sale in Oak Bluffs, MA on our real estate platform. These investment opportunities span a total of 13,708 square feet of properties for sale, with an estimated market value of $6,524,000.

Prices for single family properties in Oak Bluffs, MA start at $1,199,000, averaging $3,262,000, 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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