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Dukes County, MA Multifamily Properties for Sale

10 results
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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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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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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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Edgartown Multifamily Residence For Sale
$1,350,000

Edgartown Multifamily Residence For Sale

Rare multifamily residence in desirable location near shops and harbor.

48 West Tisbury Rd, Edgartown, MA 02539
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Rare Multifamily Residence in Edgartown
$1,350,000

Rare Multifamily Residence in Edgartown

Multifamily property near shops, restaurants, and harbor.

48 West Tisbry Rd, Edgartown, MA 02539
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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
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Based on your search, we've compiled 14 Potential Opportunities for your consideration. Besides 10 Active listings in Dukes County, MA, we suggest exploring several alternatives: similar 4 Off-Market properties to explore as potential leads

Explore Off-Market Properties in Dukes County, MA

Consider similar Off-Market properties in Dukes County, 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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10 Duck Pond Ln

10 Duck Pond Ln

BOARDING/ROOMING HOUSE • 2,144 SF
Value Estimation by Request
10 Duck Pond Ln, Aquinnah, MA 02535-1507
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25 Look St

25 Look St

BOARDING/ROOMING HOUSE • 1,840 SF
Value Estimation by Request
25 Look St, Vineyard Haven, MA 02568
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49 Old Courthouse Rd

49 Old Courthouse Rd

BOARDING/ROOMING HOUSE • 3,580 SF
Value Estimation
$1,370,000
49 Old Courthouse Rd, Vineyard Haven, MA 02568-7662
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Dukes County, MA Multifamily Properties Investment Opportunities Market Analysis

Explore 14 multifamily properties for sale in Dukes County, MA, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 227,152 square feet of properties for sale, with an estimated market value of $14,384,000.

Prices for multifamily properties in Dukes County, MA start at $1,199,000, averaging $2,397,333, 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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