Oak Bluffs, MA

Oak Bluffs MA Real Estate

49Results

Browse all real estate for sale in Oak Bluffs, a town on Martha's Vineyard, MA. Questions? Contact Grace Hagerty Real Estate today if you would like to learn more about available properties for sale or to schedule a showing. Don't Miss Out! Properties on Martha's Vineyard sell quickly. Register today for the ability to save your favorite listings and be notified when similar properties become available.

Newest
New Listing
3 Troy Street Oak Bluffs MA 02557

$1,349,000

Oak Bluffs, MA

East Chop

3 Troy Street

  • 3 Beds
  • 2 Baths
  • 0.298 Acres
  • 1,863 SqFt
  • 6 Days on Market
MLS#: 44213
New Listing

$809,000

Oak Bluffs, MA

East Chop

7 Highland Avenue

  • Land
  • 0.388 Acres
  • 11 Days on Market
MLS#: 44502
New Listing

$4,950,000

Oak Bluffs, MA

Sengy

15 Tamarack Lane

  • 6 Beds
  • 6 Baths
  • 3.697 Acres
  • 3,998 SqFt
  • 11 Days on Market
MLS#: 44208
Open House

$1,399,000

Oak Bluffs, MA

Downtown

61 Ocean Avenue, Unit 4

NEXT OPEN HOUSE:

Sat 6/27 12:30 PM to 2:30 PM

  • 1 Bed
  • 1 Bath
  • 546 SqFt
  • 13 Days on Market
MLS#: 44475
New Listing

$1,199,000

Oak Bluffs, MA

East Chop

47 Winemack Avenue

  • 3 Beds
  • 2 Baths
  • 0.115 Acres
  • 1,302 SqFt
  • 17 Days on Market
MLS#: 44490
New Listing

$3,245,000

Oak Bluffs, MA

Lagoon/Harbor

44 Tiffany Drive

  • 4 Beds
  • 5 Baths
  • 1.38 Acre
  • 3,927 SqFt
  • 18 Days on Market
MLS#: 44347
New Listing

$1,200,000

Oak Bluffs, MA

East Chop

Temahigan Avenue & Dover Street

  • Land
  • 0.25 Acres
  • 19 Days on Market
MLS#: 43457
New Listing

$925,000

Oak Bluffs, MA

Sengy

4 Quail Run, Unit 21

  • 2 Beds
  • 2 Baths
  • 1,208 SqFt
  • 22 Days on Market
MLS#: 44252
New Listing

$8,900,000

Oak Bluffs, MA

East Chop

150 East Chop Drive

  • 8 Beds
  • 8 Baths
  • 0.64 Acres
  • 8,170 SqFt
  • 26 Days on Market
MLS#: 44397
New Listing

$950,000

Oak Bluffs, MA

Central

22 Firehouse Lane

  • 2 Beds
  • 1 Bath
  • 0.29 Acres
  • 1,074 SqFt
  • 27 Days on Market
MLS#: 44342
New Listing

$1,245,000

Oak Bluffs, MA

Lagoon/Harbor

66 Barnes Road

  • 2 Beds
  • 2 Baths
  • 0.115 Acres
  • 1,752 SqFt
  • 28 Days on Market
MLS#: 43795

$1,995,000

Oak Bluffs, MA

Downtown

33 Vineyard Avenue

  • 3 Beds
  • 3 Baths
  • 0.119 Acres
  • 1,431 SqFt
  • 31 Days on Market
MLS#: 44349

Martha's Vineyard Homes For Sale in Oak Bluffs

This popular vacation spot is a popular destination for vacationers with its iconic gingerbread-styled homes, along with direct access to public parks and outdoor activities. Be sure to check out Ocean Park for its picturesque views and historic gazebo.

Browse Oak Bluffs:
All Listings | Residential | Multi-Family | Land | Commercial | Rentals

Based on information submitted to LINKMV as of June 2, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.