Oak Bluffs MA Oceanfront Homes For Sale

328Results

Check out the latest oceanfront homes for sale in Oak Bluffs, Massachusetts. Get in touch with Grace Hagerty Real Estate to get more information on a listing or to schedule a showing. Register for a free account to bookmark your favorites and get notified when comparable properties come on the market.

Newest
New Listing
40 Circuit Avenue Oak Bluffs MA 02557

Oak Bluffs, MA

40 Circuit Avenue

  • 4 Beds
  • 2 Baths
MLS#: X21914839
New Listing

$1,450,000

Vineyard Haven, MA

Central

21 West Spring Street

  • 4 Beds
  • 3 Baths
  • 0.576 Acres
  • 1,270 SqFt
  • 2 Days on Market
MLS#: LMV44737
New Listing

$375,000

Aquinnah, MA

South

1 Old Field Road

  • 1 Bed
  • 3.36 Acres
  • 192 SqFt
  • 3 Days on Market
MLS#: LMV44739
New Listing

$1,595,000

Edgartown, MA

Central

7 Meetinghouse Village Way

  • 2 Beds
  • 3 Baths
  • 2,000 SqFt
  • 3 Days on Market
MLS#: LMV44740
New Listing

$1,800,000

Vineyard Haven, MA

Lagoon

Weaver Lane (Lot 5)

  • Land
  • 1.101 Acre
  • 3 Days on Market
MLS#: LMV44733
New Listing

$1,895,000

Oak Bluffs, MA

Central

9 Chickawaukee Street

  • 4 Beds
  • 2 Baths
  • 0.379 Acres
  • 1,760 SqFt
  • 5 Days on Market
MLS#: LMV44705
New Listing

$17,500,000

Edgartown, MA

Chappy

12 Calebs Pond Lane

  • 5 Beds
  • 5 Baths
  • 2.1 Acres
  • 6,061 SqFt
  • 5 Days on Market
MLS#: LMV44732
New Listing

$1,400,000

Vineyard Haven, MA

Lambert's Cove

5 Paula Avenue

  • 5 Beds
  • 3 Baths
  • 0.263 Acres
  • 2,083 SqFt
  • 5 Days on Market
MLS#: LMV44590
New Listing

$1,850,000

Oak Bluffs, MA

Central

33 Tia Anna Lane

  • 3 Beds
  • 5 Baths
  • 0.4 Acres
  • 2,641 SqFt
  • 6 Days on Market
MLS#: LMV44718
New Listing

$3,100,000

Edgartown, MA

Katama

6 Kent Harbor Road

  • Land
  • 1 Acre
  • 7 Days on Market
MLS#: LMV44723
New Listing

$1,600,000

West Tisbury, MA

Central

150 Field View Lane

  • 4 Beds
  • 3 Baths
  • 2 Acres
  • 2,334 SqFt
  • 7 Days on Market
MLS#: LMV44685
New Listing

$6,250,000

Edgartown, MA

Downtown

118 South Water Street

  • 5 Beds
  • 4 Baths
  • 0.32 Acres
  • 3,443 SqFt
  • 7 Days on Market
MLS#: LMV44724

Oak Bluffs MA Oceanfront Homes for Sale

Oceanfront homes in Oak Bluffs offer direct access to the shoreline and beautiful views across Nantucket Sound. These properties are located near some of the island's most recognizable beaches while remaining close to the harbor, downtown shops, and local dining.

Based on information submitted to LINKMV as of July 21, 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.