Oak Bluffs, MA

Oak Bluffs Beach Homes For Sale

165Results

Call Ocean Park Realty  Register

Find available beach homes in Oak Bluffs on beautiful Martha’s Vineyard. You may find a variety of properties ranging from seaside beach cottages to luxury homes. Explore homes with views, privacy, open floor plans, oversized decks, convenience to town amenities, and more. Some homes have been recently updated and others well maintained. View current listings below.

Newest
Open House
66 Canonicus Avenue Oak Bluffs MA 02557

$710,000

Oak Bluffs, MA

Downtown

66 Canonicus Avenue

NEXT OPEN HOUSE:

Thu 6/11 10:00 AM to 12:00 PM

  • 1 Bed
  • 1 Bath
  • 0.23 Acres
  • 542 SqFt
  • 4 Days on Market
MLS#: 44524
New Listing

$1,599,000

Oak Bluffs, MA

Sengy

7 Ploughshare Lane

  • 3 Beds
  • 3 Baths
  • 0.3 Acres
  • 1,645 SqFt
  • 6 Days on Market
MLS#: 44518
New Listing

$1,199,000

Oak Bluffs, MA

East Chop

47 Winemack Avenue

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

$8,900,000

Oak Bluffs, MA

East Chop

150 East Chop Drive

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

$1,850,000

Oak Bluffs, MA

Sengy

22 Old Harbor Lane

  • 4 Beds
  • 2 Baths
  • 0.47 Acres
  • 1,833 SqFt
  • 47 Days on Market
MLS#: 44113

$1,395,000

Oak Bluffs, MA

Downtown

46 Kennebec Avenue

  • 4 Beds
  • 2 Baths
  • 0.06 Acres
  • 1,305 SqFt
  • 47 Days on Market
MLS#: 44374
Sold

Sale Price: $750,000

Oak Bluffs, MA

Downtown

1 Pease Avenue

  • 2 Beds
  • 1 Bath
  • 623 SqFt
  • 48 Days on Market
MLS#: 44273

$3,125,000

Oak Bluffs, MA

Lagoon/Harbor

309 Barnes Road

  • 3 Beds
  • 2 Baths
  • 1.497 Acre
  • 1,569 SqFt
  • 57 Days on Market
MLS#: 44257

$2,579,000

Oak Bluffs, MA

Lagoon/Harbor

34 Windemere Road

  • 4 Beds
  • 2 Baths
  • 1.056 Acre
  • 1,399 SqFt
  • 58 Days on Market
MLS#: 44300
Pending

$2,180,000

Oak Bluffs, MA

Downtown

25 Pennacook Avenue

  • 4 Beds
  • 4 Baths
  • 3,485 Acres
  • 2,516 SqFt
  • 59 Days on Market
MLS#: 44285

$5,495,000

Oak Bluffs, MA

Lagoon/Harbor

385 Barnes Road

  • 3 Beds
  • 6 Baths
  • 0.98 Acres
  • 3,608 SqFt
  • 63 Days on Market
MLS#: 42465

$5,250,000

Oak Bluffs, MA

Lagoon/Harbor

217 Barnes Road

  • 5 Beds
  • 4 Baths
  • 1.8 Acre
  • 3,650 SqFt
  • 69 Days on Market
MLS#: 44172

Oak Bluffs Beach Houses for Sale

Time Saving Tip - Sign up for a search account (it's free) to save your favorite Martha's Vineyard real estate listings and get notified when similar properties become available.

Related Searches
Waterfront | Water View | Dock Access

Based on information submitted to LINKMV as of June 8, 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.