Oak Bluffs—or ‘OB’—is a classic beach town, filled with fun, music, and arcades. In summer, throngs of tourists come to enjoy the water, events, and casual atmosphere of Oak Bluffs. You have instant access to the beaches directly from the bars and shops along Circuit Avenue, and you can enjoy the views from the spacious park up on the bluff overlooking the water. Oak Bluffs has a long and rich history. Among notable early summer visitors were members of the Black community, who created one of the first Black-oriented resort areas in the country. It is also the home for the Martha’s Vineyard Camp Meeting Association, an historically significant collection of colorful cottages and the Tabernacle, where many public events take place. Oak Bluffs has four of the Island's most significant public institutions: the Martha's Vineyard Regional High School, Community Services, the YMCA (with the Island’s only public pool), and the Martha's Vineyard Hospital, part of the Massachusetts Brigham system. It is also a seasonal port for the ferries that run between the Island and Cape Cod.

For more information about Oak Bluffs or any questions, contact Sandpiper Realty. Our agents have the best experience and real estate knowledge on Martha's Vineyard.
Oak BluffsProperties
Oak Bluffs FLW
Oak Bluffs MA, 37 Circuit Avenue, Unit 5
- Address37 Circuit Avenue, Unit 5
- TownOak Bluffs
- Bed1
- Bath1
- SqFt797
- Acre0.08
- List Price$935,000
Oak Bluffs MA, 37 Circuit Avenue, Unit 4
- Address37 Circuit Avenue, Unit 4
- TownOak Bluffs
- Bed2
- Bath1
- SqFt990
- Acre0.08
- List Price$985,000
Oak Bluffs MA, 63 Bayes Hill Road
- Address63 Bayes Hill Road
- TownOak Bluffs
- Bed4
- Bath5
- SqFt5,165
- Acres1.59
- List Price$3,500,000
Oak Bluffs MA, 56 Holmes Hole Road
- Address56 Holmes Hole Road
- TownOak Bluffs
- Acre0.49
- List Price$699,000
Oak Bluffs MA, 6 Marthas Park Road
- Address6 Marthas Park Road
- TownOak Bluffs
- Bed3
- Bath5
- SqFt3,200
- Acres1.38
- List Price$2,495,000
Oak Bluffs MA, 4 High Meadow Lane
- Address4 High Meadow Lane
- TownOak Bluffs
- Bed4
- Bath4
- SqFt2,810
- Acre0.89
- List Price$2,595,000
Oak Bluffs MA, 79 Circuit Avenue
- Address79 Circuit Avenue
- TownOak Bluffs
- Bed4
- Bath4
- SqFt3,076
- Acre0.12
- List Price$2,500,000
Oak Bluffs MA, 60 Prospect Avenue
- Address60 Prospect Avenue
- TownOak Bluffs
- Bed3
- Bath2
- SqFt2,192
- Acre0.3399
- List Price$1,349,000
Oak Bluffs MA, California Avenue
- AddressCalifornia Avenue
- TownOak Bluffs
- Acre0.2295
- List Price$495,000
Oak Bluffs MA, 28 Beach Road
- Address28 Beach Road
- TownOak Bluffs
- Bed4
- Bath3
- SqFt1,800
- Acre0.9899
- List Price$3,950,000
Oak Bluffs MA, 130 Wing Road
- Address130 Wing Road
- TownOak Bluffs
- Bed2
- Bath1
- SqFt768
- Acre0.47
- List Price$1,111,111
Oak Bluffs MA, 119 Alpine Avenue
- Address119 Alpine Avenue
- TownOak Bluffs
- Bed1
- Bath4
- SqFt1,935
- Acre0.2479
- List Price$1,299,000
Oak Bluffs MA, 1 Cottage Park
- Address1 Cottage Park
- TownOak Bluffs
- Bed3
- Bath3
- SqFt987
- List Price$925,000
Oak Bluffs MA, 50 Canonicus Avenue
- Address50 Canonicus Avenue
- TownOak Bluffs
- Bed2
- Bath1
- SqFt952
- Acre0.11
- List Price$995,000
Oak Bluffs MA, 2 Farm Path
- Address2 Farm Path
- TownOak Bluffs
- Bed4
- Bath3
- SqFt3,058
- Acre0.89
- List Price$1,995,000
Oak Bluffs MA, 47 Circuit Avenue, Unit 1A
- Address47 Circuit Avenue, Unit 1A
- TownOak Bluffs
- SqFt454
- List Price$525,000
Oak Bluffs MA, 47 Circuit Avenue, Unit 1B
- Address47 Circuit Avenue, Unit 1B
- TownOak Bluffs
- SqFt717
- List Price$600,000
Oak Bluffs MA, 4 Quail Run, Unit 17
- Address4 Quail Run, Unit 17
- TownOak Bluffs
- Bed2
- Bath2
- SqFt1,208
- List Price$875,000
Oak Bluffs MA, 34 Massasoit Avenue
- Address34 Massasoit Avenue
- TownOak Bluffs
- Bed6
- Bath3
- SqFt1,666
- Acre0.15
- List Price$3,500,000
Oak Bluffs MA, 66 Brush Pond Road
- Address66 Brush Pond Road
- TownOak Bluffs
- Bed2
- Bath1
- SqFt826
- Acre0.46
- List Price$1,800,000
Oak Bluffs MA, 31 Old Harbor Lane
- Address31 Old Harbor Lane
- TownOak Bluffs
- Bed5
- Bath6
- SqFt2,651
- Acres1.55
- List Price$4,950,000
Oak Bluffs MA, 10 Kims Way
- Address10 Kims Way
- TownOak Bluffs
- Bed4
- Bath3
- SqFt1,976
- Acre0.3631
- List Price$1,250,000
Oak Bluffs MA, 30 Sengekontacket Road
- Address30 Sengekontacket Road
- TownOak Bluffs
- Bed4
- Bath3
- SqFt2,262
- Acres1.2
- List Price$2,375,000
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