Oak Bluffs

Once a suburb of Edgartown, Oak Bluffs came into its own in the mid-19th century thanks to the establishment of the Methodist Campgrounds. Today, however, Oak Bluffs has become to the place to go for nightlife on the island.

67 Madison Avenue, Oak Bluffs
Sales

67 Madison Avenue, Oak Bluffs

$ 2,200,000
Rare East Chop Opportunity – Nestled on the corner of Madison and Green Avenues is a vintage two-story summer home with all the charm of a by-gone era. A superb [more]
Rare East Chop Opportunity – Nestled on the corner of Madison and Green Ave [more]
4 2 1,693.00 ft2details
11 Poplar Lane, Oak Bluffs
Sales

11 Poplar Lane, Oak Bluffs

$ 750,000
Build your Vineyard home on this parcel of land located at the end of a paved cul-de-sac in the Vineyard Hills Association. The land borders a beautiful 7.8 acr [more]
Build your Vineyard home on this parcel of land located at the end of a pav [more]
0 Alpine Avenue, Oak Bluffs
Sales

0 Alpine Avenue, Oak Bluffs

$ 59,000
Credit Land Only. This parcel is a 2000 sf deeded nitrogen credited land. Add this parcel to your pre-existing Zone II undersized lot to become a buildable lot. [more]
Credit Land Only. This parcel is a 2000 sf deeded nitrogen credited land. A [more]
34 Windemere Road, Oak Bluffs
Sales

34 Windemere Road, Oak Bluffs

$ 3,200,000
Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable ent [more]
Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. [more]
4 3 1,399.00 ft2details
11 West Clinton Avenue, Oak Bluffs
Sales

11 West Clinton Avenue, Oak Bluffs

$ 849,000
This spacious antique cottage boasts a wonderful setting abutting MVCMA park grounds to the south and Oak Park to the east plus ample on-site parking and a conv [more]
This spacious antique cottage boasts a wonderful setting abutting MVCMA par [more]
5 1.5 1,378.00 ft2details
77 Pennacook Avenue, Oak Bluffs
Sales

77 Pennacook Avenue, Oak Bluffs

$ 1,595,000
A rare opportunity to own this quintessential Victorian home in the heart of downtown Oak Bluffs. Find yourself within walking distance to Inkwell Beach, shoppi [more]
A rare opportunity to own this quintessential Victorian home in the heart o [more]
5 1.5 1,566.00 ft2details
33 Sunset Road, Oak Bluffs
Sales

33 Sunset Road, Oak Bluffs

$ 1,290,000
This is a great opportunity to be your next family home, investment rental property, or even workforce housing. It works for everyone! This home has been loved [more]
This is a great opportunity to be your next family home, investment rental [more]
3 3 1,484.00 ft2details
7 Central Avenue, Oak Bluffs
Sales

7 Central Avenue, Oak Bluffs

$ 875,000
The “Sea Shrimp” has been owned by the same family since 1968 and now it is time for it’s 9th owner since it’s transformation from a ten [more]
The “Sea Shrimp” has been owned by the same family since 1968 a [more]
4 2.5 1,454.00 ft2details
25 Oak Avenue, Oak Bluffs
Sales

25 Oak Avenue, Oak Bluffs

$ 749,000
One of just three buildable lots in Oak Bluffs, this nearly quarter-acre property is close to the town of Oak Bluffs and its shops, restaurants, attractions and [more]
One of just three buildable lots in Oak Bluffs, this nearly quarter-acre pr [more]
2 0.5 1,119.00 ft2details
8 Siloam Avenue, Oak Bluffs
Sales

8 Siloam Avenue, Oak Bluffs

$ 649,000
SEA SIDE COTTAGE CHARMER – You’ve found a heavenly setting for endless summers and nightly sunsets! Directly across from famed Sunset Lake and steps [more]
SEA SIDE COTTAGE CHARMER – You’ve found a heavenly setting for [more]
3 1 770.00 ft2details
10 Siloam Avenue, Oak Bluffs
Sales

10 Siloam Avenue, Oak Bluffs

$ 695,000
Original Campground classic cottage brought up to date with new mahogany decks and wide pine floors. Sit on the porch watching the sun going down over Sunset La [more]
Original Campground classic cottage brought up to date with new mahogany de [more]
2 1.5 782.00 ft2details
24 Sumner Park Road, Oak Bluffs
Sales

24 Sumner Park Road, Oak Bluffs

$ 3,200,000
Unique Multi-Family in East Chop. Four units, 12 bedrooms in total. The units include a 7 bedrooms, 7 bath house – a 3 bedroom, 1 bath house and (2) studi [more]
Unique Multi-Family in East Chop. Four units, 12 bedrooms in total. The uni [more]
12 10 5,064.00 ft2details

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