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.

Sales

225 East Chop Drive, Oak Bluffs

$ 3,950,000
Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece o [more]
Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. [more]
33.5 2,449 ft2full info
Sales

52 Head of the Pond Road, Oak Bluffs

$ 935,000
This contemporary 5 bedroom home is located in a nice area of fine homes and close to farm fields and conservation walking trails. The open floor plan includes a newly renovated kitchen, spacious livi [more]
This contemporary 5 bedroom home is located in a nice area of fine homes and close to farm [more]
53.5 3,100 ft2full info
Sales

44 Paddock Road (Lot #20), Oak Bluffs

$ 650,000
GOING GOING GONE . . . 17 LOTS SOLD! THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha’s Vineyard’s new [more]
GOING GOING GONE . . . 17 LOTS SOLD! THE PRESERVE AT THE WOODLANDS. Nestled in a private a [more]
Sales

40 Tiffany Drive, Oak Bluffs

$ 889,000
Contemporary Saltbox w deeded rights to the Lagoon. Situated on a knoll w mature shrubs and abutting greenbelt. Wrap around deck in the back of the house overlooking the woods, perfect for summer soci [more]
Contemporary Saltbox w deeded rights to the Lagoon. Situated on a knoll w mature shrubs an [more]
33 1,948 ft2full info
Sales

267 Barnes Road, Oak Bluffs

$ 4,500,000
Well appointed 4000+ sq ft Contemporary home surrounded by a little more than one acre of lush landscaped greenery on Lagoon Pond with private beach and potential for a dock. Spacious 3 bedroom 5.5 ba [more]
Well appointed 4000+ sq ft Contemporary home surrounded by a little more than one acre of [more]
35.5 4,046 ft2full info
Sales

385 County Road, Oak Bluffs

$ 525,000
Raised ranch, set up off the road on a knoll, near Farm Neck Golf. Large side and rear yard. Main level contains open plan living, dining, kitchen, master bedroom and full bath with laundry facilities [more]
Raised ranch, set up off the road on a knoll, near Farm Neck Golf. Large side and rear yar [more]
12 954 ft2full info
Sales

4 Meshaket Way, Oak Bluffs

$ 499,000
Build your very own custom Island getaway or year-round home in this desirable neighborhood of attractive homes. This level 1.38 acre lot can accommodate a 5 bedroom home with a future 1 bedroom guest [more]
Build your very own custom Island getaway or year-round home in this desirable neighborhoo [more]
Sales

0 Harthaven Road, Oak Bluffs

$ 649,000
BUILD YOUR DREAM HOME IN HARTHAVEN – One of the last remaining parcels of land available within the Harthaven association, this 2.1 acre parcel will allow for a house and guest house (after 5 ye [more]
BUILD YOUR DREAM HOME IN HARTHAVEN – One of the last remaining parcels of land avail [more]
Sales

11 Winthrop Avenue, Oak Bluffs

$ 659,000
CHARMING OAK BLUFFS IN TOWN LOCATION! WALK TO BEACHES, GALLERIES, RESTAURANTS & HARBOR! RANCH STYLE HOME offering 3 bedrooms 2 bathrooms a spacious bright living & dining area! Walk in pantr [more]
CHARMING OAK BLUFFS IN TOWN LOCATION! WALK TO BEACHES, GALLERIES, RESTAURANTS & HARBO [more]
32 1,286 ft2full info
Sales

30 Inca Road, Oak Bluffs

$ 835,000
Privacy abounds from this sprawling 4 bedroom 3 bathroom home with over 1760 square feet of interior space. This well throughout custom built home features a first floor bedroom, finished basement wit [more]
Privacy abounds from this sprawling 4 bedroom 3 bathroom home with over 1760 square feet o [more]
43 1,764 ft2full info
Sales

31 Tuckernuck Avenue, Oak Bluffs

$ 1,050,000
A rare opportunity to own a property bordering Waban Park looking out to the ocean beyond. This spacious house with over 1700 square feet of interior space is tied into town sewer. Sit back and relax [more]
A rare opportunity to own a property bordering Waban Park looking out to the ocean beyond. [more]
41.5 1,738 ft2full info
Sales

10 Prospect Park, Oak Bluffs

$ 995,000
Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water views, faces out on to a charming park. The property is located in the heart of East Chop and just a short str [more]
Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water [more]
41.5 1,691 ft2full info

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