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

7 Quail Run, Oak Bluffs

$ 1,299,000
IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of Oak Bluffs! This Exquisite custom design, comfortably on one level, is situated on almost an acre of land wit [more]
IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of [more]
33.5 2,877 ft2full info
Sales

76 Trinity Park, Oak Bluffs

$ 499,000
BRAND NEW CHIMNEY installed! EXTERIOR is being power washed & painted! Oak Bluffs in the VILLAGE! Located on Trinity Park~ is this CHARMING Year Round Campground Cottage in HISTORIC MARTHA’ [more]
BRAND NEW CHIMNEY installed! EXTERIOR is being power washed & painted! Oak Bluffs in [more]
21 640 ft2full info
Sales

61 Bayes Hill Road, Oak Bluffs

$ 1,295,000
A must see in Bayes Hill! This spacious two story home on an acre of land with a fantastic backyard is the perfect place to call home. Traditional in style with formal and casual spaces that flow nice [more]
A must see in Bayes Hill! This spacious two story home on an acre of land with a fantastic [more]
53 2,745 ft2full info
Sales

281 County Road, Oak Bluffs

$ 499,900
Excellent location for an in home business. Cape style home in very nice condition within walking distance to Farm Neck Golf Coarse and the elementary school. Easy access to bike path and close to Tow [more]
Excellent location for an in home business. Cape style home in very nice condition within [more]
12 1,664 ft2full info
Sales

49 Waterview Road, Oak Bluffs

$ 389,000
Build your new 5 bedroom house in Waterview Farm on a third of an acre. The 5 bedroom septic system has already been installed, the lot is ready to go. Association waterfront and dock for direct swimm [more]
Build your new 5 bedroom house in Waterview Farm on a third of an acre. The 5 bedroom sept [more]
Sales

37 Puritan Drive, Oak Bluffs

$ 934,900
Impeccably maintained custom cape in the conveniently located Tower Ridge development.This property features a open floor plan with dining room galley kitchen and living room with a gas fireplace. A b [more]
Impeccably maintained custom cape in the conveniently located Tower Ridge development.This [more]
43.5 2,780 ft2full info
Sales

32 Iron Hill Road, Oak Bluffs

$ 799,000
A must see hidden gem this home lies on 1.52 acres featuring over 100k of reclaimed antique stone work. Located in a very private setting down island, 10 minutes from ferry and 15 minutes from beaches [more]
A must see hidden gem this home lies on 1.52 acres featuring over 100k of reclaimed antiqu [more]
32 2,934 ft2full info
Sales

3 Nahomon Street, Oak Bluffs

$ 695,000
Don’t miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kit [more]
Don’t miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Ever [more]
22 1,131 ft2full info
Sales

311 East Chop Drive, Oak Bluffs

$ 2,250,000
Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can [more]
Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Ext [more]
42.5 1,496 ft2full info
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

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

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