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

90 Dukes County Avenue, Oak Bluffs

$ 2,195,000
ULTRA CHIC + LUXE IN-TOWN MIXED-USE COMPOUND. Located within walking distance to Oak Bluffs town center and harbor, this luxurious designer’s own property is a one-of-a-kind opportunity — [more]
ULTRA CHIC + LUXE IN-TOWN MIXED-USE COMPOUND. Located within walking distance to Oak Bluff [more]
55.5 3,740 ft2full info
Sales

274 Sea View Avenue, Oak Bluffs

$ 4,995,000
HARTHAVEN WATERFRONT WITH PRIVATE DOCK- An Undeniably special and unique property this Harthaven compound is one of only four homes situated on the picturesque and protected harbor with private dock. [more]
HARTHAVEN WATERFRONT WITH PRIVATE DOCK- An Undeniably special and unique property this Har [more]
65.5 3,460 ft2full info
Sales

44 Paddock Road (Lot #20), Oak Bluffs

$ 650,000
GOING GOING GONE! (15 LOTS SOLD; 2 MORE LOT SALES PENDING!). THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha̵ [more]
GOING GOING GONE! (15 LOTS SOLD; 2 MORE LOT SALES PENDING!). THE PRESERVE AT THE WOODLANDS [more]
Sales

40 Tiffany Drive, Oak Bluffs

$ 889,000
Private Contemporary Saltbox situate on a nicely treed lot and abutting greenbelt. Bright, gracious, beautifully maintained home with oak hardwood floors in the living areas. Beamed dining area and ki [more]
Private Contemporary Saltbox situate on a nicely treed lot and abutting greenbelt. Bright, [more]
33 1,948 ft2full info
Sales

56 Pennacook Avenue, Oak Bluffs

$ 739,000
Classic Victorian home located in the heart of Oak Bluffs. Situated across from lovely tranquil park, one block from Niantic Park recreation, just 3 blocks from the beach and a 5 minute walk to shops, [more]
Classic Victorian home located in the heart of Oak Bluffs. Situated across from lovely tra [more]
41 1,285 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

8 Melrose Avenue, Oak Bluffs

$ 675,000
House and guest house privately set back off the street. The main house contains 2 bedrooms plus large loft area and two full baths. Hardwood floors in kitchen/dining room and living room. First floor [more]
House and guest house privately set back off the street. The main house contains 2 bedroom [more]
34 1,952 ft2full info
Sales

11 Pennsylvania Avenue, Oak Bluffs

$ 550,000
Two family home. Main level contains open plan living, dining, kitchen, master bedroom and full bath; large loft area. and large deck. hardwood floors. Lower level contains open plan living, dining, k [more]
Two family home. Main level contains open plan living, dining, kitchen, master bedroom and [more]
32 1,613 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

78 Isaac Avenue, Oak Bluffs

$ 599,900
Brand New in Oak Bluffs. This thoughtfully designed home is spacious and bright with gleaming hardwood floors throughout the open living room, dining area and kitchen complete with new stainless steel [more]
Brand New in Oak Bluffs. This thoughtfully designed home is spacious and bright with gleam [more]
12 1,568 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]

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