33 Properties Available In Oak Bluffs
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$5,995,000
Single Family Home
385 Barnes Rd, Oak Bluffs, MA 02557
Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq...
Listed by Wendy Harman of Compass

$4,500,000
Single Family Home
267 Barnes Road, Oak Bluffs, MA 02557
Enjoy waterfront living at its best with 163' of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of...
Listed by Stephanie Roache of Donnelly + Co.

$1,795,000
Single Family Home
9 Brunswick Ave, Oak Bluffs, MA 02557
PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully an...
Listed by Alice Pierce of Coldwell Banker Realty - Hingham

$12,400,000
Single Family Home
150 East Chop Dr, Oak Bluffs, MA 02557
Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha's Vineyar...
Listed by Moira Lown of Coldwell Banker Realty - Wellesley

$1,800,000
Single Family Home
48 Vineyard Avenue Extension, Oak Bluffs, MA 02557
Bright, Open Living Steps from the Lagoon!This sun-filled 3-bedroom, 2-bath home offers easy single-level living with a ...
Listed by Susie Pimpton-Wallo of Compass

$2,500,000
Single Family Home
10 Wood Duck, Oak Bluffs, MA 02557
Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, t...
Listed by Marcia Garvey of Donnelly + Co.

$8,750
Single Family Home
11 High Meadow, Oak Bluffs, MA 02557
Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and...
Listed by Allison Cameron Parry of Douglas Elliman Real Estate - Nantucket

$2,295,000
Single Family Home
71 Netock Avenue, Oak Bluffs, MA 02557
On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated 4-bed home w/separate, office or studio spac...
Listed by Ellen Valentgas of Sotheby's International Realty

$2,195,000
Single Family Home
4 Dempster Park, Oak Bluffs, MA 02557
This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop,...
Listed by Perry Patterson of MV Luxury Homes LLC

$2,290,000
Single Family Home
22 Greenleaf Avenue, Oak Bluffs, MA 02557
Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary locati...
Listed by Jen O'Hanlon of Compass

$1,575,000
Single Family Home
8 School House Village, Oak Bluffs, MA 02557
Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this...
Listed by Stephanie Roache of Donnelly + Co.

$2,150,000
Single Family Home
30 Franklin Ave, Oak Bluffs, MA 02557
Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spaciou...
Listed by Stacy Ickes of Donnelly + Co.

$14,000
Single Family Home
55 Samoset Ave, Oak Bluffs, MA 02557
Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, fer...
Listed by Allison Cameron Parry of Douglas Elliman Real Estate - Nantucket

$28,500
Single Family Home
9 Tuckernuck Ave, Oak Bluffs, MA 02557
**PEAK SUMMER WEEKLY RATE** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ ...
Listed by Allison Cameron Parry of Douglas Elliman Real Estate - Nantucket

$20,000
Single Family Home
55 Samoset Ave Ob503 #1, Oak Bluffs, MA 02557
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central A...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$10,500,000
Single Family Home
47 East Chop Drive, Oak Bluffs, MA 02557
East Chop direct waterfront – Enjoy the ultimate. in waterfront living experiences. Features 6 bedrooms, spectacular wat...
Listed by Perry Patterson of MV Luxury Homes LLC

$64,000
Single Family Home
385 Barnes Rd Ob534, Oak Bluffs, MA 02557
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY P...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$24,000
Single Family Home
5 Laurel Ave Ob532, Oak Bluffs, MA 02557
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PR...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$20,000
Single Family Home
291 Barnes Rd Ob516, Oak Bluffs, MA 02557
THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$20,000
Single Family Home
40 Hidden Cove 5 Ob537, Oak Bluffs, MA 02557
THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condo...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$14,200
Single Family Home
59 Prospect Ave Ob502, Oak Bluffs, MA 02557
THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neigh...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$21,000
Single Family Home
12 John Wesley Ave Ob519, Oak Bluffs, MA 02557
THIS IS A SUMMER RENTAL ONLY. EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This cha...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$12,500
Single Family Home
11 Wamsutta Ave, Ob540, Oak Bluffs, MA 02557
THIS IS A SUMMER RENTAL ONLY. This antique Vineyard home is thoughtfully styled with classic country-chic interior dec...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

$21,000
Single Family Home
24 Deer Run Rd. #OB521, Oak Bluffs, MA 02557
THIS IS A SUMMER RENTAL ONLY. Centrally located to Edgartown, Vineyard Haven and Oak Bluffs. Just a short drive will ta...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.
- Homes For Sale in Burlington, MA
- Homes For Sale in Andover, MA
- Homes For Sale in Wilmington, MA
- Homes For Sale in Dracut, MA
- Homes For Sale in Wakefield, MA
- Homes For Sale in Salem, NH
- Homes For Sale in Stoneham, MA
- Homes For Sale in Medford, MA
- Homes For Sale in Methuen, MA
- Homes For Sale in Lancaster, MA
- Homes For Sale in Chelmsford, MA
- Homes For Sale in Westford, MA
- Homes For Sale in Boston, MA
- Homes For Sale in Beverly, MA
- Homes For Sale in Tewksbury, MA
- Homes For Sale in Leominster, MA
- Homes For Sale in Melrose, MA
- Homes For Sale in Swampscott, MA
- Homes For Sale in Groveland, MA
- Homes For Sale in Lawrence, MA
- Homes For Sale in Lawrence Manor, Brookline, MA
- Homes For Sale in Peabody, MA
- Homes For Sale in North Reading, MA
- Homes For Sale in Boxford, MA
- Homes For Sale in Danvers, MA
- Homes For Sale in Randolph, MA
- Homes For Sale in Essex, MA
- Homes For Sale in North Andover, MA
- Homes For Sale in Lunenburg, MA
- Homes For Sale in Haverhill, MA
- Homes For Sale in Reading, MA
- Homes For Sale in Lynn, MA
- Homes For Sale in Woburn, MA
- Homes For Sale in Amesbury, MA
- Homes For Sale in Mansfield, MA
- Homes For Sale in Salem, MA