32 Properties Available In Oak Bluffs
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$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
$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
$2,650,000
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
$2,285,000
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
$1,895,000
Single Family Home
35 Tuckernuck Ave, Oak Bluffs, MA 02557
Location, Location, Location! Welcome to your dream retreat in the charming historic area of Oak Bluffs. Walk to Inkwell...
Listed by Jennifer DaSilva of Compass
$2,390,000
Single Family Home
22 Greenleaf Avenue, Oak Bluffs, MA 02539
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
$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.
$1,169,999
Single Family Home
96 Manchester Ave, Oak Bluffs, MA 02557
Nestled in the sought-after Lagoon Heights in Oak Bluffs, 96 Manchester Ave is a charming Cape-style home offering a per...
Listed by The J. Pavao Team of Keller Williams South Watuppa
$1,690,000
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.
$13,200,000
Single Family Home
150 East Chop Drive, Oak Bluffs, MA 02557
Welcome to your dream retreat in Oak Bluffs. A magnificent 8 br oceanview estate. This property is designed to accommoda...
Listed by Reciprocal Reciprocal of Cape Cod Reciprocal
$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.
$20,000
Single Family Home
67 New York Ave #OB536, Oak Bluffs, MA 02557
THIS IS A SUMMER RENTAL ONLY. 1900 Oak Bluffs Victorian. Ten minute walk to Nancy's restaurant/downtown OB and 1/2 mil...
Listed by Karen M. Overtoom of Karen M. Overtoom R.E.