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Dukes County, Massachusetts Vacation Homes For Sale: Showing 1-15 of 133 .
House in West Tisbury, Dukes County, Massachusetts, 3239 sq. ft.
$900,000
This beautiful recently renovated home has two master bedroom suites and a total of five bedrooms and four baths. A must see with the great flow of its dining room living room den and office. Close to Long Point Beach and far away from the airport traffic this home is one of the best deals in West Tisbury. View Details Visit Website
House in Edgartown, Dukes County, Massachusetts, 2250 sq. ft.
$1,650,000
Located in the heart of Edgartown Village, this beautiful period house retains the charm of historic Edgartown. This home has four bedrooms and two bathrooms on a large .17 acre village lot. There is a separate building that could be used for an office, guest bedroom or extra storage. Located on a side street with very little traffic,restaurants, shops and harbor are a... View Details
Homesite in Oak Bluffs, Dukes County, Massachusetts,
$2,800,000
One of the Last Large lots in O.B. It can be sub-divided into three lots or kept as one. Presently it is a working Horse Farm with two Barns, numerous paddocks and lots of open space. A rare opportunity so close to all the down island towns. View Details
House in Edgartown, Dukes County, Massachusetts, 2992 sq. ft.
$2,450,000
This new beautifully custom crafted home offers spacious ten foot ceilings throughout the entire first floor;cathedral ceilings in the second floor. The home feels like a much larger home. Upon entering there is an office or den which leads to a hallway into a great room which is comprised of an open kitchen, dining, living area with a gas fired fireplace. The kitchen is ... View Details
House in Oak Bluffs, Dukes County, Massachusetts, 1309 sq. ft.
$565,000
Extremely Desirable East Chop Location with peeks of Oak Bluffs Harbor from the beautiful wrap around farmers porch! Steps to Jetty Beach, Island ferries, town, and Oak Bluffs Harbor..truly a most desirable location..across the street is a private wooded park. This home was built in the 1900's, detailed with charm and character throughout. It has been owned and enjoyed... View Details
House in Oak Bluffs, Dukes County, Massachusetts, 2362 sq. ft.
$749,000
INCOME PRODUCER, Live in One and Rent the other! Lovely Cape situated on a 1.34 acre lot, in a very PRIVATE setting yet convenient to all towns. Professionally landscaped yard. Lovely 1 bedroom Garage Apartment above a double bay garage. In the MAIN HOUSE, 3 Bedrooms, 2 upstairs and one bedroom on the first floor. 2 Full Baths. Bright and spacious dining/living area with... View Details
House in Edgartown, Dukes County, Massachusetts, 5000 sq. ft.
$2,850,000
This is a rare Opportunity to own a true family compound. The First home is a beautiful 3,500 sq. ft. Custom Built with Cathedral Ceilings and magnificent fireplace. It has a beautiful open granite and custom made cherry kitchen and an openess which lends to old world charm. The second home is a Farmer's porch 1,500 sq. ft. Cape with another wonderful granite and custom... View Details
House in Oak Bluffs, Dukes County, Massachusetts, 913 sq. ft.
$259,000
ONE OF A KIND Campground Cottage (http://mvcma.org/).Steps to the Oak Bluffs Harbor, Town, Beaches and Ferries. This home is immaculate and in move in condition. Living area has a BEAUTIFUL STAIN GLASS WINDOW and the open floor plan is very spacious and LOADED WITH CHARM! There are 3 bedrooms and 1 bath. Lovely farmers porch and nice back deck, large yard for relaxing... View Details
House in West Tisbury, Dukes County, Massachusetts, 2562 sq. ft.
$1,150,000
What a value. Tile and granite kitchen and baths with hardwood floors throughout , a wonderful fireplaced living room and endless living area with room for the family,relatives and friends on a private 2.5 acre lot. This home cannot be duplicated for the price. View Details
House in Edgartown, Dukes County, Massachusetts, 2000 sq. ft.
$3,950,000
The Point at Crackatuxet Cove on Great Pond Edgartown. Enjoy stunning Sunsets over Crackatuxet Cove and the Atlantic Ocean. With larger acreage properties across the pond you are afforded privacy, yet only a 5 minute ride to town. View Details
House in Oak Bluffs, Dukes County, Massachusetts, 2352 sq. ft.
$3,395,000
The Idyllic Vineyard Retreat - The house sits on the edge of Sengekontacket Pond with expansive... View Details Visit Website
House in Chappaquiddick, Dukes County, Massachusetts, 3560 sq. ft.
$3,900,000
Overlooking Cape Poge Bay - Year round Chappy Retreat...A wonderful home with great space for... View Details Visit Website
House in Edgartown, Dukes County, Massachusetts, 4451 sq. ft.
$4,200,000
It doesn't get any better....an elegant home designed by Twanette Garvey,an elegant location and... View Details Visit Website
House in Edgartown, Dukes County, Massachusetts, 3834 sq. ft.
$2,950,000
This in-town property is a Patrick Ahearn design is located on a quiet street in Edgartown Village. ... View Details Visit Website
House in Oak Bluffs, Dukes County, Massachusetts, 2000 sq. ft.
$599,000
Priced under assessed value and ready to sell, this charming, well-maintained saltbox is a lot of... View Details Visit Website
I bring 37+ years of expertise in all aspects of living on Martha's Vineyard. As chairman of the Edgartown Planning board, co-founder of the Edgartown Board of Trade and on the board of directors for the Island Affordable Housing program, I have the knowledge to make your vacation home your favorite as well as a sound investment.
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