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Oak Bluffs, Dukes County, Massachusetts Vacation Homes For Sale: Showing 1-15 of 34

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House in Oak Bluffs, Dukes County, Massachusetts, 2352 sq. ft.
$1,950,000

The Idyllic Vineyard Retreat which has been remodeled in 2004 - This fabulous property contains every element you have ever dreamed of in a Vineyard Home...as you approach the property the marshes and wetlands on the left establish the beautiful, pristine setting...the house sits on the edge of...
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Condo in Oak Bluffs, Dukes County, Massachusetts, 2740 sq. ft.
$774,900

This is what a vacation home is all about...gorgeous waterviews, a pool steps away from your front door, tennis courts, a potential for a boat mooring, ample room for extended family and guests and a well established association that will provide an exquisite setting that all you need to do is...
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House in Oak Bluffs, Dukes County, Massachusetts, 2756 sq. ft.
$2,950,000

Harthaven, The Best Darned Place To Grow Up. This book by John Moore says it all...This delightful, historic summer cottage sitting on the edge Harthaven Harbor in Harthaven, was built in l915 and retains all the charm and character of the period...the six bedroom house with it's many porches and...
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House in Oak Bluffs, Dukes County, Massachusetts,
$1,950,000

The Idyllic Vineyard Retreat which has been remodeled in 2004 - This fabulous property contains every element you have ever dreamed of in a Vineyard Home...as you approach the property the marshes and wetlands on the left establish the beautiful, pristine setting...the house sits on the edge of...
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House in Oak Bluffs, Dukes County, Massachusetts, 1225 sq. ft.
$545,000

This vintage charmer is located in the desirable Copeland District, within an easy walk of town, beach, parks and the Arts District. Built for distinction back in the day, the solid home features honey-toned woodwork details, a formal dining room, large pantry, sunroom and a sweet touch of...
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House in Oak Bluffs, Dukes County, Massachusetts, 3412 sq. ft.
$1,495,000

SENGEKONTACKET ~ Exceptional privacy with spectacular views of Sengekontacket Pond out to Nantucket Sound... a unique contemporary offering an open living area with beautiful stone fireplace and views through the all season porch, large kitchen and dining area, cozy den with wet bar, loft/office... ...
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House in Oak Bluffs, Dukes County, Massachusetts, 3770 sq. ft.
$1,995,000

Hilltop contemporary with waterviews and newly renovated kitchen and second master suite and bathroom. Major addition and remodeling completed 2011. Exposed wood beams and quality craftsmanship make this house an exceptional home. Radiant heat in the new addition floors. Mahogany deck on third...
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Condo in Oak Bluffs, Dukes County, Massachusetts,
$774,900

This is what a vacation home is all about...gorgeous waterviews, a pool steps away from your front door, tennis courts, a potential for a boat mooring, ample room for extended family and guests and a well established association that will provide an exquisite setting that all you need to do is...
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Condo in Oak Bluffs, Dukes County, Massachusetts, 1038 sq. ft.
$459,000

Front and center overlooking popular town beach. Enjoy your private deck from morning to night; coffee at sunrise, take a break from the beach with a good book or just relax and watch the sites and in the evening enjoy a cold beverage before venturing into town for dinner and entertainment. Open...
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House in Oak Bluffs, Dukes County, Massachusetts,
$1,295,000

Lagoon front with private, permitted dock! Excellent boating water, fishing, etc. The residence is a traditional Cape style but with a very open living plan offering windows to the water to enjoy the views!
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House in Oak Bluffs, Dukes County, Massachusetts,
$499,000

5 Bedroom Value!! Currently the least expensive 5 BR home in Oak Bluffs, this property presents a real investment opportunity for the upcoming season. The home has been well maintained over the years and the many recent improvements include: a new roof-with 40 year architectural shingles, newly...
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House in Oak Bluffs, Dukes County, Massachusetts,
$549,000

Just in time for summer! There is a lot to offer in this 3 bedroom/2 bath home that is in move-in condition and being offered "turn-key". Nothing left to do but grab the kids and head to the beach. Located in a quiet location yet close to all the excitement that downtown Oak Bluffs has to offer....
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House in OAK BLUFFS, Dukes County, Massachusetts, 2000 sq. ft.
$899,000

Oasis in Meadow View Farms. Close to all that the island has to offer is this beautiful 3+ bedrooms, 4.5 bath home. From the moment you enter the drive, you will notice the meticulous landscaping of this private .9 acre lot. Once you enter the home, yourealize that the house has been lovingly...
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House in Oak Bluffs, Dukes County, Massachusetts, 2914 sq. ft.
$569,000

Just around the corner from the public landing on Lagoon Pond, this recently upgraded contemporary home features large multi functional great room with pine floors, vaulted ceiling, wood stove and sliders to side deck. The recently added solarium with 4 person hot tub provides access to the patio...
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House in Oak Bluffs, Dukes County, Massachusetts, 1638 sq. ft.
$589,000

A Honey of a home! This charming, well constructed and well maintained, original owner Cape-style home is looking for someone to continue the love. Features include 12 over 12 windows, chair rail moldings, wood burning fireplace and beamed ceilings in the living room as well as pine floors...
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