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$2,995,000
5bed
1.5bath
1,713 sfsquare feet
0.2acacres
27 Beach Road, Oak Bluffs, MA, 02557

27 Beach Road, Oak Bluffs MA 02557

WATERFRONT WITH DOCK – Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting featuring a private sandy beach, deep-water dock, and sweeping views of the harbor, the Cape, and Nantucket Sound. The home offers five bedrooms, one full bathroom, and one half bathroom, with an open concept living and dining area where walls of windows capture the harbor views and abundant natural light. The kitchen is ideally positioned for effortless indoor and outdoor entertaining. Rich in character, the home retains many original architectural details while benefiting from thoughtful updates, including all new windows, a new roof, beautiful mahogany porches, and new cedar shingles. Whether enjoyed as a treasured family retreat or reimagined into your dream waterfront escape, the possibilities are endless. Enjoy water views from virtually every room as the home's spectacular waterfront setting seamlessly extends to your private sandy beach and deep-water dock, offering direct access for boating, swimming, paddle boarding, or simply relaxing by the water's edge. A truly special legacy property offered for the first time in over 50 years where history, charm, and an unparalleled waterfront lifestyle come together.
Listing Courtesy of Wallace & Co. Sotheby's International Realty
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Bonnie Pierce

508.367.2303
+1 508.627.3313
bonnie@wallacemv.com
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DETAILS

  • Mls Id
    44793
  • Status
    Active
  • Bedrooms
    5
  • Full Baths
    1
  • Half Baths
    1
  • Appliances
    Stove: Yes - electric, Washer: Yes
  • Water Source
    Town
  • Flooring
    hardwood
  • Year Built
    1920
  • Exterior Features
    Water Views, Deck, Porch, Beach Access - Private
  • Parking Features
    ample parking
  • Sewer
    Town
  • Heating
    None
  • Utilities
    Cable
  • Lot Features
    Lovely side yard
  • Frontage
    Oceanfront
  • View
    Hbr, Ocean
  • Interior Features
    OSh, Floor 1: Open living/dining area, kitchen, primary bedroom, half bathroom and laundry, Floor 2: 4 bedrooms and 1 full bathroom
  • Furnished
    Furnished
  • Zoning
    R1
  • Listing Updated
    Saturday, August 8, 2026 at 1:08 AM
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HomepageWallace & Co. Sotheby's International Realty - Martha's Vineyard Vacation Rentals

P.O. Box 2005
One North Water Street
Edgartown, MA 02539

Vacation Rentals: 508.627.6772
Edgartown Office: 508.627.3313
Chilmark Office: 508.645.5044

 

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