Oak Bluffs, MA 0255727 Beach Road

$2,995,000

27 Beach Road Oak Bluffs, MA - Image 127 Beach Road Oak Bluffs, MA - Image 227 Beach Road Oak Bluffs, MA - Image 327 Beach Road Oak Bluffs, MA - Image 4
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Presented By: Bonnie Pierce with Wallace & Co. Sotheby's
  • MLS# 44793
  • 08/07/2026
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  • Beds • 5
  • Full/Half Baths • 1 / 1
  • Acres • 0.2

Home Details

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.
Presented By: Bonnie Pierce with Wallace & Co. Sotheby's

Interior Features for 27 Beach Road

Total Bedrooms5
Full Baths1
Half Baths1
Flooringhardwood
HeatingNone
AppliancesStove: Yes - electric, Washer: Yes

General for 27 Beach Road

Property Type1 Family
Property SubtypeSingle Family Residence
StatusActive
Year Built1920
Total Rooms8
SewerTwn
MLS Area3
Tax Annual Amount11010
Tax Assessed Value429200
Tax Year2026

Exterior for 27 Beach Road

Lot Size Acres0.2
Lot Size Square Feet8712
Exterior FeaturesWViews, Deck, Porch, PvtBch
Parking Featuresample parking
Water SourceTown
ViewHbr, Ocean

Additional Details

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Listing information is provided by LINK MLS and is deemed reliable but not guaranteed. Listing courtesy of Wallace & Co. Sotheby's.