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5 Beds
2 Baths
1,731 sqft

$2,995,000

27 Beach Road, Oak Bluffs MA, 02557

Price per sqft$1,730.21
Built in1920
Property size1,731 sqft
Property typeResidential

Overview

Active

Listed Aug 17, 2026

Updated 8 days ago

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.

$19,926/mo

Est. mortgage payment based on a $2,995,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
22604007

Interior Features

Bedrooms
5
Bathrooms
2
Fireplace
Yes
Basement
No

Exterior Features

Lot Size
0.2 Acres

Other Property Details

Taxes
$10,365
Tax Frequency
Annually
Waterfront
Yes

Courtesy of Wallace & Co. Sotheby's International Realty, Bonnie J Pierce

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