27 Beach Road, Oak Bluffs, MA 02557

bedrooms 5
bathrooms 2
|House
AUD $4,311,866
USD $2,995,000
Published on: 18 Aug 2026
Last updated on: 13 Sep 2026
27 Beach Road, Oak Bluffs, MA 02557
27 Beach Road, Oak Bluffs, MA 02557
27 Beach Road, Oak Bluffs, MA 02557
+31
27 Beach Road, Oak Bluffs, MA 02557
  • 31
Property ID: 110119586538
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Residential, Oak Bluffs, MA

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.

Property Details

Basic Info

Property Type
House
Listing Status
Active
Land Size
809.37 m2
Building Size
160.82 m2
Year Built
1920
Rooms
5 bedroom(s), 2 bathroom(s)
Num Floors
2
County
Dukes
Parcel ID
OAKB M:0006 B:0036 L:000
Provider
Cape Cod & Islands Association of REALTORS®, Inc.
Brokerage Office Name
Wallace & Co. Sotheby's Int'l
Brokerage Office Phone
5086273313
Neighbourhoods
Oak Bluffs
Address
27 Beach Road, Oak Bluffs, MA 02557

Tax History

YearTax amount
2026USD $10365AUD $14,922*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Bonnie J Pierce
Wallace & Co. Sotheby's International Realty
1 N Water Street , Edgartown, MA 02539
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Bonnie J Pierce
1 N Water Street , Edgartown, MA 02539
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      Property ID: 110119586538

      Original Property ID: 3yd-CCIAORMA-22604007
      Data provided by Cape Cod & Islands Association of REALTORS®, Inc., MLS #: 22604007
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      Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.