For Sale
Single family home for sale at 27 Beach Rd, Oak Bluffs, MA 02557 | MLS# 22604007 | Listing updated on 2026-09-02
Photo 1 of Single family home for sale at 27 Beach Rd, Oak Bluffs, MA 02557 | MLS# 22604007 | Listing updated on 2026-09-02
Photo 2 of Single family home for sale at 27 Beach Rd, Oak Bluffs, MA 02557 | MLS# 22604007 | Listing updated on 2026-09-02
Photo 3 of Single family home for sale at 27 Beach Rd, Oak Bluffs, MA 02557 | MLS# 22604007 | Listing updated on 2026-09-02
Photo 4 of Single family home for sale at 27 Beach Rd, Oak Bluffs, MA 02557 | MLS# 22604007 | Listing updated on 2026-09-02
27+
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Street View

$2,995,000

Monthly Est:$14,907

  • Beds Icon5 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,731sqft

27 Beach Rd, Oak Bluffs, MA 02557

$14,907/moEst:

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  • Single Family Residence

  • Built in 1920

  • $-- HOA

  • 0.2 acre lot

  • $1,730/sq.ft

Description

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.

  • Houzeo last checked: 9 minutes ago
  • Listing updated: September 2, 2026 at 9:39 pm
  • Listing Provided by: Bonnie J Pierce (508) 367-2303 , Mark D Jenkins (508) 627-3313 DRE #9529523 | Wallace & Co. Sotheby's International Realty (508) 627-3313
  • Source: Cape Cod And Islands MLS-MA | MLS#: 22604007 Cape Cod And Islands MLS-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Dukes County

  • City

    Oak Bluffs

  • Neighborhood

    --

  • Year Built

    1920

  • HOA Fees

    -

  • Finished Area

    1,731 sqft

  • Lot Size

    0.2 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Cape Cod And Islands MLS

  • MLS Number

    22604007

  • MLS Status

    Active

  • Days on Market

    54

  • Cumulative Days on Market

    16

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 2

Interior

  • Appliances

    Water Heater, Electric Range, Microwave, Refrigerator, Washer

  • Flooring

    Hardwood

  • Sewer

    Public Sewer

  • Heating

    None

  • Interior Features

    Hu Cable Tv

  • Exterior Features

    Private Yard, Outdoor Shower

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1920

  • Home type

    Single Family Residence

  • Foundation Details

    Crawl Space

  • Roof

    Asphalt

  • Construction Materials

    Shingle Siding

Utilities & Energy

  • Water Source

    Public

  • Parking Features

    Off Street, Driveway

  • Laundry Features

    Washer Hookup, Electric Dryer Hookup, Electric Dryer

Other Features

  • Lot Features

    Views, Cleared, Fenced/enclosed

  • Patio And Porch Features

    Porch

Price History

DateEventPrice

08/17/2026

Source: mls_logoCape Cod And Islands MLS-MA #22604007

Listed for Sale

$2,995,000

$1,730/sqft

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Based on information from the Cape Cod and Islands Multiple Listing Service, Inc. through Oct 10, 2026, 10:30PM. Information is provided exclusively for consumers’ personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and the data is deemed reliable but is not guaranteed accurate by the MLS. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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