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27 Beach Road
Oak Bluffs MA 02557 US

$2,995,000

Active Listing ID 22604007
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4 bed
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3,462 square feet
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2.00 Bath (1 Full , 1 Half)
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Lot: 0.20 Acres
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Single Family Residence

$2,995,000

Active Listing ID 22604007
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27 Beach Road 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.

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Property Features

  • Facts
  • Lot Size: 0.20 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 1
  • 1/2 Bathrooms: 1
  • Exterior Finish: Private Yard, Outdoor Shower
  • Floor Covering: Hardwood
  • Roof Type: Asphalt
  • Additional Features
  • Fireplace
  • Patio
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 2995000
  • unparsedaddress: 27 Beach Road
  • postalcity: Oak Bluffs
  • stateorprovince: MA
  • country: US
  • postalcode: 02557
  • bathroomsfull: 1
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.2
  • lotsizeunits: Acres
  • lotsizearea: 0.2
  • livingarea: 3462
  • livingareaunits: Square Feet
  • latitude: 41.461072
  • longitude: -70.58274
  • listagentfullname: Bonnie J Pierce
  • listagentemail: bonnie@wallacemv.com
  • listagentkey: 3yd-CCIAORMA-U1388
  • listagentmlsid: U1388
  • listagentpreferredphone: 5083672303
  • listagentofficephone: 5083672303
  • listofficekey: 3yd-CCIAORMA-WALL
  • listofficemlsid: WALL
  • disclaimer: 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.
  • sourcesystemid: CCIAORMA
  • yearbuilt: 1920
  • listingcontractdate: 2026-08-17
  • countyorparish: Dukes
  • parcelnumber: OAKB M:0006 B:0036 L:000
  • elementaryschooldistrict: Martha's Vineyard
  • middleorjuniorschooldistrict: Martha's Vineyard
  • highschooldistrict: Martha's Vineyard
  • appliances: Water Heater, Electric Range, Microwave, Refrigerator, Washer
  • constructionmaterials: Shingle Siding
  • flooring: Hardwood
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 4
  • parkingfeatures: Driveway, Off Street
  • roof: Asphalt
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: HU Cable TV
  • exteriorfeatures: Private Yard, Outdoor Shower
  • rooms: Bathroom 1, Bedroom 1, Bedroom 4, Bedroom 3, Bathroom 2, Bedroom 2
  • patioandporchfeatures: Porch
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -70.58274, 41.46107
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Wallace & Co. Sotheby's Int'l", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"bonnie@wallacemv.com", "ListBrokerageCity":"Edgartown", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Wallace & Co. Sotheby's Int'l", "ListBrokeragePhone":"5086273313", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"MA", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1 North Water Street", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"1 N Water Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"WALL", "ListOfficeCity":"Edgartown", "ListOfficeCountry":"US", "ListOfficeEmail":null, "ListOfficePostalCode":"02539", "ListOfficeStateOrProvince":"MA", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Oak Bluffs, MA", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/27-Beach-Rd_Oak-Bluffs_MA_02557_M49805-61404?f=listhub&s=CCIAORMA&m=22604007&c=rexren", "MLSModificationTimestamp":"2026-08-17 11:00:18", "Neighborhoods":[{"Description":null, "Name":"Oak Bluffs"}], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":10365, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/17/2026 11:06:03 AM GMT
Source Updated Date: 8/22/2026 12:47:50 AM GMT

Courtesy of: Bonnie J Pierce, Wallace & Co. Sotheby's International Realty, bonnie@wallacemv.com

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.