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
Price:
$2,995,000
MLS #:
22604007
Status:
Active
Beds:
4
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
oakbluffs
Listed Date:
Aug 17, 2026
Finished Sq Ft:
3,462
Total Sq Ft:
3,462
Lot Size:
8,712 sqft / 0.20 acres (approx)
Year Built:
1920
See this Listing
Schools
Interior
Appliances
Microwave, Electric Range, Refrigerator, Washer, Water Heater
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
None
Fireplaces Total
1
Flooring
Hardwood
Heating
None
Interior Features
HU Cable TV
Laundry Features
Electric Dryer, Electric Dryer Hookup, Washer Hookup
Exterior
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Fencing
Partial
Lot Features
Fenced/Enclosed, Cleared, Views
Parking Features
Driveway, Off Street
Parking Spots
4
Parking Total
4
Patio And Porch Features
Porch
Roof
Asphalt
Stories
2
Waterfront Features
Waterview, Waterfront, Other
Financial
Tax Year
2026
Taxes
$10,365
Map
Community
- Address27 Beach Road Oak Bluffs MA
- CityOak Bluffs
- CountyDukes
- Zip Code02557
Market Summary
Current real estate data for Single Family in Oak Bluffs as of Aug 25, 2026
15
Single Family Listed
72
Avg DOM
1,193
Avg $ / SqFt
$1,772,067
Avg List Price
Property Summary
- 27 Beach Road Oak Bluffs MA is a Single Family for sale in Oak Bluffs, MA, 02557. It is listed for $2,995,000 and features 4 beds, 2 baths, and has approximately 3,462 square feet of living space, and was originally constructed in 1920. The current price per square foot is $865. The average price per square foot for Single Family listings in Oak Bluffs is $1,193. The average listing price for Single Family in Oak Bluffs is $1,772,067. To schedule a showing of MLS#22604007 at 27 Beach Road in Oak Bluffs, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
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