About This Home

This 5-bedroom, 2-bathroom single family at 27 Beach Road in Oak Bluffs, MA is listed for $2,995,000 ($1,730 per sqft). Built in 1920, the home offers 1,731 sqft of living space on a 0.20 acres lot.

Key Features

  • Built in 1920
  • 0.20 acre lot
  • 2 stories
  • 4 parking spaces
  • Fireplace
  • Waterfront

Property Details

2 stories
1 full, 1 half
4 spaces
1920

Amenities

FireplaceWaterfrontHardwood
Listing 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.

Monthly Cost Estimate

$16,018/mo

20% down · 6.5% · 30 years

Principal$2,166
Interest$12,978
Insurance$874

Estimates only. Actual payments may vary.

Location

27 Beach Road

Oak Bluffs, MA 02557

Features & Amenities

Interior Features

HU Cable TV

Exterior Features

Private YardOutdoor Shower

Property Details

Flooring

Hardwood

Construction

Shingle Siding

Outdoor Features

Porch

Parking

Off StreetDriveway

Appliances

Water HeaterElectric RangeMicrowaveRefrigeratorWasher

Questions & Answers

This 5-bedroom, 2-bathroom single family at 27 Beach Road is listed at $2,995,000 ($1,730/sqft). The estimated monthly payment is $16,018 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1920, 0.20 acre lot, 2 stories, 4 parking spaces, Fireplace, Waterfront. Interior Features: HU Cable TV. Exterior Features: Private Yard, Outdoor Shower.

This property is listed by Bonnie J Pierce and can be reached at 5083672303.

BP

Bonnie J Pierce

Agent at Wallace & Co. Sotheby's Int'l

(508) 367-2303

Listed by Wallace & Co. Sotheby's Int'l · Broker phone: 5086273313 · View on Broker Site

MLS# 22604007· Source: Cape Cod & Islands Association of REALTORS®, Inc.· 34 days on PropertySimple

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.

27 Beach Road, Oak Bluffs, MA 02557

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