23 Circuit Avenue Extension, Oak Bluffs MA 02557

Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views.
Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound—a setting that captures the very best of island living.
From your front yard, watch ferries come and go, boats drift through the harbor, and enjoy the stunning backdrop of open water stretching toward Vineyard Sound. This is a property that puts you right in the middle of everything, while still offering the charm and character of a classic island home.

Zoned B-2 Commercial, the opportunities are truly endless. Continue the legacy of a successful tourist-oriented business like the longtime Anderson Bike Rentals, create a new commercial venture, or reimagine the property as your personal dream home. Whether you renovate the existing structure or build from the ground up, you’ll benefit from one of the most visible and vibrant locations in Oak Bluffs.
Walk to everything—ferries, beaches, the marina, restaurants, movies, shopping, Ocean Park concerts, the OB fishing pier, and the beloved Oak Bluffs Fireworks.
This is a must-see, legacy property with rare potential in a location that can’t be beat.
Very easy to show. Pre-approval or proof of funds required with all offers.