31 Circuit Avenue Extension, Oak Bluffs New Listing

The North Bluff: A rare opportunity to acquire one of Oak Bluffs’ most iconic properties. Originally built in 1913 and expanded over the years, this distinctive property occupies a prominent setting within the B-2 district, offering a unique range of residential and commercial opportunities. Cherished by the same family for generations, the multi-family property currently comprises four separate living spaces, complemented by substantial garage and storage areas and ample on-site parking. A classic front porch speaks to the property’s early-20th-century character, while expansive decks provide wonderful settings for outdoor entertaining and taking in the surroundings. Beautiful views of Oak Bluffs Harbor and Vineyard Sound can be enjoyed from nearly every room, creating an exceptional sense of place. Whether envisioned as a grand single-family residence, a distinctive commercial venture, or a continuation of its current blend of residential and commercial uses, The North Bluff presents extraordinary potential. With thoughtful planning and the appropriate permitting, this landmark property offers a remarkable opportunity to shape its next chapter.

First Floor

A welcoming front porch with beautiful water views leads into the grand formal living room, anchored by a striking stone fireplace. The first floor also features a spacious kitchen, mudroom with laundry, bedroom, full bathroom, half bathroom, bar, den, dining area, and large deck, creating a generous and versatile layout for both everyday living and entertaining.

Second Floor

Accessed via either the grand interior staircase or a private exterior entrance, the second-floor apartment offers striking water views and features a kitchen, full bathroom, living room, bedroom, den, and private porch.

Basement

With both interior and exterior access, the lower level offers exceptional flexibility, featuring a kitchen, full bathroom, half bathroom, laundry room, and multiple additional rooms. Access to the oversized garage and ample storage space further enhances the property’s functionality.

Parking

Ample Parking

Other Buildings

Accessed via a private exterior entrance, the two-level studio features a living room and kitchen on the first floor. Upstairs, a full bathroom and sleeping area offer access to a private porch.