Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
6 Beds
6 Baths
5,706 sqft

$5,500,000

53 Circuit Avenue, Oak Bluffs MA, 02557

Price per sqft$963.90
Built in1900
Property size5,706 sqft
Property typeCommercial

Overview

Active

Listed Aug 21, 2026

Updated Aug 22

This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's Vineyard's most sought-after high-foot-traffic downtown locations. The Union Chapel, across the street, and the Tabernacle, behind the property, host major Island events. Every aspect of the property reflects an outstanding level of craftsmanship and attention to detail. The street level features an expansive commercial space with considerable flexibility for restaurant-bar and/or retail use (for a restauranteur, the kitchen and bar infrastructure are intact and virtually turnkey). The commercial floor includes three handicap-accessible half baths and a convenient and thoughtfully designed rear exterior loading area. The very large newly excavated basement is dry and temperate year-round, providing valuable, clean, safe storage and operational space, an uncommon amenity for downtown Island properties. The second floor includes two beautifully appointed residential apartments, totaling 6 bedrooms and 3 full bathrooms, ideal for creating additional income potential and operational flexibility. The property has a distinctive commercial history, having served in the 1930's as an A&P grocery store (The Great Atlantic & Pacific Tea Company) and, in recent decades, 99-occupancy restaurants and an upscale retail store. Combining outstanding craftsmanship, state-of-the-art building systems, and a highly desirable high-traffic in-town location, this is a premier mixed-use investment offering with broad appeal to investors, business owners, and developers alike.

Additional information

MLS® ID
44355

Interior Features

Bedrooms
6
Bathrooms
6
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.06 Acres

Other Property Details

Taxes
$12,233
Tax Frequency
Annually

Also listed on MLSPIN

 

Courtesy of Donnelly + Co, Stephanie Roache

Based on information from LINK Martha's Vineyard as of 8/22/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 LINK Martha's Vineyard. All rights reserved. 

Data last updated 3:49 AM UTC, 8/22/2026

Powered by Luxury Presence