53 Circuit Avenue Oak Bluffs, MA ^$ 5,500,000

53 Circuit Avenue

^$ 5,500,000

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53 Circuit Avenue

Oak Bluffs, MA, 02557

^$ 5,500,000

Bedrooms-- Baths6.0

Monthly Estimate*

^$ 34,728

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Commercial Property for sale in Oak Bluffs, MA

for $5,500,000 with 6 full baths. This building was built in 1900 on a lot size of 0.06.

Exceptional mixed-use property in the heart of Oak Bluffs thriving high-foot-traffic Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, this distinctive building combines sophisticated commercial and residential spaces with outstanding craftsmanship and state-of-the-art systems. The street level is 2,320 sf and offers exceptional flexibility for restaurant-bar and/or retail operators (a commercial kitchen and bar remain intact) and includes three handicapped accessible half baths and a covered rear exterior loading area. A very large newly excavated 1,717 sf basement provides rare clean, dry storage and auxiliary operational space. The second-floor with 1,669 sf, features two residential apartments, totaling six bedrooms and three full baths for income potential or owner flexibility. Formerly housing an A&P grocery store (The Great Atlantic & Pacific Tea Company) and 99-occupancy restaurants, the property presently houses an upscale retailer while retaining its restaurant-bar infrastructure for future use.

Commercial Active

Price

^$ 5,500,000

Full Bath

Property Type

Commercial

Taxes

^$ 12,233

Style

Lot Size

0.06

Year Built

1900

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

73566891

List By

Stephanie Roache

Listing Agent

Donnelly + Co.

Broker

Affordability Calculator

$35,747

Per Month

Monthly Principal & Interest: $34,728
Monthly Property Taxes: $1,019
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Commerical listings in Oak Bluffs, MA

Average List Price ^$5,500,000

Percent of Sale Price 0%

About Oak Bluffs, MA

4,795 Population

29% Since 2002

^$64,471 Median Income

46.88 Median Age

19% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
8/21/2026	$5,500,000		Listed Price

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53 Circuit Avenue, Oak Bluffs, MA, 02557 is a Commercial Property for sale at $5,500,000 with a lot size of 0.06. 53 Circuit Avenue has 6.0 baths and was built in 1900. The property's zip code is 02557 which is in Oak Bluffs, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 8/23/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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53 Circuit Avenue

Commercial Property for sale in Oak Bluffs, MA

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