27 Dudley St

Off Market

27 Dudley St

Boston MA 02119

6509 sq. ft.

8241 sq. ft.

Other

Last sold for $3,450,000

Mission Realty Advisors, last sold this property on 09 July 2026 after 140 days on market.

Overview

A rare turnkey 7-unit investment property with cultural significance, 27 Dudley Street was once home to Maurice Starr where New Kids on the Block and New Edition rehearsed and recorded. Fully gut-renovated in 2021, it delivers modern finishes including waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces, ensuring strong tenant demand. Generating $22,825/month with a 6.3% cap rate and a projected 7.3% cap rate by 9/1/26, it combines reliable cash flow with potential Opportunity Zone tax advantages. Positioned near public transit, universities, and Longwood Medical Area, this asset offers cultural legacy, premium quality, and growth potential in one of Boston’s fastest-growing neighborhoods. Ideal for 1031 exchange buyers or investors seeking a stable, high-performing asset with long-term appreciation potential. Full pro forma and unit breakdown available on request.

Features

14 bedrooms

11 bathrooms

8 carspaces

8 open car spaces

6509 sq. ft. floor area

8241 sq. ft. lot size

Other

Estimated Value

We need at least 3 similar 14 bedroom other properties sold in Boston over the last 12 months.

Property history for 27 Dudley St

2026

Sold

$3,450,000

09 Jul 2026 by Mission Realty Advisors

2017

Sold

$1,325,000

14 Sep 2017 by Kevin Garraway, of Preferred Real Estate Group

Happy sellers in Boston

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Local market activity for 14 bedroom other properties in Boston

Sold

For Sale

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Kevin Kalaghan

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