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27 Dudley St — Photo 11 / 30

$3,625,000

Pending

27 Dudley St

Boston, MA 02119

6,509Sq Ft
$557$/Sq Ft
8,241 sqftLot
1900Built

Listed by Mission Realty Advisors at Compass

Listing courtesy of Mission Realty Advisors, Compass

Location

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About This Property

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.

Property Details

Key Facts

Property Type

Multi Family

Year Built

1900

Living Area

6,509 sqft

Lot Size

8,241 sqft

Construction

Basement

No Basement

Parking Spaces

8

Financial

Taxes (2026)

$25,748/yr

Price / Sqft

$557/sqft

MLS #

73478206

Days on Market

112

Price History

Listed

Feb 18, 2026

$3,625,000

Status

May 21, 2026

withdrawn

under_agreement

Status

May 21, 2026

active

withdrawn

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Listing Courtesy Of

Mission Realty Advisors · Compass
(617) 752-6845

MLS #73478206

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated June 10, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

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