HomeBoston5-9 Family27 Dudley St, Boston MA 02119
27 Dudley St, Boston MA 02119 — photo 1 of 121 / 12
SOLD · Jul 9, 2026
$3,450,000   Under asking
Asking $3,625,000 · $-175,000 (-4.8%)
27 Dudley St, Boston MA 02119
7 units · 14 bd · 11 ba · 6,509 sqft · $517,857/unit
📊 Analyze this deal

INVESTMENT SNAPSHOT

Signal Score pending — we haven't seeded market rents for this ZIP (02119) yet.

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

Units7
Living area6,509 sqft
Lot size8,241 sqft
Year built1900
Price / sqft$530
CountySuffolk
MLS #73478206

Location

More about investing in Boston

Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.

Interested in this one?

By submitting you agree to be contacted about your home search. No spam.

Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 27 Dudley St, Boston MA 02119 have?

It is a 7-unit multi-family property with 6,509 sqft of living area, built in 1900.

What is the price per unit?

At a list price of $3,625,000 across 7 units, that works out to roughly $517,857 per unit.

What is the price per square foot?

At $3,625,000 for 6,509 sqft, that's about $530 per square foot.

Where is this property located?

27 Dudley St, Boston MA 02119 is in Boston, Suffolk County, MA 02119.

Similar multi-families

Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
Signal Real EstateLinkedInZillowFacebook