HomeBoston3 Family - 3 Units Up/Down5 Chesterton Street, Boston MA 02119
5 Chesterton Street, Boston MA 02119 — photo 1 of 121 / 12
SOLD · Feb 27, 2026
$930,000   Over asking
Asking $899,000 · +$31,000 (+3.4%)
5 Chesterton Street, Boston MA 02119
3 units · 6 bd · 6 ba · 2,880 sqft · $299,667/unit
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Signal Score pending — we haven't seeded market rents for this ZIP (02119) yet.

About this property

OFFER DEADLINE OF TUESDAY 1/20/26 @ 12:00PM! Perfect three unit building for an astute investor or savvy owner occupant with an unbeatable location next to the South End and the Boston University Medical Campus! Easy to maintain and well cared for brick building - all three units have a desirable two-bedroom, two-bathroom layout with open living and kitchen designs. Unit 1 is vacant and ready for the next occupants. The 2nd and 3rd floor units are tenanted with both leases expiring 6/30/26 @ $1,950 & $2,000 per month. All units have large rear decks, and the top floor deck has wonderful views of downtown Boston. The 3rd floor unit has "loft like" high ceilings and a skylight. Laundry and storage in the basement. Wonderful addition to any real estate portfolio and highly desirable rentals because of the location + apartment layouts.

Property details

Units3
Living area2,880 sqft
Lot size1,462 sqft
Year built1910
Price / sqft$323
CountySuffolk
MLS #73467868

Location

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Questions & answers

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

How many units does 5 Chesterton Street, Boston MA 02119 have?

It is a 3-unit multi-family property with 2,880 sqft of living area, built in 1910.

What is the price per unit?

At a list price of $899,000 across 3 units, that works out to roughly $299,667 per unit.

What is the price per square foot?

At $899,000 for 2,880 sqft, that's about $323 per square foot.

Where is this property located?

5 Chesterton Street, Boston MA 02119 is in Boston, Suffolk County, MA 02119.

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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
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