HomeBoston3 Family - 3 Units Up/Down285 Chestnut Ave, Boston MA 02130
285 Chestnut Ave, Boston MA 02130 — photo 1 of 121 / 12
SOLD · May 21, 2026
$1,715,000   Over asking
Asking $1,525,000 · +$190,000 (+12.5%)
285 Chestnut Ave, Boston MA 02130
3 units · 10 bd · 3 ba · 5,013 sqft · $508,333/unit
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INVESTMENT SNAPSHOT

Signal Score pending — we haven't seeded market rents for this ZIP (02130) yet.

About this property

Prime location Investment Opportunity in JP! This spacious 3-family residence offers a turnkey opportunity with a strong 45-year ownership history, generating $10,600 in monthly rent (Net Income: $97,514/yr). Building features 3 units with 3-5 beds each, 1 full bath, spacious layouts with a de-leaded first floor (4 years ago) and upper units updated within the last decade. Key amenities include in-unit laundry for the upper floors, 3 driveway parking spots, and rear decks. Residents will enjoy the large backyard and garden space in one of Boston’s most vibrant neighborhoods, ideally situated just a short walk from the Orange Line at Green Street and the community events on Lamartine St. The property boasts an exceptional location just minutes from Jamaica Pond and the bustling shops and restaurants along Centre Street. All units rented till Aug 31 2026. Sold AS-IS. Opportunity for owner renovations to increase future rental income. Any offers reviewed Wed 4/15/26 Noontime, make good 24

Property details

Units3
Living area5,013 sqft
Lot size6,160 sqft
Year built1905
Price / sqft$342
CountySuffolk
MLS #73499505

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 285 Chestnut Ave, Boston MA 02130 have?

It is a 3-unit multi-family property with 5,013 sqft of living area, built in 1905.

What is the price per unit?

At a list price of $1,525,000 across 3 units, that works out to roughly $508,333 per unit.

What is the price per square foot?

At $1,525,000 for 5,013 sqft, that's about $342 per square foot.

Where is this property located?

285 Chestnut Ave, Boston MA 02130 is in Boston, Suffolk County, MA 02130.

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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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