HomeBoston3 Family - 3 Units Up/Down43 Chestnut Street, Boston MA 02129
43 Chestnut Street, Boston MA 02129 — photo 1 of 121 / 12
SOLD · Sep 3, 2025
$2,330,000   Under asking
Asking $2,400,000 · $-70,000 (-2.9%)
43 Chestnut Street, Boston MA 02129
3 units · 3 bd · 4 ba · 3,724 sqft · $800,000/unit
📊 Analyze this deal

INVESTMENT SNAPSHOT

Signal Score pending — we haven't seeded market rents for this ZIP (02129) yet.

About this property

Majestic brick three-family property located on sought-after and tree-lined Chestnut Street, just off Monument Square! The building gets amazing east-to-west sunshine across the facade and rear outdoor spaces! Grand first floor duplex 1 BR, 1.5 BA with amazing front-to-back open living/dining space and enormous bedroom! Magnificent, intricate, and irreplaceable period details intact! Giant eat-in kitchen leads directly out to a wonderful landscaped courtyard! There's potential to expand this into a much larger multi-bedroom home. Second floor 1 BR, 1 BA boasts a bay window and a spacious private deck across the width of the entire building! Third floor 1 BR, 1 BA is bright & airy! There are 4 decorative fireplaces! This remarkable property truly has endless possibilities. It could be added to a solid investment portfolio, become an owner-occupied multi-family dwelling, or offer a rare opportunity to create a breathtaking single-family home! Over 3700SF! A rare offering in AAA location!

Property details

Units3
Living area3,724 sqft
Lot size1,659 sqft
Year built1860
Price / sqft$626
CountySuffolk
MLS #73362444

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 43 Chestnut Street, Boston MA 02129 have?

It is a 3-unit multi-family property with 3,724 sqft of living area, built in 1860.

What is the price per unit?

At a list price of $2,400,000 across 3 units, that works out to roughly $800,000 per unit.

What is the price per square foot?

At $2,400,000 for 3,724 sqft, that's about $626 per square foot.

Where is this property located?

43 Chestnut Street, Boston MA 02129 is in Boston, Suffolk County, MA 02129.

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