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!
| Units | 3 |
| Living area | 3,724 sqft |
| Lot size | 1,659 sqft |
| Year built | 1860 |
| Price / sqft | $626 |
| County | Suffolk |
| MLS # | 73362444 |
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 3-unit multi-family property with 3,724 sqft of living area, built in 1860.
At a list price of $2,400,000 across 3 units, that works out to roughly $800,000 per unit.
At $2,400,000 for 3,724 sqft, that's about $626 per square foot.
43 Chestnut Street, Boston MA 02129 is in Boston, Suffolk County, MA 02129.

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.