Discover an exceptional lifestyle opportunity at 40 Woolson St, Boston, MA. This 4092 sq ft multi-family residence, built in 1905, presents an inviting home ready for immediate enjoyment, offering a blend of classic charm and modern convenience. With six well-proportioned bedrooms, this property provides ample private space, accommodating various living arrangements with ease and comfort. Three full bathrooms are thoughtfully integrated throughout the home, ensuring convenience and privacy for all residents. The property extends three distinct stories, creating a sense of spaciousness and separation between living areas. Beyond the main living areas, a functional basement offers additional storage or potential for future customization, while a private yard provides an exclusive outdoor retreat for relaxation or entertaining. This meticulously maintained property offers a unique chance to embrace Boston living; inquire today to schedule your private viewing. Unit one has a additional room being used as bedroom. Take a look and use your creativity. Property close to major transportation stations, Orange, Red and Commuter Rail Lines along with free bus service in Blue Hill Ave from Mattapan station to Ruggles.
| Units | 3 |
| Living area | 4,092 sqft |
| Lot size | 3,444 sqft |
| Year built | 1905 |
| Price / sqft | $305 |
| County | Suffolk |
| MLS # | 73572483 |
| Days on market | 0 days |
| Listed on | September 6, 2026 |
| Annual property tax | $8,897 |
| Tax year | 2025 |
| Assessed value | $768,300 |
| Zoning | R3 |
| Gross income (actual) | $48,600/yr |
| Net operating income (actual) | $48,600/yr |
| Total actual rent | $4,050/mo |
| Stories | 3 |
| Total rooms | 15 |
| Lot size | 0.08 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Basement | Full |
| Foundation | Stone |
| Construction | Frame |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range |
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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 4,092 sqft of living area, built in 1905.
40 Woolson St, Boston MA 02126 has been listed for 0 days (since September 6, 2026).
At a list price of $1,250,000 across 3 units, that works out to roughly $416,667 per unit.
Annual property taxes are $8,897 (2025), on an assessed value of $768,300.
At $1,250,000 for 4,092 sqft, that's about $305 per square foot.
40 Woolson St, Boston MA 02126 is in Boston, Suffolk County, MA 02126.

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.