A True Generational Property — Welcome to 29 Wellington Street! Offered for the first time in decades, this gorgeous 20-unit classic red brick building sits nestled in Boston’s coveted South End neighborhood. On a corner lot adjacent to the Southwest Corridor, this property has all the quintessential Boston feels — city views, tree-lined street, and easy access to public transit. Building features 58 bedrooms and 20 bathrooms. Currently 95% occupied with strong monthly cash flow. Transit Score: 100/100. Reach out for operating financials and additional information.
| Units | 20 |
| Living area | 18,475 sqft |
| Lot size | 5,923 sqft |
| Year built | 1899 |
| Price / sqft | $839 |
| County | Suffolk |
| MLS # | 73584019 |
| Days on market | 0 days |
| Listed on | September 29, 2026 |
| Annual property tax | $106,355 |
| Tax year | 2026 |
| Assessed value | $8,576,600 |
| Zoning | RES |
| Total actual rent | $0/mo |
| Stories | 5 |
| Total rooms | 99 |
| Lot size | 0.14 acres |
| Garage spaces | 0 |
| Parking spaces | 2 |
| Parking | Off Street |
| Foundation | Stone |
| Roof | Rubber |
| Construction | Brick |
| Sewer | Public Sewer |
| Water | Public |
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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 20-unit multi-family property with 18,475 sqft of living area, built in 1899.
29 Wellington Street, Boston MA 02118 has been listed for 0 days (since September 29, 2026).
At a list price of $15,500,000 across 20 units, that works out to roughly $775,000 per unit.
Annual property taxes are $106,355 (2026), on an assessed value of $8,576,600.
At $15,500,000 for 18,475 sqft, that's about $839 per square foot.
2 total parking spaces (off street).
29 Wellington Street, Boston MA 02118 is in Boston, Suffolk County, MA 02118.

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.