Exceptional opportunity to own a versatile three-unit property on a quiet, sought-after street in Boston’s South End. 21 Bradford Street offers flexibility for investors looking for value-add opportunities or end-users looking to convert to a stunning single-family residence. As currently configured, the parlor and garden levels feature a spacious 2-bedroom duplex complete with a full bath, two gas fireplaces, and direct access to a large private outdoor patio. The upper floors include two large studios, each with a full bath and sleeping nook (could be converted to a one-bed). All units benefit from excellent natural light throughout. A deeded tandem parking space for two cars at Wilkes Passage is available for purchase in conjunction with this property. Please inquire for additional information. Perfectly situated just moments from Peters Park, top-rated restaurants, and everything the South End has to offer, this property combines location, functionality, and long-term potential.
| Units | 3 |
| Living area | 2,402 sqft |
| Lot size | 1,060 sqft |
| Year built | 1890 |
| Price / sqft | $874 |
| County | Suffolk |
| MLS # | 73501947 |
| Days on market | 39 days |
| Listed on | April 15, 2026 |
| Annual property tax | $24,993 |
| Tax year | 2026 |
| Assessed value | $1,996,600 |
| Zoning | 0105 |
| Gross income (actual) | $113,400/yr |
| Net operating income (actual) | $113,400/yr |
| Total actual rent | $9,450/mo |
| Stories | 4 |
| Total rooms | 8 |
| Lot size | 0.02 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Foundation | Other |
| Roof | Rubber |
| Construction | Brick |
| Flooring | Wood |
| Heating | Baseboard |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range |
| Appliances | Range |
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Listing courtesy of Compass — Miller & Co.. 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 2,402 sqft of living area, built in 1890.
21 Bradford Street, Boston MA 02118 sold after about 107 days on the market (listed April 15, 2026, closed July 31, 2026).
Based on area median rents, the estimated cap rate is about 3.5%, with a Signal Score of 66/100. These are directional estimates, not an appraisal.
At a list price of $2,195,000 across 3 units, that works out to roughly $731,667 per unit.
Annual property taxes are $24,993 (2026), on an assessed value of $1,996,600.
At $2,195,000 for 2,402 sqft, that's about $874 per square foot.
21 Bradford 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.