Whether you're a first-time homebuyer with a vision to build equity, or a developer looking to expand your portfolio, this versatile home offers immediate livability alongside exceptional value-add potential. Move right in while updating at your own pace, or tap into the home’s layout flexibility to explore single- or multi-family possibilities. The basement features high ceilings, its own private entrance, and a mid-renovation setup—including two additional rooms and a partially finished bathroom—ready for you to complete and unlock significant extra living space or rental potential. Ideally situated close to schools, public transit, local beaches, and everything Savin Hill has to offer. Bring your ideas and capitalize on a rare blend of location, history, and upside potential!
| Units | 2 |
| Living area | 3,204 sqft |
| Lot size | 4,356 sqft |
| Year built | 1928 |
| Price / sqft | $343 |
| County | Suffolk |
| MLS # | 73583097 |
| Days on market | 11 days |
| Listed on | September 27, 2026 |
| Annual property tax | $12,264 |
| Tax year | 2026 |
| Assessed value | $989,000 |
| Zoning | 2F-5000 |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 12 |
| Lot size | 0.1 acres |
| Garage spaces | 0 |
| Parking spaces | 2 |
| Basement | Full, Partially Finished, Walk-Out Access |
| Foundation | Block, Stone |
| Roof | Shingle |
| Construction | Frame, Stone |
| Sewer | Public Sewer |
| Water | Public |
More about investing in Boston →
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 2-unit multi-family property with 3,204 sqft of living area, built in 1928.
66 Pleasant Street, Boston MA 02125 has been listed for 11 days (since September 27, 2026).
At a list price of $1,100,000 across 2 units, that works out to roughly $550,000 per unit.
Annual property taxes are $12,264 (2026), on an assessed value of $989,000.
At $1,100,000 for 3,204 sqft, that's about $343 per square foot.
2 total parking spaces.
66 Pleasant Street, Boston MA 02125 is in Boston, Suffolk County, MA 02125.

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.