Exceptional opportunity to own one of the best-priced two-family homes in Somerville, offering strong upside and expansion potential. This property features two oversized units with flexible layouts ideal for both investors and owner-occupants looking to build equity over time. Unit 1 spans two levels and includes 3 bedrooms and 2 full bathrooms, providing ample living space. Unit 2 offers a spacious layout with a living room, dining room, kitchen, and one bedroom on the main level, along with two additional bedrooms on the upper floor. A standout feature is the large carriage house/barn, presenting a variety of possibilities for additional income or future use, including potential ADU conversion (buyer to perform due diligence). Off-street parking adds to the property’s overall convenience. Located in the desirable Winter Hill neighborhood, just minutes to Sullivan Square, Assembly Row, and a wide range of restaurants and shops. Easy access to Boston makes this a prime location.
| Units | 2 |
| Living area | 2,857 sqft |
| Lot size | 5,000 sqft |
| Year built | 1890 |
| Price / sqft | $368 |
| County | Middlesex |
| MLS # | 73509082 |
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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 2-unit multi-family property with 2,857 sqft of living area, built in 1890.
At a list price of $995,000 across 2 units, that works out to roughly $497,500 per unit.
At $995,000 for 2,857 sqft, that's about $368 per square foot.
65 Derby St, Somerville MA 02145 is in Somerville, Middlesex County, MA 02145.

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.