This gracious two-family has been off market for 40 years and sits just a half block from leafy Raymond Park, a neighborhood gem where kids love to play, neighbors catch up, and the community gathers for summer movie nights and ever-popular Cambridge Family Microsoccer. This 1897 Victorian offers classical charm and tremendous utility. Each unit includes a living room, formal dining room, eat-in kitchen, and private outdoor space. Unit 1 is a traditional Philly-style 3 bed, 1 bath. Unit 2 is a 4 bed, 2 bath duplex spanning the top two floors—ideal for an owner-occupant or multigenerational setup. Tucked behind the home, a yard with dappled shade offers room to relax, and the large basement boasts tall ceilings. Within blocks, neighborhood delights abound: Hi-Rise Bakery, Formaggio, four playgrounds, two corner markets, the paths around Fresh Pond, and the best pizza in Cambridge. Just 0.5 mi (an easy walk) to Porter Sq, and less than 1 mi to Harvard Sq, Whole Foods, and Trader Joe’s.
| Units | 2 |
| Living area | 3,796 sqft |
| Lot size | 3,667 sqft |
| Year built | 1897 |
| Price / sqft | $646 |
| County | Middlesex |
| MLS # | 73373824 |
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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 3,796 sqft of living area, built in 1897.
At a list price of $2,395,000 across 2 units, that works out to roughly $1,197,500 per unit.
At $2,395,000 for 3,796 sqft, that's about $646 per square foot.
259 Upland Road, Cambridge MA 02140 is in Cambridge, Middlesex County, MA 02140.

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.