259 Upland Rd

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.