Benjamin Realty lists 54 homes for sale in Wellesley, MA right now, with a median asking price of $2,772,500 (from $675,000 to $8,995,000). By type: 44 single-family homes, 9 condos and 1 multi-family home. The median asking price per square foot is $653. Median prices by size: one-bedrooms $1,102,500, two-bedrooms $1,489,000, three-bedrooms $1,300,000 and four or more bedrooms $3,342,000.