415 Cumberland Avenue once served as one of the city's two post offices. Portland Public Market, in West Bayside, formerly occupied the building at the northeastern corner of Cumberland Avenue and Preble Street. Maria's Ristorante was in business at 337 Cumberland Avenue between 1960 and 2019, when it moved to
Outer Congress Street. DiPietro's Italian Sandwiches operated between 1944 and 2013 at 171 Cumberland Avenue. The former Preble Chapel, at 331 Cumberland Avenue (the intersection with Preble Avenue), was built in 1851. It was designed by John Kirby. Cumberland Avenue Garage, at 122 Cumberland Avenue, near its intersection with Washington Avenue, was established in 1983. == Public transportation ==