The properties at 414, 418 and 420 College Street have design value as a late 19th century commercial row with detailing from the popular architectural styles of the Victorian era, which complements the adjoining commercial building at 412 College (1904), which anchors the northwest corner of Lippincott Street and is listed on the City of Toronto’s Heritage Register.
Contextually, the properties at 414, 418 and 420 College Street are valued for their roles in defining, supporting and maintaining the historical character of College Street west of Spadina Avenue, which retains its character as a “Main Street” identified primarily by its late 19th century commercial buildings that set the standard for the scale and setbacks along the thoroughfare.
The buildings at 414, 418 and 420 College Street are historically, visually and physically linked to their setting in the block between Lippincott and Bathurst streets where other late 19th and early 20th century commercial buildings share their scale and setback.  They are adjoined on the east by the R. E. Crane Drugstore (1905) at 412 College Street and on the west by the group of commercial buildings (1888) at 422-426 College Street, all of which are listed on the City of Toronto's Heritage Register.