It was the former headquarters of Tip Top Tailors Ltd., a Canadian menswear retailer.
Designed by Bishop and Miller architects using Art Deco decoration, the building was completed in 1929 and housed the manufacturing, warehousing, retail and office operations of Tip Top Tailors Ltd., a menswear clothing retailer founded in 1909 by Polish-Jewish immigrant David Dunkelman, father of Ben Dunkelman.
Tip Top Tailors eventually became a part of clothing conglomerate Dylex Limited.
In spring 2002, Dylex sold the property to Context Development, which converted it into condominium lofts.
The front entrance of the building was used for the outside facade of the police department throughout the TV series Monk.