I always thought that this was a semi-detached property until I read the post i found on Urban Toronto talking about the history of 27 Sherbourne Street North. I hope you enjoy the brief history lesson.
Then: 27 Sherbourne Street North. Built 1907 by Sproatt and Rolph (U of T Hart House, Eaton’s College Park) for the Gooderham family. Said family being responsible for a distillery of some repute in Toronto’s early history in an area now known as the Distillery District. Additionally responsible as well for the Gooderham/”Flatiron” building on the triangular parcel of land at Church and Front.
I’m not sure why there are multiple front doors?
Source: Then and Now: 27 Sherbourne Street North | Urban Toronto.