While looking into the roundhouse that used to exist around Kempt Road, I stumbled upon scans of city maps showing services. One of these has the Robie Street Extension pencilled in – which shows us the street layout, and what was lost for this alignment.
Changes to Robie were proposed for years, starting in the 1945 master plan, and eventually ended up as the Robie Street Extension, which was renamed to Massachusetts Avenue in May 2007.
This will probably turn into a more complete post at some point.
You can get the full drawing (PDF) here.
Also Noticed Kempt ran through the current Esso/Tim Hortons site, and Joined Robie infront of the CTV Building.