Just posted this in the Exchange thread but I'll post it here too so things don't get too off topic.
https://www.flickr.com/photos/manitobamaps/2340939496
Things:
South Osborne used to be called Pembina
Street!?
Henderson Highway was Bird's Road.
Check out how Sargent just kind of dissolves. Weird stuff in the West End
Look at that diamond at Kenaston and Grant.
No Osborne or Memorial north of the old legistlative grounds. The UofM is there instead.
Lilac used to have a streetcar for a stretch, which explains why it's kind of dense and has some commercial spaces.