Awesome tour! I actually recognize a lot of these shots as I used to work in the east end.
And although the houses may look trashy, these neighbourhoods have some of the best/closest neighbours (friendship wise) in the entire city. Everyone always talks about east-end charm! Hell... they'll even rent out their front lawn for $5 if you want to park on it for a Ti-Cat game! Some let u park for free!!
Unless I'm mistaken, I'm pretty sure these were built to house athletes for the first ever British Empire Games (now Commonwealth Games) held here in Hamilton!

side note: the guy w/ the tubing is NOT one of those athletes! hahaha