Somehow I love those slab towers up in Thorncliffe.
I love those as well. I'm not sure what it is, exactly. The grid, the proportions; they're just... pleasing.
(edit: I should add my choices, I guess.)
New City Hall - even my hearty dislike of many of its current occupants can't extinguish my love of this building. I just enjoy moving through it and looking at it.
Lord Lansdowne Public School - a Googie public school! Charmingly bonkers.
20 Prince Arthur - just whimsical enough.
The RC Harris Water Filtration plant - the fact that it even exists, given Toronto's legendary parsimony, is so improbable; its beauty is almost a mere bonus.
The TD Centre - austere and elegant.
The Gladstone Hotel - I think they did a lovely job with the reno/restoration.
The pods & Cinesphere at Ontario Place - it is, apparently, possible to feel nostalgia for a future that never happened.
There are many more, but I'll have to think on it a bit.