June 19th:

Wellesley west of Yonge 1975: 2023 (pic by Rascacielo):

Wellesley & St. Nicholas 1972: 2023 (pic by Rascacielo in the 8 Wellesley thread):

NW corner of Wellesley and Sherbourne (only the Victorian wall remains): 1950's: 1970's: 2022:

And then some hospitals just entirely vanish, like Wellesley Hospital (with only the Victorian fencing remaining: 1950's: 1972: 2022:

Yonge and St. Joseph: 1990's: 2016: 2022:

Photos taken at the CIBC branch at197 Yonge (now Massey Tower) in 1964 following a bank robbery. In the Toronto Telegram Archives:

The worst example from the 80's has to be 25 Grenville:

Three other early conversions from the 90's were: 111 Merton: 135 Maitland: 980 Yonge:

The 1889 Romanesque-revival heritage facade on York was actually disassembled and rebuilt in the current location in the mid-1980's. Another view of the corner from 1972:

All good except the awkward top with its 1980's vibe evoking Petro-Canada Centre Calgary, Madison Centre, 5650 Yonge. Unfortunate when sun/shadow studies result in such compromised architecture.

Same at the TGH:

Old City Hall:

I agree 100% with this approach that Exhibition Place and Ontario Place should be looked at holistically particularly in the context of public/private. As the mayoralty candidates line up with their pearl-clutching commitment to public uses for OP, Council was silent on the construction of a...

From the Archives, the Cayuga coming into port:

Very interesting! Can see an example of this on the stretch of St. Clair east of Spadina (pity about the trees for the road widening): 1911: 1914:

Howard Street houses 1913, prior to the construction of Bloor Street east of Sherbourne (as can be seen in the 1910 Goad map):