Toronto's 3D is from 2021, so fairly recent.
Hamilton's 3D is from 2018, so it's missing quite a bit. if you turn off 3D buildings on Google Earth however, it uses October 2022 imagery which is basically as new as it gets. The October 2022 imagery covers the entire GTHA too, so you can get a pretty up-to-date view of the entire region.
In terms of Streetview, Google updated my residential street last summer for the first time since 2014, so that was exciting. they have pretty extensive 2022 coverage in Hamilton and many parts of the GTA, but for some reason didn't really do any new streetview imagery in Toronto.
Streetview is typically more reliably updated, with most main streets being done at least every 2 years and often every year.
2018 3D:
2022: