One test I find relevant is to look at blind Street View examples (without looking in the upper left corner, I mean) then try to honestly determine if you could know you're not in the city you're told you are.
Here's two links - click on them and turn around 180 degrees, or even explore the area a bit if you want. I'll say "it's Montreal".
https://www.google.com/maps/@46.8251...7i13312!8i6656
https://www.google.com/maps/@46.3489...7i13312!8i6656
Here's a bonus - an "Existential Covfefe" graffiti I randomly stumbled upon! (Note that the housing behind that Ford cube van is also Montrealish so it's an okay example for my purposes anyway.)
https://www.google.com/maps/@46.8268...7i13312!8i6656