10 points for guessing the street
This triggered my geoguessr addiction, so I had to put off eating breakfast until I had figured out this was:
Title
Midtown Greenway between Harriet and Grand, Lyn-Lake
I found the exact location but I guess that's as exact as I can specify. The building on the left has bare brick on the older Google street view photo.
I did use some googling though, which I wouldn't if this was actual geoguessr. If not allowed to google, going on just this photo, I would say... uh... somewhere in the city that this community is about?
(My point is that anyone who guessed even just the area did better than I did, if they were able to do so without additional research)