It's not as terrible as you make it sound. Starting from Wellesley the retained stone wall and iron fencing from the hospital are attractive, and the trees in bloom are quite pretty. The City rec centre is a bit austere, but is hardly offensive. That park with the gravel isnt to my taste, but it's pleasant in the summer. Lourdes has their little grotto and some interesting architecture. They actually removed the bridge opposite Lourdes and greatly opened up that area. The Freshco presents a much nicer face than the former No Frills, and that entirely redone retail frontage seems to be doing OK. There's greenspace on either side of the Shoppers, currently being revitalized. James Cooper has an attractive greenspace fronting Sherbourne. Selby is at least interesting to look at.
I'm not saying it's a great experience for anyone to seek out, but it's hardly the worst the city has to offer