I also think on a grander level that people really should live in cities and farms/rural areas. Suburban sprawl is not a positive IMO.
Schools often blow in the cities and a lot of rural areas..if you want that, you will have an even dumber society.
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Crime is also worse in the cities, so I see no reason to want to be in the middle of that, especially when you are trying to or are raising a family.
I do regret not living in the city for a little bit when I was a lot younger...to be able to go to a different bar all the time, be a regular, etc...way better in the city than most places in the burbs...I totally agree with that.
My friends lived in that Patterson Park area...they had a young kid. Nice row house...crime everywhere, drugs everywhere(more openly than in the Burbs), etc...they couldn't get out fast enough once they had a family.
In your case or if you are single, I can see how city life makes a lot of sense and is fun...but as you get older, have a family, etc...I see zero appeal to it.