Near North Shore Chicago is the closest you get to Bay Area+Manhattan living without the real estate sticker price. Last I heard, they have worse State income taxes.
Imagine it as a co-op with minimal appreciation but high quality of living paid thru assessments.
But honestly, this is rich people problems. I am out of my depth. Rogers Park has no business being cheap. I felt this way even before the real estate boom.
Well, most of the people I know nowadays are from the rough streets of Palatine and Bartlett. Some homies in the Southside, too. Lemont, IL. Home of the Western Open I think...rough.
Norwood Park is still part of the city, right?