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by bell-cot 1494 days ago
Admitting that I don't know Chicago's market nor neighborhoods from boo -

Do NOT stretch yourself financially.

Avoid any financing with a rate which can adjust upward.

Assume that a financial storm will be Bad News for the neighborhoods and the City - so be careful about both the area around your new house, and any maintenance-requiring infrastructure that that area is dependent upon. (Especially when "yet another storm with once-in-500-year rainfall" hits.)