This home was originally designed in 1883 by a famous Chicago architect, A.M.F. Colton. Not to be too dramatic, but you'd be living in an actual piece of Chicago history. It was also awarded the Gold Coast House Beautiful Award in 2015, in case you needed another (not-quite-grammatically-correct) reason to seal the deal on this baby.
1432 N. State St.: $9,499,000
Agent: Jennifer Ames of Coldwell Banker Brokerage, (312) 440-7525
Listed on 4/27/16