Shoes - two pairs of BNIB EG Chelseas, for which I paid about $325 a pair (or so) - definitely under $400. Budget was tight for a month or so afterwards, but oh, so worth it. I wore a pair yesterday.
Other (SF-approved) "good" shoes would be my C&J Canterbury brogues, and my PS spectators. I paid about $200 for each (PS specs were seconds).
Everything else (AEs, etc) I have cost me $150 or less.