First opened in 1925, this crenelated structure was designed by architect Jens J. Jensen -- not to be confused with the renowned landscape architect Jens Jensen. With multiple towers and impressively kept grounds, the sprawling brick building looks much more like a castle than an apartment complex. Originally there was a pond, which resembled something of a moat, out front that was home to a couple of swans. Still remaining today is a charming European-style indoor pool, one of Chicago's best held secrets.

Behind the Scenes Access: Take a peek at this private pool with a fountain, decorated walls, and a unique tent-like ceiling.

Hours: Saturday and Sunday 9am-5pm

Architect(s): Jens J. Jensen

Year: 1925