And three of his least known houses, the "bootleg houses" at 49th and Kenwood, about 5 blocks from Obama's house.

They were called the bootleg houses because he worked for Louis Sullivans firm at the time, and those were moonlighting/side jobs (which violated company policy and led to his leaving or being kicked out of the firm).
BTW, across the street from Obama's house is KAM Isiah Israel Temple, designed by Sullivans partner Adler; Adler's father was the rabbi at the time. It's a beautiful moorish/romanesque building with a minaret. Unfortunately it wouldn't be easy to wander around it rubbernecking, what with all the secret service and CPD (chgo police) hanging around that corner.