Complex sentence: Caleb, restless and tortured by guilt about his very human failings, becomes a bit of a recluse and during the course of his many nighttime wanderings around town, discovers that his mother is alive and the head of a brothel.
Split into simpler sentences: Caleb, restless and tortured by guilt about his very human failings, shuns everyone around him and takes to wandering around town late at night. During one of these ramblings, he discovers that his mother is alive and the head of a brothel.