Dave Chappelle— $28 Million, Yellow Springs, OH

Dave Chappelle’s career began when he was studying high school at Duke Ellington School of the Arts. By the time he was 14, people could already tell that he was born to be a star because he had delivered stellar performances in various nightclubs as a stand-up comedian. In 1993, he debuted in the famous Robin Hood: Men in Tights, which give him a breakthrough in his life.

As he already started earning a significant degree by the early 2000s, Chappelle bought a simple house in Yellow Springs, Ohio, where he spent the summer with his father when he was a child. Chappelle’s decision to do so was made before the third season of Chappelle’s Show was about to air. The comedic performer publicly stated that he actually left the $50 million deal with Comedy Central to move Yellow Springs. This 3,154-square-foot, 3-bedroom, 3.5-bathroom house sits on 39 acres of beautiful farmland and includes a private entrance with a door. We’re sure that purchasing and providing materials for amenities were no big deal with Chappelle’s million-dollar net worth!