MICHAEL JORDAN – $14.9 MILLION, CHICAGO

The property was listed for sale in 2012 and has dropped in price in the years since. The numbers might be a bit large for the average buyer, but for those with pockets deep enough, the property is certainly worth the investment money. Michael Jordan built this home from scratch—ensuring that every detail suits his personal taste.

It is pretty clear the moment you approach its imposing gates, with the large number 23 displayed front and center. As you might expect from the baller, the property comes with its own indoor basketball court, a luxurious man cave, and a gym.