Brad Pitt: ~ $55 million, Long Island
This 41-acre property was only rented out by the Jolie-Pitt family, before Brad and Angie’s marriage ended up in divorce. The acting duo had this palatial 20,000 sq. ft., house which has a long list of features and amenities. From 2 guest houses and a waterfront cabana to a spa and fallout shelter, it’s got everything! The interiors are done in Tudor style, adding a dash of royalty to the place. The property was last listed on the market for about $55 million.