Brad Pitt – Long Island, $55 Million

Brad Pitt and his former wife, Angelina Jolie, are certified Hollywood blue-bloods. Good thing the pair was able to nab this sprawling palatial estate in Long Island, New York. The property did not come cheap, though. Brad and Angie had to shell out some serious investment money to get the full royal experience in this $55 million mansion nicknamed Sassafras.

The 20,000 square feet palace-like mansion is built on a 47-acre lot and features a 48-ft cathedral ceiling built above the mansion’s entryway, formal dining and study areas, a great hall, and an enclosed outdoor veranda. There are also two additional guest houses, a tennis court, an outdoor kitchen, a beach cabana, a swimming pool, and an outdoor kitchen. Talking about living like royalty, the estate is about an hour’s drive from New York City and takes off from either of the two helipads in 15 minutes.