Jay Leno – Rhode Island, $13.5 Million

Former late-night host Jay Leno remains one of the few celebrities to actually spend most of his time outside of California, New York, or Florida. Though, Rhode Island is not too far away! However, that distance means that the funnyman could pick up a massive, oceanfront property with a lot more history than your average history to boot.
Leno snagged a home built in the ’30s, a 12-bedroom mansion once owned by none other than Verner Zevola Reed Jr., the ambassador to Morocco for President Ronald Regan. The elegant, castle-like home features a walled garden, tennis courts, and a large garage. Sadly for Leno, it can only hold up to 20 of his massive 169 cars and 117 motorcycles collection.