Jay Leno – $13.5 Million, Rhode Island

Jay Leno started to work in a nightclub as a stand-up comedian. When he moved to Los Angeles, his job involved being the opening act for many entertainers like Tom Jones and Johnny Mathis. Eventually, the American TV personality and comedian hosted The Tonight Show on NBC from 1992 to 2009 and 2010 to 2014. After his first appearance in 1977 on The Tonight Show, he then became a regular on The Marilyn McCoo and Billy Davis Jr. Show. On top of that, Jay has interviewed big media and political personalities, including Barack Obama.

With his successful career, it’s not surprising that the TV host decided to develop his investments further. He ended up purchasing a seaside estate in Rhode Island with a price tag of $13.5 million, where he lives with his partner. The place has a private beach, carriage cottage, six-car garage, infinity pool, and a crescent-shaped mansion. What more can you ask for?