No stranger to real estate investment and development, Academy Award-winning actor Michael Douglas began his real estate sideline at age 21. With the first money he ever made, working on one of his father’s films in 1966, he bought 70 acres of raw land in Vermont - which he still owns. Unlike many celebrity house flippers, Douglas holds on to his properties for decades. Now at the age of 74, Douglas and Academy Award-winning wife, Catherine Zeta-Jones, have been spending their time between their homes in New York and Bermuda and rarely have the opportunity to visit their Mediterranean estate, S’Estaca, on the Spanish island of Majorca, which Douglas has owned for 30 years. It is listed at $32.7 million.