When his song "Ice Ice Baby" was hot, the singer, whose given name is Robert Van Winkle, said he bought a mountain cabin in Utah, a mansion in Miami and the house next door to Michael J. Fox in Los Angeles.
Years later, he sold the properties and made a huge profit. He's been investing ever since.
He's even put together a website to share his real estate secrets, www.vanillaicerealestate.com.