Oprah Winfrey – Montecito, California

One of American history’s greatest talk show hosts, Oprah Winfrey, purchased this 42-acre estate in Montecito, California, in 2001 for $50 million. While she owns dozens of other properties throughout the country, she calls this one her home base and primarily resides here. According to a tax assessment from 2012, it was worth around $90 million.

The place has all the amenities that one can wish for; it even has fruit orchards and a pool. In 2016 Winfrey purchased another 23 acres of adjacent land to make it even bigger. She’s been producing movies and TV series, including “The Hair Tales” in 2022.