36 Pics Show The Inside Of Oprah Winfrey's $90 Million Montecito Mansion

31. Chicago Real Estates

Formerly based in Chicago, Oprah used to have several real estates in the city. In 2018, Oprah sold off her last Chicago property, a 2,250-square-foot Colonial-style house in Elmwood Park, for $375,000. Oprah's other Chicago properties include a duplex in Water Tower Place, which was sold for $4.6 million, and a co-op unit in the Gold Coast, sold for $2.8 million.