Oprah Winfrey – Contemporary Volkswagen Beetle – $30,000

It’s amazing that one of the most popular and richest women in the entertainment industry drives a thirty-thousand-dollar car. She doesn’t cut any corners when it comes to choosing vehicles that best represent her personality. It’s a huge surprise that with her net worth, and despite the fact that she can buy the most expensive cars in the world, she chooses to drive around in a cheap one instead. However, she seems to have great management skills as she settled for a Volkswagen Beetle with an estimated value of $30,000.

Oprah is a veteran in the talk show industry and it’s refreshing to see her throw it back to the old days with her choice of transportation. This former host — now turned businesswoman — might not spend on cars as much as other celebrities, but she does spend her money on real estate. Back in 2001, she bought a $50 million estate in Montecito, and currently, the property’s value has increased to $90 million.