32. Oprah Winfrey

32. Oprah Winfrey

Oprah Winfrey has her own television network, so of course she has her own private land as well! In her case, it's a big slice of Orcas Island within Washington state, where Winfrey paid just over $8m for 43 acres of land. The island is still technically public, but so much of it belongs to Winfrey that there isn't much point in anyone else visiting it. Her home is palatial, but the 3,000 feet of pure sand and beach might be the best feature here.

Winfrey had the mansion on her island purpose built for her in 2007, but deliberately had it made in an old-style. All the materials are reclaimed or hand-forged, and she even had hardwood floor brought in from the old Sears' Chicago building. Somewhere within its walls is a full-sized library and reading room of the kind that millionaires always have on television, and a bathtub which is molded to the shape of her own body. Now that's luxury!

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Did You Know...

I

Not all celebrities have fame and fortune, some are just famous – and in a ton of debt. They came from rags to riches, then went back to rags. Whether they’ve filed bankruptcy, ended up in court, or just can’t stop spending, celebrities mismanage their money just like everyone else. They just hide it well.

II

50 Cent coined the term “wanksta,” then “partied like it was his birthday” until he filed Chapter 11 bankruptcy in 2015. The rapper was said to be anywhere between $10 million and $50 million in debt. In 2016, a federal bankruptcy court judge in Connecticut approved a plan for the founder of G-Unit to pay his debts back. He was able to get his bankruptcy discharged in February of the following year.

III

Following a 45-year-long career in Hollywood, acting in more than 70 films, actor Gary Busey found himself in more debt than he was worth. In 2012, it was reported that Busey owed between $500,000 and $1 million worth of debt, but only had $50,000 to his name. The 74-year-old actor owed money to hospitals, banks, the L.A. Waterworks District, and even a storage company. He filed Chapter 7 bankruptcy that same year. Despite his longstanding career in Hollywood, Busey's net worth is now only $500,000.

IV

Burt Reynolds is still worth five million dollars, but his battles with debt date back more than 20 years. Between bad investments and a pricey divorce from actress Loni Anderson, the 1970s superstar had to deal with over $10 million in debt and decided to file Chapter 11 bankruptcy in 1996. While testifying in a 1994 custody hearing, the South Florida native said he spent $40 million getting through his divorce.

V

The former Hollywood bad boy, Charlie Sheen owes the IRS nearly $5 million. But that's not all. In 2016, his net worth was reportedly still as high as $150 million, but he was nonetheless $12 million in debt at the time – including mortgages, legal fees, and taxes. That same year, Debt.com reported Sheen owed nearly $300,000 on an American Express card alone.

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