Vince Vaughn's Rental Real Estate Portfolio Has Allowed Him To Weather Hollywood. Here's How He Invested His Money

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If anyone appears to have ridden the highs and lows of Hollywood, emerging relatively unscathed, it’s Vince Vaughn. Part of the comedy Frat Pack and the star of classic movies such as "Wedding Crashers" and "Old School," Vaughn was box office gold for a decade during the late 90s and early 2000s. Despite the inevitable career downturn, Vaughn has returned in recent years with new movies, TV shows, a cheery equanimity, a successful 15-year marriage and two teenage kids. He credits his real estate investments for his smooth ride in a notoriously turbulent arena.

“I got involved in property young. I was fortunate to make money at my profession and I didn’t want to lose it,” he told business coach JT Foxx. “There were so many actors I knew who were intimidated. I thought I wanted tangible assets. First, I bought some gold. There’s no passive income off it, so I started to buy some small buildings that I could rent out. I knew the buildings would go up in price and I’d have some money coming in passively from it.”

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Real Estate Is In The Family

Vaughn explained that he invested deeply in the Florida real estate market, which helped boost his cash flow and equity. After 30 years in Hollywood, according to Celebrity Net Worth, Vince Vaughn is worth $75 million. It turns out real estate is in the Vaughn blood. His mother, Sharon, was a stockbroker and real estate agent who, according to “Bloomberg Wealth Manager,” was once ranked as one of the top money managers in America. According to People, Vaughn’s wife, Kayla Weber, was a residential real estate agent in Canada before meeting the actor. 

An Active Buyer and Seller

Between his wife and mother, Vaughn has plenty of sound advice to call on when making his real estate investments. In addition to owning rental properties, the actor, whose Bad Monkey series has just been renewed for a second season with Apple TV, was also highly active in buying and selling luxury Californian real estate. Here are some of his high-priced deals:

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  • In 2006, he bought a 12,000-square-foot Chicago penthouse from Playboy chief Hugh Hefner. He later split the properties, selling the 35th floor for $4.1 million and the 36th and 37th floors for $8.5 million. The town house was listed for rent at $9,500/month before the sale, according to Today.
  • In 2013, Vaughn paid $3.925 million for a 5,563-square-foot home in La Cañada Flintridge, California, selling it to DreamWorks Studios CEO Michael Wright for $4.8 million in 2013.
  • In 2014, Vaughn purchased a 7,300-square-foot Manhattan Beach home for $6.5 million.

A Slew Of New Projects

Look for Vaughn to invest his considerable future earnings in real estate. He has a slew of projects lined up. The second season of Bad Monkey is being shot, which Vaughn is also executive producing. The highly anticipated Dodgeball 2 is also due for release in 2025, nearly two decades after the first. Other Vaughn projects in the pipeline include Male Doula, The Insane Laws, The Risk Agent, Nonnas and Broke – which Vaughn, thankfully, is not.

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