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Top 10 Celebrity Real Estate Sharks

By: Emily Nonko

From stars you might not have known were dedicated flippers to celebs who have started second careers in real estate, here are the top 10 celebrity real estate sharks who aren't messing around.

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Photo: Shane Bevel

Ree Drummond

Ree Drummond, also known as The Pioneer Woman, started her blog about going "from city girl to domestic country wife" back in 2006. With her approachable, folksy demeanor it might come as a surprise that the Drummond family is one of the largest landowners in the entire country. They own a whopping 433,000 acres in Oklahoma—that's more than half the size of Rhode Island. In fact, it makes the Pioneer Woman the country's 23rd largest landowner.

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Photo: Krista Kennell /

Shaquille "Shaq" O'Neal

In 2006, Shaq started the O'Neal Group, a real estate and development company that's taken up projects around the country. His first deal was a $1 billion mega-project called Met Miami. In 2012, he purchased and renovated a movie theater in his hometown of Newark, N.J. Among the $7 million in renos: 300-seat auditoriums called Shaq-DX with 47-foot screens, surround sound and leather seating.

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Photo: Bob D'Amico / ABC

Barbara Corcoran

Barbara Corcoran is a legitimate shark, best known as one of six savvy investors featured on the ABC show Shark Tank. But she actually got her start in real estate, founding the Corcoran Group in the 1970s. By 2001, she sold off the company for $66 million and it's since grown into the largest residential real estate agency in New York. Corcoran left the real estate biz behind to become an investor, consultant, columnist, author and television personality.

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Photo: Kathy Hutchins /

Leonardo DiCaprio

Leonardo DiCaprio may love to buy homes as much as he enjoys churning out feature films. Most recently, the actor scooped up a Tudor in Los Feliz, Calif., from musician Moby. He owns at least six other properties, including two side-by-side apartments in Battery Park, Manhattan, a Hollywood Hills compound, and an entire island near Belize he's developing into a swanky eco-resort. It's a portfolio of high-end properties that would make any wolf of Wall Street proud.

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