13. Alan Wilzig’s Townhouse – New York City, New York

On the Market Since: 2014
Total Area: 6,500 square feet 
Initial Value: $44 million*

If you have ever seen the blockbuster Leonardo DiCaprio movie Wolf of Wall Street, then you know who Alan Wilzig is. Wilzig was the inspiration for DiCaprio’s character in The Wolf of Wall Street. Wilzig is also, in addition to being a businessman and entrepreneur, a semi-professional racecar driver.

Wilzig put his Tribeca townhouse on the market in 2014 for $44 million. The townhouse, which has become far more toned-down and mellow in appearance over the years, had trouble selling. Wilzig had to drop the price down to $18.75 million in October of 2018 in the hopes of hooking a buyer.

He and his siblings purchased the Trust Company of New Jersey back in the late sixties. They built it into a forty-five-branch franchise. Wilzig also, in addition to his real estate holdings, owns more than 100 cars, bikes, and ATVs. His collection includes everything from Toyota Indy cars to 1992 Honda NR750s.