Curtis Strange, 63 – $4.68M
Professional golfer Curtis Strange was the back-to-back U.S. Open champion back in 1988 and 1989. A fun fact about Strange is that he is actually left-handed but he would play golf like a righty. Strange knows how to use his earnings wisely and one of his best decisions ever was to purchase a beautiful five-bedroom mansion in Naples, Florida. The mansion has a spacious living room that connects to the kitchen and great room. It also sits on a canal lot which has its very own dock. Strange reportedly purchased the large estate but rarely has guests over as he prefers to stay all by himself.