This is a one of a kind house, currently owned by legendary Dale Earnhardt Jr. The property is in the heart of Old Town and is steeped in a rich and mysterious history, complete with a secret hidden hatch door to observe people in the parlor. This five-bedroom, three and a half bathroom home was built in 1863 during the Civil War era, and it retains most of its original architecture that was lovingly maintained. It has one of the deepest and largest pools in Key West, reportedly being about 13 to 14 feet deep. A gate from the second-floor porch opens allowing daring (or crazy) individuals to jump off the second floor into the pool. The Kitchen was artfully designed by Earnhardt to resemble the inside of a pirate ship including a large ship's wheel at the end of the bar.

Dale Earnhardt Jr.

Famous owners