Billy Connolly

As a retired stand-up comedian, Sir William Connolly or Billy Connolly can certainly look back to fun times in the past. He was known for his improvised observational comedy and is among the best comedians of all time. Did you know, though, that he was a welder at one point? He also appeared in various films, including The Hobbit: The Battle of the Five Armies, The  Last Samurai, and Mrs. Brown.  He retired in 2018, but his legacy lives on.

At some point in his life, he owned a baronial home in Aberdeenshire, Scotland, which he and his wife Pamela Stephenson bought in 1998. He sold the 12-bedroom property for LBP 2.75 million (approximately $3.73 million). The comedian also has a house in Key West, Florida, worth $3.2 million and is reportedly rented out as of the moment. The five-bathroom and bedroom house looks impressive and most likely features a reliable home security system, too. He also had gotten spotted strolling outside of this Key West home.