1. 1955 Maserati 300 S – $5.27 million
In 1955, Bill Spear and Sherwood Johnston piloted the 300 S to victory in the grueling 12 Hours of Sebring, a race as much about endurance as speed. Sir Stirling Moss praised its exceptional balance—high praise coming from his stature in motorsports at the time. It’s no exaggeration to call the 1955 300 S a true piece of racing history, which is why it fetched nearly $4 million at auction in London, making it the most valuable single Maserati sold at auction to date. Of course, as with the 1956 250 F, it will be fascinating to see how its value evolves over time.