Price: £19,867,225 [$26,381,648]
The 1956 Ferrari 290 MM, specifically chassis number 0626, had a very rich racing history through the hands of the legendary James Manuel Fangio, who dominated the first decade of Formula One racing. This car entered the 1956 Mille Miglia with Fangio behind the wheel, starting last against 365 other racers. To make things worse, Fangio was driving solo through Italy's torrential rains, which made the topless car a huge disadvantage. Nevertheless, he finished fourth overall against all odds.
That was just the start of the Ferrari 290 MM's long history, while the car itself benefited from an engine rebuild and regular maintenance before it was sold in 2015.