1956 Ferrari 290 MM – $29,649,000 – RM Sotheby’s
This beauty was sold in an RM Sotheby auction in 2018. It’s one of the most prestigious Ferraris and was designed for Formula 1 legend Juan Manual Fangio. However, it has been driven by some other popular names as well including Peter Collins, Phil Hill, Castelloti, Eugenio, Olivier Gendebien, and Wolfgang von Trips.