5. 1964 Ferrari 275 GTB/C Speciale – $26.4 million

Auctioned in 2014, this Ferrari is one of only three ever crafted. Its design is unparalleled, and its racing history adds to its allure. The 275 GTB/C Speciale is a testament to Ferrari’s dedication to performance and luxury, making it a gem in the automotive world.

4. 1967 Ferrari 275 GTB/4*S NART Spider – $27.5 million

With only ten ever made, this is one of the rarest Ferraris in existence. Its fame isn’t just due to its limited production; its appearance in the Hollywood movie “The Thomas Crown Affair” added to its allure, making it a star both on and off the screen.

3. 1954 Mercedes-Benz W196 – $29.6 million

This isn’t just any car; it’s a piece of racing legend. Driven by the iconic Juan Manuel Fangio, its historical significance in the racing world is unparalleled. When it was auctioned in 2013, its association with Fangio and its storied racing history made it a coveted piece for collectors.