26: 1960 Mercedes-Benz 300SL Roadster
Nowadays expensive and exotic roadsters are all the rage if you have the money to plunk down on one. But back in the ’60s, these cars were still a novelty and the 1960 Mercedes-Benz 300SL Roadster was one of the first. The sleek design was as eye-catching back then as it is now, and partly the reason for the high valuation of the car. Although the looks were absolutely beautiful the performance was not that impressive. For a car of this caliber, you’d expect more to get up and go but that wasn’t the case.

Instead, you had the sleek and comfortable interior and exterior which was the start of the SL roadster line. The 240bhp of the engine wasn’t a horrible amount of power and as time went on the SL line was refined and has evolved. But the hype that surrounded the first generation was more than the car brought to the table.