4: 1957 Chevrolet Corvette
The Corvette is by far one of the most iconic sports cars of all time. If there is one brand that GM can always return to, it’s Corvette. Leno purchased this car from the original owner who had ordered the car brand new when he was a G.I. in the Army. The styling of the 1957 Chevrolet Corvette was in line with the GM dream cars of the same era (via GM Authority).

The performance was top of the line, as this was the first year the brand was serious about racing. The four-speed transmission was a brand new option for the Corvette. The only car that could compete with the Corvette was the Cobra, which came later on. Leno has managed to keep his 1957 Chevrolet Corvette in pristine condition.