20: 1949 Porsche 356 – $700,000
This is one of the most expensive vehicles in Seinfeld’s collection, and Jay Leno is also in agreeance. The 1949 Porsche 356 owned by Seinfeld is only the 40th car built in the original factory, and that makes it extremely rare. The overall shape of the car will look very familiar, as Porsche has maintained this shape throughout the existence of the brand. The Porsche 356 doesn’t drive like anything else on the road, and Seinfeld kept his all-original.

Very few of these cars are kept in original condition, but Seinfeld is one of the few people who believe in doing this. The value of his Porsche 356 is astronomical, and the condition of the car is quite impressive for its overall age.