9: 1964 Porsche 911 – $258,000
Seinfeld obviously has many different variations of this car, but the base 911 is one of his favorites. Like Leno, he enjoys actually driving his cars, and the 1964 Porsche 911 is considered by many to be the pinnacle of driving. The car just screams for you to get behind the wheel, and this is true in many aspects. The straightforward design of the car is comfortable and you can expect to smell vinyl.
The 1964 Porsche 911 had a lot of advantages over other sports cars at the time. With the swooping lines and the easy-to-work-on motor, this was the true car for enthusiasts who wanted to own one.