Shelby Cobra 289 – $1.6 million
The Shelby Cobra 289 was one of the rarest versions of the popular Shelby Cobra Roadster. The most recent sale of a Shelby Cobra 289 was for over $1.6 Million at the auction. Part of the reason that the car was so rare was that it had a limited production run. Carroll Shelby had a hand in every Cobra 289 built and put into production (via Work & Money).

The Shelby Cobra 289 was by far one of the rarest and most highly sought-after Cobra examples. There are many on the market, but the 289 is unlike anything else. The attention to detail that went into the car, and the sheer performance that the roadster has, will leave a smile on your face every time.