Pontiac GTO Judge Convertible – $560,000
In a few short years, the Pontiac GTO Judge dramatically increased in value. The reason behind it is that the Pontiac brand was discontinued in 2010. Now there is a much larger consumer appetite for the classic Pontiac cars from the past. The Pontiac GTO Judge Convertible had a powerful V8 engine that broke records (via Work & Money).

The car also had the signature GTO styling that made the brand a hit. The Judge came with all kinds of modifications from the factory that made it perform like nothing else on the road. When it came to an interesting sports car that took things to the next level, the Pontiac GTO Judge Convertible was it.