7. 1969 Shelby GT500 Convertible: $742,500
The final year for the classic Shelby models was 1969, since after that Carroll and Ford parted ways. They built the last examples in 1969. Even though Ford offered Shelby Mustangs for 1970, the truth was those were leftover models with 1970 VIN numbers. They offered the car as a coupe or a convertible. Pristine examples go for over $100,000 these days.
So, why did this 69′ Shelby GT500 convertible sell for an amazing $742,500 in 2008? The original owner of this specific convertible was none other than Mr. Carroll Shelby himself. He ordered the car in 1969. Shelby used the car for a few years. It was even featured in many period shots and ads.
After a string of owners, it ended up as the subject of a five-year restoration process. This transformed it into better than new condition. All of that justified the high price.