18: 2005 Chevrolet Silverado SS – $32,500
In the 2000s, General Motors released many interesting sports cars, and one that caught the attention of consumers was the Silverado SS. The truck had some unique features like an AWD design and a Whipple supercharger. This truck was a monster on the track and the street (via Work & Money).
But aside from the excellent power plant, this was just your run-of-the-mill Chevy truck. Its build quality was questionable, like most GM trucks from this era. Plastic interior pieces would fall off after time, and there were many electrical issues. The 2005 Silverado SS has exploded in value recently but it just isn’t worth the high price tag.