5: 1970 Chevrolet Chevelle SS – $90,000
The 1970 Chevelle SS was a defining moment for the brand as the car got completely new styling. Some would argue that this is perhaps the most sought-after generation for the Chevelle. There is a lot to love about the Chevelle SS from its performance to the styling (via Work & Money).

The 1970 Chevelle SS is a car that commands a high price tag in the classic car community. But at its core, this version of the Chevelle is not worth these extremely high price tags being asked for it. The Chevelle was a basic muscle car and not something that could be construed as a supercar.