Shelby GT 500 – $742,500
The original Shelby GT 500 was also an impressive car that got the Mustang labeled a supercar. The performance of the Shelby GT 500 was among the fastest in the Mustang during the second generation. Carroll Shelby was instrumental in the design of the car and every aspect of what made it perform as it did. The Shelby GT 500 did everything right and challenged the status quo of the muscle car segment (via Work & Money).

The Shelby GT 500 is also among the most expensive and most highly sought-after Mustang models on the road. There weren’t a lot of them made at all and the few that are on the market have been restored. The Shelby GT 500 is one of the few Mustang models that continues to increase in value every year.