14: 2000 Ford F-150 Lightning – $50,000
The 2000s F-150 Lightning was a more modern rendition of the first-generation truck, but the basic formula was still there. But for the price at the time, you couldn’t beat the excellent performance that this truck was pushing out. Nowadays, the second generation Lightning has also ballooned in price to ridiculous amounts (via Work & Money).
At its core, this is just a single cab F-150 with a supercharger; there is nothing remarkably special here. You can build a clone F-150 Lightning for a lot less, and the average person will never tell the difference. The truck was a great one, but it definitely isn’t worth its ridiculously high price tag today.