10. Crushed Velour Caddy

Vehicle: 1964 Cadillac DeVille
Auction Link
Notable Features: Well-maintained; stayed in the same family since purchased new in 1964; red and white crushed velour interior; working A/C; power everything
Complex Says: What’s red, white, and has classic fins? You, if you’re rolling in this vintage Caddy. This would definitely be a quick way to turn some heads, and right now, it’s under $2K.