1. 1959 Cadillac Eldorado Biarritz
Topping our list is the 1959 Eldorado Biarritz, arguably the most extravagant car of its era. Dripping in chrome, boasting 345 hp and nearly every luxury feature as standard—power outlets, vent windows, cruise control, power antenna, power trunk release, power seats and locks, factory A/C—it set the bar for opulence. New it cost $7,401; in 2011, one sold for $99,000 at auction, proving its timeless appeal.