Market price: $52,238
Discount: 11% More so than most of the other SUVs on this list, the Navigator -- along with GM's ( GM) Cadillac Escalade -- was a dark, tinted symbol of turn-of-the-century excess jacked up on giant rims. As with much of the SUV market, the Navigator's free-spending run rolled downhill in the late 2000s. The nearly 44,000 Navigators sold when the vehicle was introduced in 1998 dwindled to 24,000 just as the financial crisis began in 2007. By last year, Ford ( F) could manage to part with only 8,018 of the beasts. The Navigator's still laden with fun luxury features such as rearview camera, parking assist, HD radio, Microsoft's ( MSFT) SYNC entertainment and communications system and SiriusXM ( SIRI) satellite radio and navigation, but its V8 engine and combined 16.8 miles per gallon fell out of favor with folks who didn't think big financing deals and poor fuel economy were particularly attractive status symbols.