Sure, people buy cars for millions at Scottsdale's Barrett-Jackson auction. But others score cheap deals on cars for $2,200.
Sort of a precursor to today's Jeep Compass, the Jeepster was Jeep's attempt to appeal to the on-road crowd. There wasn't even a four-wheel drive version. Despite being kind of a flop in its day, (this was before driving off-road vehicles on city streets became cool,) the Jeepster now has a pretty significant cult following.