1. Rolls-Royce Silver Ghost 

Years Of Production: 1907
Cost: Approximately $57,000,000
Famous Owners: VW Auto Group
Complex Says: It was made in 1907 to compete in the Scottish Reliability Trials and blew every other car out of the water. It also competed in several rallys and races of the day. Ironically, Rolls-Royce's chief competitor, VW Auto Group's Bentley, now owns this Silver Ghost and has it insured for north of $50 million. Owning this would be a way to flaunt not only your wealth, but also your power and influence, since it doesn't look like Bentley has any interest in giving up the legendary Rolls.