Make: Porsche

Model: 911

Year: 2000

Price: $42,500

Description: The unveiling of the 911 (type 996) in 1997 was a vision of where future Porsche vehicles were heading. Out went the air-cooled engines that had powered all previous iterations, in came a sizeable design overhaul – it’s no surprise that the many were taken aback by the new car’s striking revamp. At the time, it was perhaps the most significant shift in the car looked in the iconic sportscar in its 34-year history.