1999 Classic Cars for Sale

1999 is a year that rewards patience in collecting. The cars that were new that year included the Honda S2000, which debuted at Tokyo in October with an F20C inline-four making 240 horsepower from 2.0 liters and a 9,000-rpm redline. That engine specification is not a typo. It was and remains the highest specific output of any naturally aspirated production four-cylinder engine Honda sold in the US, and the car weighed 2,809 pounds. US deliveries started in 2000, so 1999 Honda S2000s are JDM-only examples.

The Porsche 996 was settling into its production rhythm and the Carrera 4 AWD version arrived in 1999, giving buyers more drivetrain options in the water-cooled 911. The GT3 was shown at Geneva this year and would reach markets shortly after. Enthusiasts who had spent 1997 and 1998 being skeptical of the water-cooled transition were starting to engage with the 996 on its own terms, though the IMS bearing issue was quietly accumulating failures that would not be formally diagnosed for several more years.

The Toyota Supra MKIV was still in production and available new in the US through this period. Buying one new in 1999 meant you were close to the end of the original run. The 2JZ-GTE had not changed since launch, and the car's reputation among tuners was fully established by this point. The gap between a stock Supra and a built one was enormous, and the market was beginning to split into people who wanted originals and people who wanted the platform.