Porsche Boxster (986)
Prices for air-cooled 911s have gone totally stratospheric, but the first Boxster is still incredibly affordable. Sure, it's not Porsche's prettiest car, and there were some quality issues early on, but it's got a fantastic chassis and enough power to exploit it. It's possible to find a good one for under $10,000, which seems like a steal. , but we can forgive it considering the $5000 price tag.