Subugaru: 1971 Volkswagen Type 1 Beetle EJ20T

You can't really win with a Volkswagen Beetle.  They are terrible and slow in anything near stock guise, and the minute you start to get some horsepower into the chassis you are required (apparently by law in some places) to immediately remove fenders/engine-lid at the minimum, sometimes replacing the entire body with a poorly assembled homage to the CamEro.  However, this next Beetle is different.  Not only does it look vintagey and cool on the outside, but it boasts modern power and even with stock wheels/tires it will be faster than the average minivan.  Find this 1971 Volkswagen Type 1 Beetle with Subaru EJ20T power here on eBay offered for $7,900 buy-it-now or make offer located in Carpentersville, IL.

10k: EJ207 Powered: 2005 Saab 9-2x Aero Wagon

When Saab released the 9-2x wagon based on a Japanese import, it seemed like a gift from the heavens.  You get your funky Scandinavian badge with reliable Japanese powerplant, except that the car was built by Subaru...which means you get a car with plastics that look like they came from a yogurt container factory, and an engine that is powerful, but easily turned into scrap metal with extra boost.  Thankfully, sourcing a new engine isn't too expensive and getting something with more oomph is as easy as overnight parts from Japan.  Find this 2005 Saab 9-2x Aero Wagon with EJ207 power offered here on NASIOC forums for $7,900 if you bring your own wheels or $9,000 with the current rolling stock.