Best: 1996 SAAB 900SE turbo (manual trans)
This was by far the best combination of performance, utility, and economy of any car I've ever driven. It was the car that turned me on to European-style luxury performance. It had some minor mods (sport exhaust, modified wastegate,) which boosted the HP a bit but didn't hurt the fuel economy off-boost. I got rid of it when it had lots of miles and SAAB was going under. I miss it more than any car, truck or motorcycle I ever owned (and I've owned quite a few).
Worst: 2007 Mercedes-Benz C230 Sport
Purchased as certified pre-owned. Not a bad car, but what happened after I traded it in makes it by far the worst, and most expensive. I traded it in (after having it for about 5 years and taking VERY good care of it) to an adjacent state MB dealer who had a specific CPO car I wanted (and still have). It then went through several people's hands and ended up being sold by a wholesaler and then a roadside independent used car dealer in my state. The new owner (who paid WAY too much and never got a PPI ) had problems with it and hired a scumbag lawyer to sue everyone. Long story short, because lawyers are scum and NJ CFA allows almost anyone to sue anybody about anything, everyone involved had to pay legalized extortion money to settle the case at mediation as an alternative to continue to pay $$$$$ to our respective lawyers even though the plaintiff had no case.