I have never regretted buying any of my cars so for worst I will have to go with cheapest. $500 1967 Pontiac Catalina 2+2 428 c.i. 376 H.P. this is 1 of the best engines Pontiac ever made & I bought it to put the engine in my Firebird, the body was just a convenient way to drive the engine 100 miles to my house. This car turned out to be fun to drive since it was faster than most new cars when I owned it in the mid 80's. It had a huge speaker grille in the middle of the rear seats, the speaker was missing so when I burned rubber the smoke would come thru the grille & choke everyone in the back seat. It had the optional 8-lug wheels with integral aluminum brake drums, & all the drums were worn way beyond minimum thickness to varying degrees, so when I had to brake hard each wheel would lockup at different times. I liked the car since the huge trunk was great for hauling engine parts but my wife wouldn't be caught dead in it, so I sold it for $700.
Oh yeah, best car: 2000 Boxster S + 3.6
