Still struggling to think of something
in the $ 20 K budget, can’t come up with anything yet . And I mean aesthetics only, for handling, feedback, that almost unique “ one with the car “ and “I’m driving the car, not the car driving me” sensations, in combination with looks, I truly believe you’d have to search for used cars starting at no less than $ 75 K.
So for appearance alone, I was going to say an Aston Martin DB7, or a Maserati 3200 GT, but on a quick search for the price points of those, most of what came up was in the $ 40 K + category. It seems in the UK you can find the Maserati for well under $ 20 K ( equivalent ), but not so in the US - they command significantly higher prices here for some reason.
So maybe I’d chose a Jaguar XK, which fits that price range .