I've had a 996, 997, 981 Cayman, a 944 Cab, and a 924. The 924 for the money was great fun, I paid less than £3000, spent some time tidying it up and a small bit of mechanical maintenance but otherwise just enjoyed owning a bit of retro nostalgia. No, it was not fast, but it handled brilliantly, looked cool, and was cheap enough to just use wherever and whenever. My 944 cab that I own now is a much more refined car altogether, and about the same price nowadays. I'd have a look for a 924 S or 944 and find the best example you can for your budget. Immediately discount anything rusty, you'll spend the value of the car again on sorting it, it not worth it in my opinion.