964/965…best drivers 911 chassis of all time. 993’s are still too expensive, many crave them as the last of the aircooled’s and as a result they hold a high resale to this day. 997’s, well they’re a new breed of sorted 996’s but they will start floating down in price in the next couple years. I still think the 996+ generation chassis are boats, but they have their creature comforts that make up for it as a routine daily driver car. The newer Turbo’s look good, it’s the widebody thing that does it for me 
Honestly, the absolute best bang for the buck drivers 911 is the 1993 964 RSA single option(limited slip G50).