The big question is how much do you want to spend? Also, what are "Must haves" ie-Convertible, manual/auto, etc.
I would probably look at 1992-1996 as they came with the LT-1 engine. Only real isssue with these was the optispark, but that is an easy fix (if not fixed already).
These years have the upgraded engine, sawblade rims, and sleeker nose and rear. Very solid car that can be had for the 'right' price.
If you want an even more specialized vette, you can buy the 1 year only LT-4 engine (manual only) which was 1996. They tend to hold their value better, and have more power!Grrrrrr!
Also, ZR1s, Grand Sport, collector additions are available for a premium.
But , a nice, loaded LT1 vette can be had very reasonably. Add 1-2K more for a convertible.
Good luck and let us know wht you decide on/buy!