I'm sure it is a fine bike (I owned a 99 for a few years), but it has been incrementally updated, both chassis and engine, over the years, so don't expect that your $1K bike is going to be the remotely the same as a new $8K one.
I liked my 99 for the most part, but the suspension was pretty harsh and the motor was not the smoothest. I also had to really fiddle around to get the jetting reasonable - it was filthy rich across the board stock. I seemed to be to be more a race bike than a play bike. But that's probably because I'm not much of a hard-core dirt rider. The DRZ I have now seems much more my style.