I have a 97 WR250 and to be honest I think it is a beautiful machine. I last raced a 81 CR125 in 81/82 and the difference is amazing...I know, I know bikes have changed a lot and its probably not as "whiz bang" as some of the new stuff out there but I ride in tight eastern woods with lots of hills, rocks,roots and mud as well as the occasional woods road and this machine has NEVER disappointed me. Its smooth, powerful and reliable, period.
I was looking into newer machines but in the end I decided to keep mine and put some cash into it to make it like new again (top end, bottom end, tranny bearings, seals, yadda yadda yadda) also I run 14/52 gearing for our area (there's only 1 place where I can hit the top of 5th for about a mile)
The previous owner had the forks revalved and a gold valve installed in the shock and according to guys I ride with ( they have newer 4 strokes) they find it very plush.
I think you will enjoy the bike
If you have any other questions let me know