Thanks guys I do appreciate the help. After reading your replays & another current thread with someone with a similar dilemma I decided to go with a 250. Leaning toward the xt250 but also kicking around the idea of the Honda crf250l. The xt is a2011 with 2000mi. & they're asking $3200. The Honda would be new as I probably won't be able to find a used one, but it does look like a nice bike.
For those who asked I will do as little highway riding as possible. I didn't enjoy it on my 1100 shadow, so I really wouldn't like it on a 250 duel sport bike. Again I do thank you guys for your help.