used from dealer

Thinking to buy stock 2008 WR250R with 10000 miles from dealer, wanted $3400 plus tax and title. Is it too many miles? what would you pay?

Asking $3400 plus tax/tag? You can probably get out the door for $3200- $3300. That's about right considering it's from a dealer. You might be able to save a couple hundred if you looked privately. But you may be looking for a while.

Buy it and start riding.

If I buy now will ride it in 6 months, cold Chicago weather. Today 32F

I bought mine used about a month ago. I'm in Chicagoland, but drove to Waterloo, IA to get it. It's a 2008 with 6,400 miles, paid $3,400. Private sale here in IL means only $25 in tax. Granted, it needed a little TLC, but nothing crazy.

buy some heated gear you can ride all winter

If it helps...

Just for reference, I'm in the area as well and just picked up a stock 2008 with 2,500 miles on it from a private seller and paid $3800. I don't feel like it was a great deal, but it seemed pretty fair for a low mile example, and I'm happy with that zippy little motor...