Gotta be honest, you're asking price is quite high. I've seen 2007 Street Bobs sell from high 8,000's to 10,000. And that's with some added equipment. Maybe it's the recent Nov/Dec/Jan market and that might change in March/April/May but I don't think it's going much higher than $10,500 at best.
If you were near Chicago, I'd make an offer but probably not the offer you want.
I was in the dealership less than an hour ago. They have a brand new 2009 Street Bob with a $1,000 off. $12,500 plus sales tax, with a $350 riding course and full factory warranty.
I know it sucks trying to sell anything right now. Hope you make out okay.