I have always had a soft spot in my heart for gray market bikes, but none more so than the Aprilia RS250. Here’s one on eBay for $7k:
1996 Aprilia RS250 For Sale on eBay
A few years back when these would pop up from time to time, they were trading hands for more like $8-10k. This is the second example I’ve seen for sale in this price range this year. It’d be a pain to get serviced, but something tells me it would be worth it!
Another RS250 on eBay for $8500 in CT (update 3: was listed with buy-it-now for $8500, but has since been removed). Very sexy in black: