Sportsters are awesome… I just bought my first one in Sept ’07 from a guy off Craigslist. It’s a 2005 Sporster 1200 Custom. He had only ridden it to and from work, had 1100 miles on it, and a bunch of accessories (sissy bar, luggage rack, windshield, air cleaner, exhaust) included. Got it from him for $7750.
Just look around and do your research, you’ll find good deals because they’re definitely out there.