- Hybrids like the Specialized Sirrus or Kona Dew can be had for $150-$250 on craigslist., Usual retail = $400-$600
- Low end road bikes (2200, Sora, Tiagra) can go for $150-$400. Usual retail = $550-$750
- Midrange road bikes (105 and Ultegra) can be found for $500-$700. Usual retail = $1000-$1600
- High end road bikes (Ultegra/Dura Ace) can be found for $1000-$2500, depending on the bike (Cervelo, Trek Madones, etc). Usual retail = $2000+
- Regular mountain bikes can go for $100-$150 on craigslist. Usual retail = $150-$400
Since my first real bike had STI shifters, I couldn't go any older than bikes made in 1999. The upside is that if you do go used, you can upgrade the drivetrain with a bit of knowledge and have an even better bike (or for show). I just upgraded my beater bike from 2200 to an ultegra/duraace/sora mix. Well worth the money IMO. That bike weighs probably 25-26 lbs. My good bike weighs 21 lbs. Triples or compact cranksets would probably do the job if you have hills. If you do go used, don't be afraid to bargain. Also, avoid bikes with Gossamer cranksets. Every bike I've seen with them have had creaks (probably from overtightening).