I'm looking at a Trek Madone. It's a 2012, so no issues with it being an older bike and not fitting quite like what I was able to try or maintenance really.
I've been in pretty good contact with the "owner". She bought it, but ended up deciding that cycling isn't for her. I'm actually just getting started out. But I know myself well enough to know that I'm really going to like cycling I've received several pics from her. I've asked if it's fallen at all and she's said that it's in perfect condition and that she just doesn't like it as much as she thought she would. But I'm not sure if there's a way to make sure it hasn't been damaged at all. It is a carbon frame bike, so that would be a concern in terms of it's state.
I hear you about the bike theft thing... I'm in central Ohio and there always seem to be bike thefts going on. Although this particular bike is not around me. I would be traveling a little to get it... which I don't mind at all!
I was actually highly considering a Specialized Amira, but it was just too much money for me to justify at this point :/