I called my LBS and they have a new 2014 Ruby Sport with tiagra/105 mix for $1800. Is this a better deal for what I would be getting? I prefer the colors of the cheaper bike but that isn't everything (I put too high a high premium on what a bike looks like tbh)
Yes. That is a pretty good deal. Make sure that the shifters and rear derailleur are 105. The front derailleur is a pretty cheap replacement when the time comes.