One frustrating reality you have to learn to face is that a great deal of the work you might be hired to do (particularly if you shoot Weddings \ Events) is that the vast majority of your customers may never actually look at printed photos. Instead, they are uploading them to Flickr, emailing them around, or putting them on social networks.
Think about it, when was the last time you actually sat down and looked at your friends Wedding album, or had a prospective employee include a printed headshot along w/ their resume? Chances are they share this stuff via Facebook & LinkedIn.
I can't tell you how many times I've had what looked like a perfectly good shot on my properly calibrated macbook look terrible on the client's computer. Worse still, if they share it digitally w/ their friends, who knows how it's going to look on those displays.
I find the Apple Cinema displays give me consistent results (once calibrated... mac displays tend to be a little bit blueish pre-calibration) w/ what I get from Costco as a printed photo. The gloss isn't a problem for me. If you are going to be serious about your photography and do your own printing or use a professional printer (good luck finding one) then you really need to shell out for a proper professional monitor. Just don't be surprised if it costs you a grand or two.
If you aren't going to be very serious about it, just get a good monitor and have it calibrated. That will get you most of the way there. Avoid the garbage they sell in Best Buy & Wall - Mart. I find the quality gets pretty serviceable at around the $500 price point (avoid gaming monitors that are optimized for speed and quick refresh rates, you don't need that).
EDIT: If you don't mind spending around $1200, the NEC PA271 gets excellent reviews.