Well from some of the things he listed, (eg: retro gaming etc) it would probably require windows to do so. I mean, I know he could install bootcamp and do windows on it, but if you don't want to go through all that trouble, don't get a macbook. Personally though, even though I'm not a very big fan of Apple, I can say that the macbook pros are pretty good (my cousin has one and it's not bad at all). They are very pricey though towards the sort of specifications that you are currently looking at (all apple products are pretty much overpriced anyway though, so you can expect this)
Drule is perfectly able to install Boot Camp if he did decide to get one, since it's not a problem at all for somewhat able computer users. It takes less than an hour anyway. For retro gaming, you won't need it, since DOSBox 0.70 is cross-platform and runs just as well on Mac OS X as it does on Windows or Linux (60 FPS, no slowdown whatsoever, no frameskip, et cetera).
As for the price, Apple computers aren't really that more expensive than other similar computers. In fact, they're perfectly within normal price range. The only difference is that they don't sell low-end computers. They only sell mid-end and high-end computers, which is why the old truth of Apple computers being more expensive is still believed to this day, whereas, in fact, it hasn't been true anymore for quite some time.
But anyway, I don't think he wants to get an Apple in any case, since he seems to be looking for computers in a lower price range. Though I don't recommend not getting at least a Core 2 processor.