Rate my system and chose the next upgrade

Pick up the Legacy Classic HD's tomorrow.  I'll let anyone who's interested know what I think

You did not mention power conditioning or cables.  I would start with the Denali  6000s, its in you ballpark.  Then I would upgrade the power cables, speaker cables and analog and digital interconnects and $ 3000 is a decent starting point for cables.

First off, I think tomcarr, hit this one out of the park.  Can you get better speakers, well of course you could depending on your budget, but, you must work on set up first in the room that you have chosen to put your equipment in.  Keep playing with placement of speakers with in the room until you like what you hear, since you have the dedicated room.  In some cases not all components have synergy together, but only through the process of elimination will you know this.

 Speaker placement is the most important and getting your system to play the room is paramount.  Once things are set up like you like them and it sounds good, tomcarr is right do the tweaks one at a time, like first reflection points with acoustic treatment panels, using the mirror trick for this.  Do the subwoofer crawl for subwoofer placement.  Never buy things like cables to fix major problems, fix the major problems first. 

 Cables and Power cords can and do make a difference in getting that last 10 percent of performance, but if speakers are the problem, fix this first.  The goal is to get good sound without losing money through trades, just to find out if you spent the time first, you could have saved the money and enjoyed the system.  I also agree with the books that tomcarr recommended and I have the Jim Smith and the Michael Fremer DVD.  Legacy makes awesome speakers so if you get them I hope you enjoy them and let us know how they work out.