Don't use iTunes. Buy a reciever and hook everything to that. For control of your music, (ripped lossless) try many of the open source streaming severs. They most likely have a web GUI. Also store your movies in the same machine. Don't buy the wdlivehub. Combine it all into a htpc and send the signals to your reciever. As every one else said already: buy real speakers. Fucking newegg even now sells Martin logan and has been selling Polk. If you can't afford it, too bad. You can cheapen your experience with apple encoding and terrible sound if you want, just saiyan...
Silentpc.com for some good builds. Buy exactly as they say.