1. Do you have a high def monitor (plasma HDTV or some' like that)?
2. Try to get the HD youtube music videos.
3. You can get it from a Blu-ray player (with youtube streaming feature),
directly from your HDTV and played through your high-end sound system (with TRINNOV, or Audyssey, or TacT).
4. ...Or from your PC with a hi res Audio and high def Video cable connection to your HD display and HR audio sound system (with multichannel surround sound).
5. ...Or even from a music/video server connected to your Audio/Video stuff.
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* Or like you just said above: two quality desk monitor speakers (powered), a quality DAC with upsampling feature, a quality preamp (the DAC could be included), and the biggest display (1080p) PC monitor. ...HDMI connections are cool. USB works too.
A good sound card? That too is another option.
** As for the brand, and model # of each component (including a small quality subwoofer),
I am certain that other members here have some fantastic suggestions.