Ugh, what to do, what to do... DAC

Well, I am interested in buying a DAC and having such a hard time finding the right fit for my system. Right now, I am using my Squeezebox touch (stock) running into my Melody SP3 thats powering my Strata Minis. My musical taste runs from mostly classic rock to alternative. I enjoy the sound of the squeezebox but it seems as if everyone and there brother agree that adding a DAC will improve things greatly. My budget is $1000.

Interested in the EE plus, Wyred 1 or Rega...

What would you suggest?

BTW, not sure of it matters but my room is TINY. 11x12...