Anyone know where and how to enable the Windows logo key? I've search the net all over, digging up registry modificatioins which do not work, gpo entries (which do not exist on vista/7)... reinstalled the keyboard drivers, etc... etc... Just not sure how it became disabled in the first place, nor does my keyboard software have these types of settings to disable/enable such features.

This might be a dumb question, but did you try a different keyboard?

What keyboard are you using? I know that the Logitech gaming series (G11,G15,G19) all have a switch on them which disables the Windows key and context menu keys as well, so you don't accidentally hit them during gameplay. I've seen some other brands with the same thing as well.