I was more comfortable with a parallel port!
I think if the enclosure is thought through to support a certain set of enhancements, allow room for a disk drive (or two? a 5.25" and a 3.5" would be really nice?), a power supply and n ISA slots, you'll have a winner.
As far as what those enhancements are, I think you've got a good list. What I'd do is create the board in such a way that people can select what they want, and then they can solder up just those modules.
My preference really was a sidecar, as a standalone enclosure makes me think I should just use my XT. However without ethernet, the value of an IDE+memory is limited. I think ethernet is a stretch at this time due to power requirements (Silicon Labs chip) or 8-bit (CS8900 chip) limitations. Even if those were addressed, software would still be challenge.