Hi,
I'm FAR from an expert on web, html etc but I think the real hurdle to overcome is the realtime updating. As far as I know standard html doesn't support that. The server can trig a refresh of the page but that's not what you want. If my understanding is correct you need to use what's called AJAX, I currently have NO idea what that actually involves but I think it is what you need to look into to get "realtime" updating.

I've been working on my PIC/W5100 setup but, apart from the realtime update, the problem with that as it's currently sits is how to access the graphics files etc from external memory. I haven't got around to implement any sort of external memory yet and to tell you the truth I wouldn't know where to start in order to implement a complete file system - which I believe would be needed in your case. MELABS have a FAT filesystem "driver" that might be the key to access SD card etc but I've never used it.

However, there are devices which allows you to access a SD-card or USB-stick etc formated in FAT32 (and perhaps even NTFS) via a simple serial interface. It would allow you to just copy the content to the media using your PC and then have your PIC read it via UART or SPI or whatever interface the particular device has and feed. For rapid developmement perhaps something like that would be the key.

Well, just some random thoughts.....
/Henrik.