I was getting all kinds of backtalk from DreamWeaver when I tried to synchronize a website this evening: lots of grousing about filenames/paths being too long (wha? I thought the limit was something like 1,024 chars?). So it occured to me, I should be able to mount a webdav store as a volume and then just copy the files. And yes, I could do just that (see the image linked above to see how). And all the whining about pathnames went away.
This suggests the limit is in DreamWeaver, not the OS. To be fair, I expect this is possible in the Leading Brand, but I haven’t needed it there. For what it’s worth the machine doing the sharing is a WIN2K machine, but not running IIS (natch).