I'm running the 64 bit version of Windows 7 on one of my quad cores with no problems...
I'm running Vista 64 on one of the quads (an HP a6554f, not the machine I'm rebuilding) and I've had several problems over the last few months.
Have you had any problems with Primegrid on the 64 bit system? I've had problems on Vista 64 bit where it seemed to run but stop making progress on the WU after a while. IIRC, WUs that typically run < 10 hours had run 40+ hours and seemed to be stuck when I killed them. Haven't run Primegrid on that machine since. During the same time period, Vista 32 bit machines didn't experience this.
I had problems with Rosetta a while back on Vista 64 but I think that was Norton Anti-virus getting a false positive. I saw several reports of other people having this problem with Rosetta and NAV so it was probably widespread.
A few weeks ago, I had to grant Aqua an exclusion on the Vista 64 machine because it confused Norton AVs behavior based detection. It's just a guess of mine but up until a few days ago, Aqua hadn't been able to get their multi-threaded app to properly lower the priority on the threads so I suspect Norton might have been objecting to a totally CPU bound job running for hours on all 4 cores at normal priority.
I'd be interested in hearing any problems you have with Win7 64 bit since I want to switch to that for my main development machine. The mainboard supports 8 GB of ram so a 64 bit OS would be nice.