I think Brad's post this morning hit the nail on the head.
I've got a very similar woodlot with large white and red oaks. I use an MS460 for felling and bucking and my Dolmar 421 for limbing, thinning, small bucking, etc.
I've also got a Shindaiwa 488 (48cc) for the small stuff, but since I got the Dolmar, it doesn't get used much. I also have a stihl 036 (predecessor to the 362). It'll do the job of the 460, but it's not fun for either of us. I keep it set up with a 16" bar and full chisel chain for bucking softwoods. It's really quite fun for that. For oak that large, I wouldn't want anything smaller than my 460. I've never run a 441, so maybe that'd keep me satisfied too. Honestly, some days I think it'd be swell to have a 90cc saw also. The 460 runs good buried in oak, but it still isn't what I'd call overpowered for the job.
Happy shopping, and keep us posted with your decision.