I think the TC40A with MFWD will be a lot better choice for the chores you described. I would not put a loader on a 2wd tractor the size of the TC40 or the JDs. If you get a round bale out on a bale spear, you will easily handle it with MFWD. With 2WD, you would have to have lots and lots of ballast. I handle round bales with my TC45D and it does them just fine. There's nothing wrong with the JDs you mentioned either except for 2wd.
How long until the big day when you retire? I was in Va Beach and Norfolk last June (on my honeymoon /forums/images/graemlins/grin.gif) showing my new bride the east coast. We went across the Bay Bridge-Tunnel and I was surprised at how much farmland was available on Virginia's eastern shore.