I too am into making furniture for the home. I would say that I'm a perhaps a a half dozen years ahead ofyou though.
My thoughts on the big tooling:
In the contractor's saw vs. Cabinet saw debate, I would say go for the cabinet saw. I would not make that recomendation to a newbie, but it sounds like you have been at this long enough (acquired a fair amount of tooling and dedicated shop space) to realize that this is a hobby that will not abandon. If that is the case, buy the cabinet saw and it will be your last.
Buying a new tablesaw is an easy choice as you really need to do something about your crapsman.
Hang onto the rest of your money. It takes time to set up and learn how to get the most out of a new tool. Stagger your purchases so that you don't have to fugure out the tuning and technique nuances of several machines at once.
If you want to get into rough-cut lumber. a planer and jointer should be close in the list.
I got by with just a planer for quite a while it works, but your stock will not be dead-on straight and flat. The unanticipated benefit of getting a jointer, was that all of my cuts were just a little but more accurate because I had dead-flat/square stock riding slolidly on the table saw top and fence. (including stock purchased presurfaced) It was suprising how jointing translated into a subtle but almost universal step up in quality (how tightly parts fit). I use jointed framing lumber (2by's) for all sorts of "doesn't have to be pretty" work. framing lumber is notoriously unstraight, but that is not a concern if it is jointed.
Bandssaws: I'm relatively new to them. I'm still feeling my way through it. I don't see resawing as a "hust-have" application for intermediate woodworking. You can resaw up to 6" with a table saw (3" from each side) in a pinch. However, if you *need* to cut curves in thick stock you want a bandsaw. Don't get me wrong, I really enjoy using my bandsaw, and it makes alot of things easier and more accurate, but thick curves is the only thing that I really could not find another way to accomplish. I would suggest waiting on the BS until the next windfall.
Smaller stuff: Simply buy it as you need it.
Cheers,
Steve