I will suggest that $2000 can get you a competent enjoyable set-up, but will add my opinion to the others' above that 1 table, 1 arm, 1 cart is the right way to start. A second cart is easy enough to add later just by adding a cart to a headshell or armpipe and this could give you "romantic-on-demand."
If you are willing to go the DIY route, you might try building a plinth for an idler wheel system. From all the raving goin on, it probably give you a very respectable table, and the plinth you build could be used to later accomodate multiple arms if you wanted.