I think it's entirely possible to have a musically satisfying momemts with your present price point setup. I read that our ear gets used to a sound, so even if we were to upgrade, we simply get used to it, and leaves wanting more.
One suggestion is to goto radioshack and buy catalog 5 type e wires ($20/100ft) to combine it with the monsters. You will notice a clearity improvement that is musically involving and satisfying.
I drive an old Japanese car myself - never had much trouble with it, although lady friends don't dig it. I am all for saving money on cars, 'cause my mechanic friends never buy new cars - they think it's waste of money. They buy $1000 cars to fix it up.
Anyway, you will like the catalog 5e wire addition, and don't worry about umtin thousand $ gears out there, and just enjoy the music. You have pretty good stuff already.