Welcome...
Most of us have limited budgets, non-dedicated rooms, families to add into the equation and are not audiophiles in the true meaning of the word...just people trying to get a good audio/video experience.
My advice is to take your time and enjoy the experience. It should be fun not agonizing.
I'd also suggest the following:
Create a "demo cd" with perhaps 10 of your most favorite songs. Songs that you are most familiar with and also cover a broad range of the genre. For instance my demo cd has a track or two of Frank Sinatra, Annie Lennox, Celtic Woman, Dire Straits, The Beatles, etc. Music I love and songs I know well that also use and in many cases single out the sonic characteristics of speakers, receivers, etc.
Electronics, in most cases, are replaced more often than speakers. Electronics change more often as technology improves and adds features. Though at this point I don't think there will be any "world shaking" changes after the addition of the HD formats.
Take your time with speakers. Buy what sounds "best" to your ears rather than what others say are best. They also last the longest in your system, especially when you get some that, to your ears, are wonderful and meet/exceed your needs.
After years/decades of upgrading I'd suggest you start small, if budget demands, with a 2.1 system or even just a pair of fronts that really make you smile then as the budget allows add to them until you achieve your desired system. It may take awhile/or not depending on your financial situation, but the wait is always worth it.
Think about and plan around "acoustical treatments" for your room. Such treatments can really help improve the experience when done correctly.
Wiring...If you own your home/condo you may want to budget for or learn...make sure to follow local building codes...how to install wiring in the walls or behind mouldings. It makes for a much cleaner look but does require planning.
Enjoy what you have. Each piece adds to the experience and should be fully enjoyed.
Good luck and have fun.