My 2 cents here....
I just dove back into Amiga after a hiatus.....
I started w/ an a500 years ago when i was 10ish, and it was given away.... a few years ago I rebought some stuff (A500 and then A1200) and well, its a hassle if you aren't able to drop a good amount of cash to get it all setup and running well....
Tone007 pointed me to AmiKit which works with WinUAE and gives you a nice OS3.9 setup (requires disc). Until I can afford to get a formidable and functioning Amiga setup, it is awesome. It runs on my laptop and I just pretend its an Amiga Laptop.... you get the full experience more or less.
Check it out!