Start visiting dealers at a leisurely pace, just to acquaint yourself with what is out there. Also, your friends, other A'goners, anybody who'd let you listen to their speakers.
Avoid all stress of thinking that this is to buy your next speakers: be like a wandering tourist rather than a home buyer. :) In particular, also listen to speakers way above and below your price range, and attend live concerts too. Listening to very expensive speakers as well as live music will help you recognize an exceptional affordable speaker when you chance upon it.
If out of this experience something stands out as an exceptional buy for your taste, get it. Otherwise keep enjoying the process.