Here we are again bickering over prices. "A $500 headphone should sound like X," "I heard a $30k CD player," and so on.
Money sounds like nothing. Some $500 headphones are total crap. Some $100 headphones are quite good.
Money has nothing to do with it. Everything is personal preference, and there is gear to suit your preference at every budget.
The cheapest I'd be happy with is the K-501 I got for $100 some years back and the Dynalo I built for about $120 or so. On the other hand, a M50 with a portable amp costing around $220 total would leave me really unhappy. The same can happen with any budget.
What disturbs me is the total lack of curiosity out there. I love audio, so I went after a wide slice of technologies. With headphones, I own dynamic, electrostatic and orthodynamics. With speakers, I have traditional passive two-way dynamics, electrostats, ribbons, AMTs, singledrivers, and three-way dynamic dipoles with an active crossover. I haven't had planars, plasma or horns yet, but I will. I won't go into amps or sources, but I'm very interested in those, too. You get the idea.
Stop counting the dollars. They don't mean anything. Spend more time reading, learning and asking questions. Figure out what you want and then go after it. Build stuff, too. This isn't a fashion show or status symbol competition. It's about listening to and enjoying music. That's the goal.