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Well .... that kind of depends on the system, and especially the speakers. I can promise you the speakers I am building will probably dig out even more detail than a pair of HD800s or T1s will .... Those Accuton drivers are stupidly insane, and are usually found in $50,000 and up loudspeakers.
Room acoustics though .... well, that's what nearfield listening is for
But the cost to performance ratio for detail retrieval is certainly very, very different between headphones and speakers (and room acoustics).