Headphone system for the bedroom

[antipop]

I've been thinking lately of building a small headphone system that I can have on my nightstand for some late night listening sessions.

I've never owned a true pair of headphones so i don't really know where to begin and how crazy to get.

The headphones would need to be fairly quiet from the outside so as to not wake up my wife but the quality needs to be at critical listening levels. I've always heard of Stax but never heard them, now it seems that Audeze and Focal are highly rated as well.

For the rest of the system, I'd be looking at something compact and it would need to have wifi and roon. I have a Roon ROCK so it would need to take the music out of there. I haven't seen any system that is a all-in-one. It seems that I would need a separate headphone amp, dac and streamer.

I'm thinking of a budget around $5k but I can increase that if there is a real SQ jump beyond that.