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Best Headphone system under $1000???

Hi all,
I've been a 2 channel audiophile for 30+ years, and I'm ready to liquidate the big system and simplify.
I'm interested in finding a really nice set of headphones and a headphone amp, to pair with my DAC and MacBook based Tidal streaming source.

Interested in staying within the $1000 range (or under) for headphones and a dedicated headphone amp/preamp.
As far as tastes go, I prefer a "musical sound" to the more hyper detailed hifi/neutral sound. I enjoy jazz, funk and R&B, classic rock, and some classical, so I'm hoping for a headphone system that is slightly warm and has good soundstaging.

For reference, my big system has Vandersteen 2CE Sig 2s, Odyssey Kismet amp, and a nice 6SN7 tube preamp from JE Labs. I like the full, colorful, dynamic sound of this rig and hope I can replicate it in a headphone set up. 

Any recommendations would be very much appreciated!
Thanks!
Lincoln
lincnabby
frederick21's avatar
frederick21
49 posts
 
Don’t know why but I went all in with a headphone setup just recently. I’m a redbook CD guy using Sonos and that’s not going to change - too darned convenient for me.

Sonos > Benchmark DAC3 B (DAC, only - no volume / amp / headphone jack / ..) > Woo Audio WA2 > Sennheiser HD800S.

Kimber Silver analogs and digital cable.

It’s been awhile since I’ve been ’taken someplace new’ with music.

(Also considered the Chord Qutest.  Got turned off by the 'filters'.  I wanted as pure a signal to the tubes, as possible.  I contacted Benchmark and they said to not worry about jitter - the Benchmark will take care of that.  I had told them I have an Empirical Audio PaceCar 2 I could put into the mix).
wildfoxinn
69 posts
 
A used pair of Stax L300 Limited edition and an energizer most likely.
schubert
7,386 posts
 
I would never give up my Stax as they have the best tone of any phone .And IMO that is job#1 in buying any piece of audio gear which is what I use them for .
That said , most of the time I listen to my Audioquest Nighthawks as the are natural sounding and very easy to listen to for hours on end .
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