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
The system I use and can therefore recommend is Focal Elears and Schiit Jotunheim.


I was going to mention Schiit, but I'm not familiar with the models that would fit in the OP's budget.  I have a Mjolnir 1 and it's a great amp.  If the Jotunheim is close in terms of sound quality and performance, that's definitely a good option to consider.
Grado RS-1 or RS-1i or RS-1e Reference headphones plus Grado headphone amp, either battery powered or not.
A little over $1k new but it should do it.
Get the Beyerdynamic DT 1990 Pros, with a  Monolith by Monoprice Desktop Headphone Amplifier and DAC with THX AAA Technology (Dual AKM 4493 DACs & Dual AAA-788 Modules)

These 2 come in at $1100 total, but you CANNOT do better than this combo at that price
Beyer Dynamics T1
Sennheiser HD 800
If you have an old receiver or integrated with a headphone jack, use that until you save another $800-$1000 for an amp.
I believe there are some trickle-down technology benefits from some of the companies that offer megabuck phones, i.e. Focal, Hifiman, Sennheiser and others, in their lesser-priced models. I would start with used phones in my price range and move up from there. Try to hear as many as possible before buying the pair you will probably use for many years. In my experience, I started with Stax Lambda, moved up to Lambda Pros years later, and now use Stax 009s w/T1S tube driver unit. Again, try to buy phones you believe you can live with for many years. You can always upgrade later by adding a dedicated tube amplifier when your budget expands.