Headphones vs speakers….

Two more thoughts -- first, ever try any planar headphones?  I recently picked up a pair of Hifiman Sundaras and have been very pleased with their performance. Overall, I like them better than the Stax phones I used to have.  Note they have this model available in both closed and open back.

Second, you indicate you are "95% of the way there...."  My comment here is that you are ALWAYS at the mercy of the recording, and there is no shortage of mediocre and even poor recordings out there.  The problem is if a playback system -- phones or speakers -- "fixes" or improves a mediocre or poor recording, it is also going to mess with a good recording.   As such, even if you have an unlimited budget, there are always compromises involved in the playback gear chosen.  If you are 95% of the way to where you want to be, my advice is to stay reasonable about your expectations for further improvement. Don't spoil your enjoyment of where you are.

Agree with all that mlisstl

im still in the addictive phase with headphones and I have one final pair to test out - the Audeze LCD 2 planners. After that I’m finished exploring and experimenting more. 
Agree on recordings, in fact on a nice system of good cans I can’t listen to a lot of my favorite tracks if they aren’t recorded well and I find myself enjoying music that never interested me if it’s a great recording. I have a few reference tracks that I try all my headphones against and if I’m not liking what I hear on a given set of headphones with those tracks I’ll give them a pass.

Anyway, I should have my preamp in about two weeks and my room will be treated by then so I’m very curious.

I have used both for a long time. Headphones have good deep bass and you need full range speaker, true 20hz. The main thing speaker do better than headphones is soundstage. So it will come down to if soundstage is important to you. 

Headphones is like doing meticulous work with reading glasses on. All pretty perfect. Large speakers in a properly treated room is like standing on a mountain top watching the sunset. Majestic!

Headphones lack impact and dynamics as in realism ,I have heard headphones like the top Star  with $7 k headphone amps like Linear tube audio which sound Fantastic , but a very good floorstander will give you goosebumps with room impacting Bass, and dynamics you can feel ,headphones  can sound great but lack That you are there physical impact.