Recommendation for Headphones

+1 @soix on Audeze. For what you de@mlapenta you might be really happy spending much less than the amount you specified. The Audeze LCD-2F costs significantly less than the LCD-3, but it might suit your sonic tastes better if you like it a bit on the warmer side with a softer top. Allocate $300-400 on a quality aftermarket cable and the rest towards a headphone amp if you do not have one that will drive the Audeze to perform its best. The LCD-4 is also worth listening to, but you’ll have to find it used to reach your price. 

BTW, I bought both my headphones as open box items — one from a reputable dealer on Amazon (Gramophone) and the other direct from Hifiman and in both cases it worked out great as both were as new and I saved hundreds of $$$.  FWIW. 

I agree with the recommendations for Audeze for the type of sound you described. 

I'd throw Hifiman into the mix also.  Similar sound signature, a little more neutral and depending on which model, can be lighter than many of the Audeze models. 

It's important to take comfort into your purchase decision.  I love the sound of my LCD-4, but they are heavy buggers! 

The Sony MDR-Z1R has great bass and is in your budget.  They are very comfortable.  They compare favorably to my LCD-4.

Just fyi, in another post a member was looking for similar sound characteristics and I also recommended Audeze to him, but he actually ended up preferring the overall sound of the Hifiman Arya and went with those instead, which kinda surprised me as the Arya is more neutral sounding with less bass emphasis (although still very solid, quick, and tight bass) relative to Audeze IME.  Just goes to show nothing replaces an audition if you can swing it. FWIW.

Open back headphones generally won't produce the deep bass that you'll be used to with your speakers unless you use EQ. If you end up feeling you're lacking in low end response, take a look at closed backs.

Given how your speakers measure, you might prefer headphones that follow the Harman target response such as the AKG K371 or Dan Clark Audio Stealth.