I've recently bought four well regarded headphones, all used and in excellent condition. They are Sennheiser HD 280, Grado SR 80i, Sony V-6, and -- the latest to arrive today -- Sennheiser HD 595. Cost ranged from $50 for the HD 280 (via Craigslist) to $100 including shipping for the HD 595. I'm not a professional, but a general music enthusiast, with interests ranging from classical through jazz, with detours to jazz-related pop such as Steely Dan.
Any of these headphones would be great on its own. However, after A-B tests of each against each other shows a true winner, and it's the Sennheiser HD 595. The least worthy contender was the Sennheiser HD 280, it simply feels too enclosed compared to the large soundscape of the others. The Grados and the Sonys are very similar, although the former is open and the latter is closed. Nevertheless, the soundstages seem equally wide. Highs and lows are punchy and crisp. But that comes with a liability, which is that I notice the highs and lows a lot. They sound like an image the sound engineer would hear as he did mixing. In contrast, the Sennheiser HD 595 sounds like what a sound engineer would endeavor to achieve -- no emphasized highs or lows, just the instruments playing accurately without accentuation.
Having listened to the others for many hours, I find myself not even realizing there are alternatives to the HD 595, They sound so natural, and are far more comfortable that the others, that it doesn't even occur to me that I'm not listening to music as it was intended to be,
I procured these Hd 595s on E-Bay. They were portrayed as like new, and they seem to be, coming with full original packaging and even the hanger. I have no idea if they have been broken in. The cord seems never to have been unfurled. Since they sound more natural than any of the others -- and all the others are highly regarded -- I feel as if these the ones I would want to have on a desert island (with electricity to recharge my music source) more than any of the others. This doesn't mean that the Grados and Sonys are not exciting -- they are. But, on balance, neither can touch the HD 595s for a sense of naturalness, musicality, and fullness.
I realize it makes more sense to audition headphones prior to purchasing but, even in a big city, there is hardly anywhere to go to do this. At this point, I've invested a bit over $250. I now have four excellent sets of headphones for less than a new set of HD 595s would cost on Amazon. Given my love of these, what would you recommend as a next step up?