The iMac 27-inch Retina monitor, due to it resolution and technology, displays the image larger and deeper than any other monitor with the same size.
Just use addition monitor to display multi-box… don’t ruin quality pleasure of 27 Retina view by loading the screen with boring clone-windows.
The EVE will run better under Windows. The Bootcamp is easy to install and use on new iMacs, starting from Lion version. Install Win 7 or Win 10 under Bootcamp and avoid Win 8. The Win 10 have another color generator technology which will display colors very quality. BTW, for the Bootcamp operation prepare a 18GB USB 3.0 Flash Card, otherwise, with USB 2.0 it will take a week.
might want to look into issues of UI scaling with a 5k display. 27 inches is a big display, and 5k means you are going to have tiny icons, and the combo of high res and large screen means things will be spread all over the place.
My 27 inch iMac is almost 3 yrs old. 24GB of memory, 2.7ghz. I can run two clients easily, though the fan does kick in sometimes. Wine runs fine, 98% of the time.
I have a late 2015 iMac 27" 5k retina. Eve looks freakin amazing on it. Just need to turn down a couple of the graphic settings to medium (otherwise undocking is a little choppy) which hardly makes any visual difference, and it runs smooth as an eggs testicle.