The problem with wind up windows is that you would either have to have a fixed frame or use some sort of system like the Aero to automatically lower the glass for opening and closing the door. I think if you did not do that the accuracy required in manufacturing would be too great for a hand built car.
Regarding design I would love to see bardi1949's take on this concept. He has done some designs based on the 4 seater but not for a 2+2.