I have Windows 10 clients and Mac and Windows 10 servers. I confirmed that scale to window is enabled.
On one computer ctrl dragging is simply ignored and just behaves as regular resizing, never seen it working until now.
On another computer ctrl dragging works but unreliably, sometimes it works, sometimes it doesn’t, especially when you maximize then exit ctrl dragging stops working, then after about ten tries it starts working again.
All my computers are running version 7.4.1.