I have CF 11 on a production Windows Server 2008 R2. I cloned it and upgraded it to Windows 2012 Standard, which appeared to leave things intact (at least I can bring up the CF Admin site). I then upgraded that to Windows 2016 Standard and check the CF Admin again. Still can get to it.
That said, am I asking for trouble running CF 11 on Windows 2016 Standard? One of my developers indicated there were some compatibility issues.