Hello,
I've setup a brand new Windows 2012 R2 server with all the remote desktop services on it (Remote Desktop Gateway, Remote Web Server, Remote Deskop Host & Broker).
The server is on local network behing a router/firewall (single public ip :-( ).
I've got a public certificate on it and NAT is setup on router to redirect tcp 444 to the server internal ip (192.168.0.XXX). I've changed the SSL port from RD Gateway but it was tested with the default SSL port (443) an result was same.
My problem is that client can successfully connect on this server from anywhere locallly and externally (and it works great) except when clients connect from a network that have an identical ip range as the RD server (192.168.0.---). In this case, after first authentication it's seems that client can't reach internal RD server. This is true for Remote Desktop Website (i can log on page but the differents apps will not connect when it tries to reach the RD server) and this is also true for"mstsc" with remote desktop Gateway definied.
I can't find anything revelant in server or client logs and it starts to make me crazy...
It looks like there is a routing trouble when client and server try to communicate and maybe client believe server must be reached locally and bypass the remote gateway because they are on same subnet but not on the same physical network. However it can't be the right way to work of remote gateway...
Thanx in advance for your help (and sorry for my English)
Vince