Sophos UTM different HTTPS websites on one public IP

In the webserver protection you can select different URLs in the virtual servers and redirect them to different real servers.

In (public?) DNS you have to point all URLs to the same IP

I have created 2 separate Real Web servers and 2 separate Virtual web servers.

I have also registered the 2 different URL's in the public DNS to point to the same Public IP Address.

They both work, as the first one is coming through Port 443 and the second one through Port 80.

If I change the second web server Port 80 to Port 443, it resolves to the webpage of the first web server (my Exchange OWA page)

How do I stop this from happening?

I have tried creating an "Additional Addresses" on the interface with its own IP Address and using this. It makes no difference, it still resolves to the first web page (Exchange OWA)

"so the problem is when you go to orders.mydomain.com it is redirecting you to something else?" - Yes it goes to the OWA page.

 "Do both virtual webservers have the same backend or different "real" servers?" - Different "real" webservers.

As a trouble shooting step, you could try disabling your owa front end (virtual server) and seeing what happens (error vs going to the correct backend/real server. If it works when the owa virtual webserver is disabled, you might have a site path routing issue. 

A less destructive/intrusive way to gather info would be to watch the logs while the request comes in and see what it says, what virtual server is handling the request and what backend it's selecting. 

Thanks Aaron.

I have been rubbish at reading the Sophos logs. Which log should I be looking at whilst connecting to the web page?

Webserver Protection> Web Application Firewall (WAF) (left) >

Virtual Webservers (top left tab)
and immediately under +New Virtual Webserver click "Open Live Log" 
You're going to see a line with something similar to this in it: It'll also have your public request and server IPs in there, make sure to keep those private before posting if you so choose. 

url="/" server="targetdomain.com" port="443" 

I cannot see any connections in this log?

Here is the output I get.

2021:01:26-09:22:50 SophosFW httpd[31390]: AH00112: Warning: DocumentRoot [/var/www/REF_RevFroOrders] does not exist
2021:01:26-09:22:50 SophosFW httpd[6104]: [mpm_worker:notice] [pid 6104:tid 4147730112] AH00297: SIGUSR1 received. Doing graceful restart
2021:01:26-09:22:50 SophosFW httpd[6104]: [remoteip:notice] [pid 6104:tid 4147730112] AH03494: RemoteIPProxyProtocol: disabled on 127.0.0.1:4080
2021:01:26-09:22:50 SophosFW httpd[6104]: [mpm_worker:notice] [pid 6104:tid 4147730112] AH00292: Apache/2.4.39 (Unix) OpenSSL/1.0.2j-fips configured -- resuming normal operations
2021:01:26-09:22:50 SophosFW httpd[6104]: [core:notice] [pid 6104:tid 4147730112] AH00094: Command line: '/usr/apache/bin/httpd'
2021:01:26-09:22:50 SophosFW httpd[6104]: [mpm_worker:warn] [pid 6104:tid 4147730112] AH00291: long lost child came home! (pid 31113)
2021:01:26-09:22:51 SophosFW httpd: id="0299" srcip="127.0.0.1" localip="127.0.0.1" size="26700" user="-" host="127.0.0.1" method="GET" statuscode="200" reason="-" extra="-" exceptions="-" time="1425" url="/status" server="localhost:4080" port="80" query="" referer="-" cookie="-" set-cookie="-" websocket_scheme="-" websocket_protocol="-" websocket_key="-" websocket_version="-" uid="YA8omyvSuuRqPBRvLe64BAAAAAw"
2021:01:26-09:22:51 SophosFW httpd[31453]: Restarted
2021:01:26-12:24:18 SophosFW httpd: id="0299" srcip="127.0.0.1" localip="127.0.0.1" size="164" user="-" host="127.0.0.1" method="GET" statuscode="200" reason="-" extra="-" exceptions="-" time="1016" url="/lb-status" server="localhost:4080" port="80" query="" referer="-" cookie="-" set-cookie="-" websocket_scheme="-" websocket_protocol="-" websocket_key="-" websocket_version="-" uid="YA9TItuPDAOxmluGM20WLgAAAAA"
2021:01:26-12:24:27 SophosFW httpd: id="0299" srcip="127.0.0.1" localip="127.0.0.1" size="164" user="-" host="127.0.0.1" method="GET" statuscode="200" reason="-" extra="-" exceptions="-" time="305" url="/lb-status" server="localhost:4080" port="80" query="" referer="-" cookie="-" set-cookie="-" websocket_scheme="-" websocket_protocol="-" websocket_key="-" websocket_version="-" uid="YA9TK9uPDAOxmluGM20WLwAAAAE"

And I have prompted connections to both HTTP & HTTPS

The device you're using to generate the request isn't behind (local to) the firewall, is it?

No, I am, connecting from another server completely outside of the network.

any DNAT rules that could apply? I'm not 100% sure of the processing order (I know it's around here somewhere) but if you're NAT'ing (port forwarding) 443/80 to the webserver, it could be bypassing the WAF? 
When you make a request to OWA does it show logs on the WAF logs? 
Turn off the WAF entirely, does your external access to OWA break (or the weird redirect issue occur)? 

I have DNAT rules for the Exchange /OWA/Autodiscover and a DNAT rule for HTTP connection to the second webserver

As I understand the architecture of the Sophos, and I'm not an expert nor an employee/official support, a DNAT will override the WAF. You need to pick one to use. the WAF is going to look at the URL and assign the appropriate backend, the DNAT isn't. In order to have all your subdomains come into the same IP, I think you'd have to use the WAF and cut the DNAT rules. The DNAT rule is probably taking all the requests to (your public IP- it doesn't care about the url) and sending them to your owa backend server. 

As I understand the architecture of the Sophos, and I'm not an expert nor an employee/official support, a DNAT will override the WAF. You need to pick one to use. the WAF is going to look at the URL and assign the appropriate backend, the DNAT isn't. In order to have all your subdomains come into the same IP, I think you'd have to use the WAF and cut the DNAT rules. The DNAT rule is probably taking all the requests to (your public IP- it doesn't care about the url) and sending them to your owa backend server. 

I will try disabling all the DNAT rules and see what happens and get back to you, thanks Aaron.

Hi Aaron, when I disable the DNAT the website does not work on port 80.

As expected, your websites were being routed via the DNATS through the firewall, not the WAF. 

Now you get to explore why your WAFs are not functioning properly. As BAlfson mentioned below, provide images of the edits of the WAF frontents (Virtual Web Servers) because that's likely where the misconfiguration error lies. 

You won't be able to accomplish what you want through the firewall using purely DNATS unless your webserver behind the firewall is doing some type of virtual web hosts (sometimes called v-hosts if you're using HTTPD/apache).

Hi Aaron, here are the images for the Virtual server, Real webserver, and DNAT rule

Both the Exchange server and the second web server are on Windows Servers, so IIS. No Linux based web servers.

Windows IIS servers can do the same virtual hosting, but I forget what they call it as it's been a while since I've worked on IIS. 

Either way - What happens when you enable both the real and virtual servers, leave the DNAT disabled, and attempt a website access? Can you provide the logs from that test?

It is connecting now with the DNAT rule disabled.

Did you still want the logs?

If it's working, then you need to leave your DNAT rule disabled and start building the Virtual web servers / real servers/ exceptions for Exchange as I liked to in one of the initial posts. If you already have this done, then I would verify the connectivity of Exchange. 

Update - So I have disabled all the DNAT rules for Exchange (I did this out of business hours, hence the delay)

I have purchased a certificate with the full FQDN of the web site and I have installed this on both the webserver and the FW. (not using the wild card cert as mentioned by dirkkotte)

I have edited the Virtual Webserver to use the new Certificate.

I can browse to the website internally and get the HTTPS connection with no issues.

I can telnet from external to the FQDN of the webserver on port 443.

When I connect to the website, I get the Exchange OWA Cert and web page??

Here is the Virtual web server log file I got when I tried to connect. Not sure if it helps?

2021:01:28-19:37:07 SophosFW httpd[6119]: AH00112: Warning: DocumentRoot [/var/www/REF_RevFroExchaWebse] does not exist
2021:01:28-19:37:08 SophosFW httpd[6119]: AH00112: Warning: DocumentRoot [/var/www/REF_RevFroOrders] does not exist
2021:01:28-19:37:08 SophosFW httpd[6121]: [remoteip:notice] [pid 6121:tid 4147427008] AH03494: RemoteIPProxyProtocol: disabled on 127.0.0.1:4080
2021:01:28-19:37:08 SophosFW httpd[6121]: [security2:notice] [pid 6121:tid 4147427008] ModSecurity for Apache/2.9.3 (http://www.modsecurity.org/) configured.
2021:01:28-19:37:08 SophosFW httpd[6128]: [remoteip:notice] [pid 6128:tid 4147427008] AH03494: RemoteIPProxyProtocol: disabled on 127.0.0.1:4080
2021:01:28-19:37:08 SophosFW httpd[6128]: [mpm_worker:notice] [pid 6128:tid 4147427008] AH00292: Apache/2.4.39 (Unix) OpenSSL/1.0.2j-fips configured -- resuming normal operations
2021:01:28-19:37:08 SophosFW httpd[6128]: [core:notice] [pid 6128:tid 4147427008] AH00094: Command line: '/usr/apache/bin/httpd'
2021:01:28-19:37:09 SophosFW httpd[6294]: Started
2021:01:28-19:41:06 SophosFW httpd: id="0299" srcip="127.0.0.1" localip="127.0.0.1" size="165" user="-" host="127.0.0.1" method="GET" statuscode="200" reason="-" extra="-" exceptions="-" time="728" url="/lb-status" server="localhost:4080" port="80" query="" referer="-" cookie="-" set-cookie="-" websocket_scheme="-" websocket_protocol="-" websocket_key="-" websocket_version="-" uid="YBJcghxS3lzxdzdIupNF@gAAABw"
2021:01:28-19:41:29 SophosFW httpd: id="0299" srcip="127.0.0.1" localip="127.0.0.1" size="165" user="-" host="127.0.0.1" method="GET" statuscode="200" reason="-" extra="-" exceptions="-" time="285" url="/lb-status" server="localhost:4080" port="80" query="" referer="-" cookie="-" set-cookie="-" websocket_scheme="-" websocket_protocol="-" websocket_key="-" websocket_version="-" uid="YBJcmRxS3lzxdzdIupNF@wAAACg"