I have a Windows 2016 Server with IIS 10.0.14393.0 installed that is maintained within an isolated VM environment. (The entire VM environment is isolated from the real-world.)
The web server is configured with three websites through IIS, and each website is assigned a dedicated IP. The contents in each of these websites is a single "hello world" html page that can be accessed via a browser from from my development workstation using Microsoft Edge, but I cannot access these pages using Chrome. The simple hello world html page was created only to assist in troubleshooting this issue.
The error received in Chrome is ERR_TIMED_OUT and based on the IIS logs, the request is never reaching the web server. IIS logs do indicate the request/reponse when accessing using Edge.
From my workstation, I can successfully ping the web server, traceroute output does not indicate any unexpected hops, etc. From all indications, the problem appears to be isolated to Chrome and only when accessing the sites on that server. I have other servers (W2016 and W2019) in the real-world with a similar configurations and real applications deployed there that work as expected with any browser.
I am using the latest Chrome Version 105.0.5195.102 (Official Build) (64-bit) and can access other web based content within this VM environment using Chrome, just not on that one server.
I am almost to the point of deleting that VM instance and starting over so any ideas/suggestions are appreciated.