Cannot get Telnet to work between two servers on same subnet

Question

I need to test if communication is open on port 8444 between two servers.
I installed telnet client on a Server 2008 R2 server and telnet server on a Server 2008 SP2 server.  I also manually started the Telnet service that was set to disabled on the SP2 server.  I disabled the Windows firewall on both servers.  They
are both on the same subnet so they don't need to go through any routers and I can ping successfully.
When I try to telnet to the remote server by typing telnet "ip address" 8444, I get an error that says "Could not open connection to host, on port 8444:  Connection failed.
I tried other ports like port 80 and got the same error.
What else is needed to get this to work?

Answer 1

VMs have nothing to do with it, as long as there's network communication between the servers.
As I said, there must be a service or application listening on that port for it to respond. For example, try this:
C:\> telnet
When the telnet prompt opens, type in:
open mail.messaging.microsoft.com 25
If it works, you should see this:
220 CH1EHSMHS035.bigfish.com Microsoft ESMTP MAIL Service ready at Thu, 7 Feb 2013 00:57:33 +0000
That means that Microsoft's mail servers are LISTENING on port 25 and it responded. And note, telnetting to port 25 is a non-default telnet port, because port 23 is the default telnet port. When you type in a space and then a port number, you're telling
the telnet client to use that port.
That is the SAME THING if some sort of application or service is listening on port 8444 on that other server you're trying to telnet to. If there is no app or service listening, it will just time out.
And no, installing the TELNET service on that sercver will NOT answer to any port other than 23. The telnet service by default, uses TCP 23, unless you specify otherwise.
So once again, what service or app on that server is supposed to be listening on 8444?
Ace Fekay
MVP, MCT, MCITP/EA, MCTS Windows 2008/R2 & Exchange 2007, Exchange 2010 EA, MCSE & MCSA 2003/2000, MCSA Messaging 2003
Microsoft Certified Trainer
Microsoft MVP - Directory Services
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