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Solved: Win2K3 Mail Server Issue


ScottProdigy's Avatar
ScottProdigy ScottProdigy is offline
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Junior Member with 29 posts.
Join Date: May 2007
Experience: Advanced
04-Mar-2010, 01:27 PM #1
Solved: Win2K3 Mail Server Issue
Hello. I'm racking my brain over a new Windows 2003 Server we setup with the default mail server (POP3, SMTP) Here is our current setup, domains and IP's renamed for obvious reasons:

Server behind a Linksys router; router is forwarding ports 25 and 110 to server (
Domain ( hosted at GoDaddy:
A record for "e" points to our external IP 111.222.333.444.
MX record "e" pointing to ""
Setup "" as domain on Win2K3 POP3 Service (and likewise entry automatically created for SMTP Virtual Server.)

I can send mail from "" to "" successfully.
I can send mail from "" to "" (or other external email address) successfully.

I cannot receive me from "" or any other external address. I receive the following message

Your message has been delayed and is still awaiting delivery to the following recipient(s):
(Was addressed to
Message delayed

Could not resolve mail server name because DNS server did not respond in time.

I have gone to and tested Internet Email Tests - Inbound SMTP Email with the following results:

Testing Inbound SMTP Mail flow for domain
Failed to test inbound SMTP mail flow.

Drilling to the bottom of the test, this is the last line with the error:

Testing TCP Port 25 on host to ensure it is listening and open.
The specified port is either blocked, not listening, or not producing the expected response.

Additional Details
A network error occurred while communicating with remote host
Exception Details:
Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond
Type: System.Net.Sockets.SocketException
Stack Trace:
at System.Net.Sockets.TcpClient.Connect(String hostname, Int32 port)
at Microsoft.Exchange.Tools.ExRca.Tests.TcpPortTest.PerformTestReally()

As noted above, I have port forwarding set and Windows Firewall has also been turned off/on with exceptions for above ports, all with the same results. I am also able to ping the "" name, and able to telnet to port 25 and send an email, with the results ending up the same as above (everything works except external email being received by my server.)

Any help would be GREATLY appreciated.
leroys1000's Avatar
Account Disabled with 6,319 posts.
Join Date: Aug 2007
Location: Boise,Idaho
Experience: Intermediate
04-Mar-2010, 04:58 PM #2
Might check with your ISP to see if port 25 is blocked.
If so,you would probably need to use a mail relay service
and enter the relay info in the smtp relay section.
Make sure your outgoing mail is setup only for the local network.
When I first set mine up,spammers scanned it and dumped a bunch of
spam through the server.
ScottProdigy's Avatar
ScottProdigy ScottProdigy is offline
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Junior Member with 29 posts.
Join Date: May 2007
Experience: Advanced
08-Mar-2010, 12:18 PM #3
Thank you, the port was being blocked at the ISP level. That was driving us insane; apparently we have a commercial account but they had us under the residential service, which of course was blocking a number of incoming ports.
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