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I've just set up an SSH server (OpenSSH) on a Windows 7 machine using cygwin and I'm trying to connect to it using PuTTY on a Windows Vista machine but I keep getting Connection timed out. I've checked the network activity on the Win 7 machine with Wireshark and found that I am receiving TCP SYN on port 22 on the Win 7 machine, but the ssh server doesn't seem to reply. I've checked the port number sshd is configured to use, checked my firewall rules and verified that I can ssh localhost (which I can just fine). I have absolutely no idea how to troubleshoot this problem.
You should probably check your firewall again, and/or elaborate on this aspect. – jjlin – 2012-07-05T16:54:06.770