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Edit1: You can retrieve the verbose output of ssh by adding the -v parameter. Real world example (host name replaced):
λ ssh -v [email protected]
OpenSSH_6.6.1, OpenSSL 1.0.1m 19 Mar 2015
debug1: Reading configuration data /c/Users/Igor/.ssh/config
debug1: /c/Users/Igor/.ssh/config line 4: Applying options for myhost.at
debug1: Connecting to myhost.at [192.168.2.1] port 22.
debug1: Connection established.
debug1: identity file /c/Users/Igor/.ssh/myhost-server type -1
debug1: identity file /c/Users/Igor/.ssh/myhost-server-cert type -1
debug1: Enabling compatibility mode for protocol 2.0
debug1: Local version string SSH-2.0-OpenSSH_6.6.1
debug1: Remote protocol version 2.0, remote software version OpenSSH_5.5p1 Debian-6+squeeze5
debug1: match: OpenSSH_5.5p1 Debian-6+squeeze5 pat OpenSSH_5* compat 0x0c000000
debug1: SSH2_MSG_KEXINIT sent
debug1: SSH2_MSG_KEXINIT received
debug1: kex: server->client aes128-ctr hmac-md5 none
debug1: kex: client->server aes128-ctr hmac-md5 none
debug1: SSH2_MSG_KEX_DH_GEX_REQUEST(1024<3072<8192) sent
debug1: expecting SSH2_MSG_KEX_DH_GEX_GROUP
debug1: SSH2_MSG_KEX_DH_GEX_INIT sent
debug1: expecting SSH2_MSG_KEX_DH_GEX_REPLY
debug1: Server host key: RSA 67:3f:96:7b:6a:68:55:89:a8:30:a9:ed:67:ef:40:a4
debug1: Host 'myhost.at' is known and matches the RSA host key.
debug1: Found key in /c/Users/Igor/.ssh/known_hosts:3
debug1: ssh_rsa_verify: signature correct
debug1: SSH2_MSG_NEWKEYS sent
debug1: expecting SSH2_MSG_NEWKEYS
debug1: SSH2_MSG_NEWKEYS received
debug1: Roaming not allowed by server
debug1: SSH2_MSG_SERVICE_REQUEST sent
debug1: SSH2_MSG_SERVICE_ACCEPT received
debug1: Authentications that can continue: publickey,password
debug1: Next authentication method: publickey
debug1: Offering RSA public key: /c/Users/Igor/.ssh/id_rsa
debug1: Authentications that can continue: publickey,password
debug1: Trying private key: /c/Users/Igor/.ssh/myhost-server
debug1: key_parse_private2: missing begin marker
debug1: key_parse_private_pem: PEM_read_PrivateKey failed
debug1: read PEM private key done: type <unknown>
Enter passphrase for key '/c/Users/Igor/.ssh/myhost-server':
I think this would help tremendously. Added comment to OP requesting this information.
Edit1: You can retrieve the verbose output of ssh by adding the -v parameter. Real world example (host name replaced):
λ ssh -v [email protected]
OpenSSH_6.6.1, OpenSSL 1.0.1m 19 Mar 2015
debug1: Reading configuration data /c/Users/Igor/.ssh/config
debug1: /c/Users/Igor/.ssh/config line 4: Applying options for myhost.at
debug1: Connecting to myhost.at [192.168.2.1] port 22.
debug1: Connection established.
debug1: identity file /c/Users/Igor/.ssh/myhost-server type -1
debug1: identity file /c/Users/Igor/.ssh/myhost-server-cert type -1
debug1: Enabling compatibility mode for protocol 2.0
debug1: Local version string SSH-2.0-OpenSSH_6.6.1
debug1: Remote protocol version 2.0, remote software version OpenSSH_5.5p1 Debian-6+squeeze5
debug1: match: OpenSSH_5.5p1 Debian-6+squeeze5 pat OpenSSH_5* compat 0x0c000000
debug1: SSH2_MSG_KEXINIT sent
debug1: SSH2_MSG_KEXINIT received
debug1: kex: server->client aes128-ctr hmac-md5 none
debug1: kex: client->server aes128-ctr hmac-md5 none
debug1: SSH2_MSG_KEX_DH_GEX_REQUEST(1024<3072<8192) sent
debug1: expecting SSH2_MSG_KEX_DH_GEX_GROUP
debug1: SSH2_MSG_KEX_DH_GEX_INIT sent
debug1: expecting SSH2_MSG_KEX_DH_GEX_REPLY
debug1: Server host key: RSA 67:3f:96:7b:6a:68:55:89:a8:30:a9:ed:67:ef:40:a4
debug1: Host 'myhost.at' is known and matches the RSA host key.
debug1: Found key in /c/Users/Igor/.ssh/known_hosts:3
debug1: ssh_rsa_verify: signature correct
debug1: SSH2_MSG_NEWKEYS sent
debug1: expecting SSH2_MSG_NEWKEYS
debug1: SSH2_MSG_NEWKEYS received
debug1: Roaming not allowed by server
debug1: SSH2_MSG_SERVICE_REQUEST sent
debug1: SSH2_MSG_SERVICE_ACCEPT received
debug1: Authentications that can continue: publickey,password
debug1: Next authentication method: publickey
debug1: Offering RSA public key: /c/Users/Igor/.ssh/id_rsa
debug1: Authentications that can continue: publickey,password
debug1: Trying private key: /c/Users/Igor/.ssh/myhost-server
debug1: key_parse_private2: missing begin marker
debug1: key_parse_private_pem: PEM_read_PrivateKey failed
debug1: read PEM private key done: type <unknown>
Enter passphrase for key '/c/Users/Igor/.ssh/myhost-server':
I think this would help tremendously. Added comment to OP requesting this information.
It's not enough to add the identity. There should be a file called config(no extension) in your C:\Users\{{username}}\.ssh directory.
You can define the key to use for a given host there like this:
Host myhost.name.com
IdentityFile ~/.ssh/my_keyfile_name
The result of correct configuration is a input request for a password:
Enter passphrase for key '/c/Users/{{username}}/.ssh/my_keyfile_name':