openssh broken in homebrew for local LAN only. Reporting "No route to host" #6488

andreasfink · 2025-10-22T07:58:48Z

andreasfink
Oct 22, 2025

Output of `brew config`

HOMEBREW_VERSION: 4.6.18
ORIGIN: https://github.com/Homebrew/brew
HEAD: 00001bedf8eac442bdabd327148be0b97998b27b
Last commit: 2 days ago
Branch: stable
Core tap JSON: 22 Oct 07:45 UTC
Core cask tap JSON: 22 Oct 07:45 UTC
HOMEBREW_PREFIX: /opt/homebrew
HOMEBREW_CASK_OPTS: []
HOMEBREW_FORBID_PACKAGES_FROM_PATHS: set
HOMEBREW_MAKE_JOBS: 20
Homebrew Ruby: 3.4.5 => /opt/homebrew/Library/Homebrew/vendor/portable-ruby/3.4.5/bin/ruby
CPU: 20-core 64-bit arm_firestorm_icestorm
Clang: 17.0.0 build 1700
Git: 2.50.1 => /Library/Developer/CommandLineTools/usr/bin/git
Curl: 8.7.1 => /usr/bin/curl
macOS: 15.7.1-arm64
CLT: 26.0.0.0.1.1757719676
Xcode: 26.0.1
Rosetta 2: false

Output of `brew doctor`

Your system is ready to brew.

Description of issue

since I have installed openssh via brew so I can use yubikeys with ssh, I run into a very strange issue.
ssh to a remote host works like normally
ssh to a host on the same LAN my mac always returns "No route to host"
This is the same on my desktop mac and my laptop so it's not specific to one machine or one remote machine.
No firewall involved as its local LAN.

Here is an example with homebrew:

afink@studio-one ~ % ssh -vvvvv _myHost_ -p _myPort_
debug1: OpenSSH_10.2p1, OpenSSL 3.6.0 1 Oct 2025
debug3: Running on Darwin 24.6.0 Darwin Kernel Version 24.6.0: Mon Aug 11 21:16:21 PDT 2025; root:xnu-11417.140.69.701.11/RELEASE_ARM64_T6000 arm64
debug3: Started with: ssh -vvvvv _myHost_ -p _myPort_
debug1: Reading configuration data /Users/afink/.ssh/config
debug1: Reading configuration data /opt/homebrew/etc/ssh/ssh_config
debug2: resolve_canonicalize: hostname _myHost_ is address
debug3: expanded UserKnownHostsFile '/Users/afink/.ssh/known_hosts' -> '/Users/afink/.ssh/known_hosts'
debug3: expanded UserKnownHostsFile '~/Users/afink/.ssh/known_hosts2' -> '/Users/afink/.ssh/known_hosts2'
debug3: channel_clear_timeouts: clearing
debug3: ssh_connect_direct: entering
debug1: Connecting to _myHost_ [_myHost_] port _<myport>_.
debug3: set_sock_tos: set socket 3 IP_TOS 0xb8
debug1: connect to address _myHost_ port _<myport>_: No route to host
ssh: connect to host _myHost_ port _myPort_: No route to host
afink@studio-one ~ %

afink@studio-one ~ % /usr/bin/ssh -vvvvv _myHost_ -p _myPort_
OpenSSH_9.9p2, LibreSSL 3.3.6
debug1: Reading configuration data /Users/afink/.ssh/config
debug1: Reading configuration data /etc/ssh/ssh_config
debug3: /etc/ssh/ssh_config line 22: Including file /etc/ssh/ssh_config.d/100-macos.conf depth 0
debug1: Reading configuration data /etc/ssh/ssh_config.d/100-macos.conf
debug1: /etc/ssh/ssh_config.d/100-macos.conf line 1: Applying options for *
debug3: /etc/ssh/ssh_config.d/100-macos.conf line 3: Including file /etc/ssh/crypto.conf depth 1
debug1: Reading configuration data /etc/ssh/crypto.conf
debug3: kex names ok: [ecdh-sha2-nistp256]
debug2: resolve_canonicalize: hostname _myHost_ is address
debug3: expanded UserKnownHostsFile '/Users/afink/.ssh/known_hosts' -> '/Users/afink/.ssh/known_hosts'
debug3: expanded UserKnownHostsFile '/Users/afink/.ssh/known_hosts2' -> '/Users/afink/.ssh/known_hosts2'
debug1: Authenticator provider $SSH_SK_PROVIDER did not resolve; disabling
debug3: channel_clear_timeouts: clearing
debug3: ssh_connect_direct: entering
debug1: Connecting to _myHost_ [_myHost_] port _myPort_.
debug3: set_sock_tos: set socket 3 IP_TOS 0x48
debug1: Connection established.
debug1: identity file /Users/afink/.ssh/id_rsa type -1
debug1: identity file /Users/afink/.ssh/id_rsa-cert type -1
debug1: identity file /Users/afink/.ssh/id_ecdsa type -1
debug1: identity file /Users/afink/.ssh/id_ecdsa-cert type -1
debug1: identity file /Users/afink/.ssh/id_ecdsa_sk type -1
debug1: identity file /Users/afink/.ssh/id_ecdsa_sk-cert type -1
debug1: identity file /Users/afink/.ssh/id_ed25519 type 3
debug1: identity file /Users/afink/.ssh/id_ed25519-cert type -1
debug1: identity file /Users/afink/.ssh/id_ed25519_sk type 12
debug1: identity file /Users/afink/.ssh/id_ed25519_sk-cert type -1
debug1: identity file /Users/afink/.ssh/id_xmss type -1
debug1: identity file /Users/afink/.ssh/id_xmss-cert type -1
debug1: identity file /Users/afink/.ssh/id_dsa type -1
debug1: identity file /Users/afink/.ssh/id_dsa-cert type -1
debug1: Local version string SSH-2.0-OpenSSH_9.9
debug1: Remote protocol version 2.0, remote software version ROSSSH
debug1: compat_banner: no match: ROSSSH
debug2: fd 3 setting O_NONBLOCK
debug1: Authenticating to _myHost_:_myPort_ as 'afink'
debug3: put_host_port: [_myHost_]:_myPort_
debug3: record_hostkey: found key type RSA in file /Users/afink/.ssh/known_hosts:28
debug3: load_hostkeys_file: loaded 1 keys from [_myHost_]:_myPort_
debug1: load_hostkeys: fopen /Users/afink/.ssh/known_hosts2: No such file or directory
debug1: load_hostkeys: fopen /etc/ssh/ssh_known_hosts: No such file or directory
debug1: load_hostkeys: fopen /etc/ssh/ssh_known_hosts2: No such file or directory
debug3: order_hostkeyalgs: prefer hostkeyalgs: [email protected],[email protected],rsa-sha2-512,rsa-sha2-256
debug3: send packet: type 20
debug1: SSH2_MSG_KEXINIT sent
debug3: receive packet: type 20
debug1: SSH2_MSG_KEXINIT received
debug2: local client KEXINIT proposal
debug2: KEX algorithms: ecdh-sha2-nistp256,sntrup761x25519-sha512,[email protected],mlkem768x25519-sha256,curve25519-sha256,[email protected],ecdh-sha2-nistp384,ecdh-sha2-nistp521,diffie-hellman-group-exchange-sha256,diffie-hellman-group16-sha512,diffie-hellman-group18-sha512,diffie-hellman-group14-sha256,ext-info-c,[email protected]
debug2: host key algorithms: [email protected],[email protected],rsa-sha2-512,rsa-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],ssh-ed25519,ecdsa-sha2-nistp256,ecdsa-sha2-nistp384,ecdsa-sha2-nistp521,[email protected],[email protected]
debug2: ciphers ctos: [email protected],[email protected],[email protected],aes128-ctr,aes192-ctr,aes256-ctr
debug2: ciphers stoc: [email protected],[email protected],[email protected],aes128-ctr,aes192-ctr,aes256-ctr
debug2: MACs ctos: [email protected],hmac-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],hmac-sha2-512,hmac-sha1
debug2: MACs stoc: [email protected],hmac-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],hmac-sha2-512,hmac-sha1
debug2: compression ctos: none,[email protected]
debug2: compression stoc: none,[email protected]
debug2: languages ctos:
debug2: languages stoc:
debug2: first_kex_follows 0
debug2: reserved 0
debug2: peer server KEXINIT proposal
debug2: KEX algorithms: curve25519-sha256,diffie-hellman-group-exchange-sha256,ext-info-s
debug2: host key algorithms: rsa-sha2-256
debug2: ciphers ctos: [email protected],aes192-ctr,aes256-ctr
debug2: ciphers stoc: [email protected],aes192-ctr,aes256-ctr
debug2: MACs ctos: hmac-sha2-256,hmac-sha2-512
debug2: MACs stoc: hmac-sha2-256,hmac-sha2-512
debug2: compression ctos: none
debug2: compression stoc: none
debug2: languages ctos:
debug2: languages stoc:
debug2: first_kex_follows 0
debug2: reserved 0
debug1: kex: algorithm: curve25519-sha256
debug1: kex: host key algorithm: rsa-sha2-256
debug1: kex: server->client cipher: [email protected] MAC: <implicit> compression: none
debug1: kex: client->server cipher: [email protected] MAC: <implicit> compression: none
debug3: send packet: type 30
debug1: expecting SSH2_MSG_KEX_ECDH_REPLY
debug3: receive packet: type 31
debug1: SSH2_MSG_KEX_ECDH_REPLY received
debug1: Server host key: ssh-rsa SHA256:Aq1FD7NG332P+q8jGetrRrfXfWfQaFa6K7Teh12mvjA
debug3: put_host_port: [_myHost_]:_myPort_
debug3: put_host_port: [_myHost_]:_myPort_
debug3: record_hostkey: found key type RSA in file /Users/afink/.ssh/known_hosts:28
debug3: load_hostkeys_file: loaded 1 keys from [_myHost_]:_myPort_
debug1: load_hostkeys: fopen /Users/afink/.ssh/known_hosts2: No such file or directory
debug1: load_hostkeys: fopen /etc/ssh/ssh_known_hosts: No such file or directory
debug1: load_hostkeys: fopen /etc/ssh/ssh_known_hosts2: No such file or directory
debug1: Host '[_myHost_]:_myPort_' is known and matches the RSA host key.
debug1: Found key in /Users/afink/.ssh/known_hosts:28
debug3: send packet: type 21
debug2: ssh_set_newkeys: mode 1
debug1: rekey out after 4294967296 blocks
debug1: SSH2_MSG_NEWKEYS sent
debug1: Sending SSH2_MSG_EXT_INFO
debug3: send packet: type 7
debug1: expecting SSH2_MSG_NEWKEYS
debug3: receive packet: type 21
debug1: SSH2_MSG_NEWKEYS received
debug2: ssh_set_newkeys: mode 0
debug1: rekey in after 4294967296 blocks
debug2: KEX algorithms: ecdh-sha2-nistp256,sntrup761x25519-sha512,[email protected],mlkem768x25519-sha256,curve25519-sha256,[email protected],ecdh-sha2-nistp384,ecdh-sha2-nistp521,diffie-hellman-group-exchange-sha256,diffie-hellman-group16-sha512,diffie-hellman-group18-sha512,diffie-hellman-group14-sha256,ext-info-c,[email protected]
debug2: host key algorithms: [email protected],[email protected],rsa-sha2-512,rsa-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],ssh-ed25519,ecdsa-sha2-nistp256,ecdsa-sha2-nistp384,ecdsa-sha2-nistp521,[email protected],[email protected]
debug2: ciphers ctos: [email protected],[email protected],[email protected],aes128-ctr,aes192-ctr,aes256-ctr
debug2: ciphers stoc: [email protected],[email protected],[email protected],aes128-ctr,aes192-ctr,aes256-ctr
debug2: MACs ctos: [email protected],hmac-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],hmac-sha2-512,hmac-sha1
debug2: MACs stoc: [email protected],hmac-sha2-256,[email protected],[email protected],[email protected],[email protected],[email protected],[email protected],hmac-sha2-512,hmac-sha1
debug2: compression ctos: none,[email protected]
debug2: compression stoc: none,[email protected]
debug2: languages ctos:
debug2: languages stoc:
debug2: first_kex_follows 0
debug2: reserved 0
debug3: send packet: type 5
debug3: receive packet: type 7
debug1: SSH2_MSG_EXT_INFO received
debug3: kex_input_ext_info: extension server-sig-algs
debug1: kex_ext_info_client_parse: server-sig-algs=<rsa-sha2-256>
debug3: receive packet: type 6
debug2: service_accept: ssh-userauth
debug1: SSH2_MSG_SERVICE_ACCEPT received
debug3: send packet: type 50
debug3: receive packet: type 51
debug1: Authentications that can continue: publickey,password
debug3: start over, passed a different list publickey,password
debug3: preferred publickey,keyboard-interactive,password
debug3: authmethod_lookup publickey
debug3: remaining preferred: keyboard-interactive,password
debug3: authmethod_is_enabled publickey
debug1: Next authentication method: publickey
debug1: pubkey_prepare: ignoring authenticator-hosted key /Users/afink/.ssh/id_ed25519_sk as no SecurityKeyProvider has been specified
debug3: ssh_get_authentication_socket_path: path '/private/tmp/com.apple.launchd.03qQiaCXB4/Listeners'
debug1: get_agent_identities: bound agent to hostkey
debug1: get_agent_identities: ssh_fetch_identitylist: agent contains no identities
debug1: Will attempt key: /Users/afink/.ssh/id_rsa
debug1: Will attempt key: /Users/afink/.ssh/id_ecdsa
debug1: Will attempt key: /Users/afink/.ssh/id_ecdsa_sk
debug1: Will attempt key: /Users/afink/.ssh/id_ed25519 ED25519 SHA256:Wsjc28j9kv9Mw+cLfoLHWZ0efhvT/YuHJlU+xBM8NO4
debug1: Will attempt key: /Users/afink/.ssh/id_xmss
debug1: Will attempt key: /Users/afink/.ssh/id_dsa
debug2: pubkey_prepare: done
debug1: Trying private key: /Users/afink/.ssh/id_rsa
debug3: no such identity: /Users/afink/.ssh/id_rsa: No such file or directory
debug1: Trying private key: /Users/afink/.ssh/id_ecdsa
debug3: no such identity: /Users/afink/.ssh/id_ecdsa: No such file or directory
debug1: Trying private key: /Users/afink/.ssh/id_ecdsa_sk
debug3: no such identity: /Users/afink/.ssh/id_ecdsa_sk: No such file or directory
debug1: Offering public key: /Users/afink/.ssh/id_ed25519 ED25519 SHA256:Wsjc28j9kv9Mw+cLfoLHWZ0efhvT/YuHJlU+xBM8NO4
debug3: send packet: type 50
debug2: we sent a publickey packet, wait for reply
debug3: receive packet: type 51
debug1: Authentications that can continue: publickey,password
debug1: Trying private key: /Users/afink/.ssh/id_xmss
debug3: no such identity: /Users/afink/.ssh/id_xmss: No such file or directory
debug1: Trying private key: /Users/afink/.ssh/id_dsa
debug3: no such identity: /Users/afink/.ssh/id_dsa: No such file or directory
debug2: we did not send a packet, disable method
debug3: authmethod_lookup password
debug3: remaining preferred: ,password
debug3: authmethod_is_enabled password
debug1: Next authentication method: password
afink@_myHost_'s password:

p-linnane · 2025-10-22T22:28:35Z

p-linnane
Oct 22, 2025
Maintainer

Check if your terminal has access to the local network: https://support.apple.com/guide/mac-help/control-access-to-your-local-network-on-mac-mchla4f49138/mac

0 replies

andreasfink · 2025-10-22T22:53:34Z

andreasfink
Oct 22, 2025
Author

it has according to system preferences.i fixed it by deleting item2, rebooting, reinstalling it and then allowing access to local lan when prompted. Apples security theater treats developers like 6 year old kids. Filed a bugreportbugs reported in FB20777562Bug #1 /usr/bin/ssh is treated differently than /opt/homebrew/bin/sshBug #2 iTerm2 is treated differently to terminal.appBug #3 the system preferences > Security > Local Network preference pane does not display accurate values and changing them did not result in the needed changeBug #4 Files are not editable by root (remember this is not /System/Library... this is /Library)Bug #5 Error reporting is misleading and wasting fellow developers time. MASSIVE time.Bug #6 removing attributes (xattr -r -d com.apple.provenance) from files is not workingOn 23 Oct 2025, at 00:29, Patrick Linnane ***@***.***> wrote: Check if your terminal has access to the local network: https://support.apple.com/guide/mac-help/control-access-to-your-local-network-on-mac-mchla4f49138/mac —Reply to this email directly, view it on GitHub, or unsubscribe.You are receiving this because you authored the thread.Message ID: ***@***.***>

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openssh broken in homebrew for local LAN only. Reporting "No route to host" #6488

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Homebrew

openssh broken in homebrew for local LAN only. Reporting "No route to host" #6488

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andreasfink Oct 22, 2025

Output of brew config

Output of brew doctor

Description of issue

Replies: 2 comments

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p-linnane Oct 22, 2025 Maintainer

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andreasfink Oct 22, 2025 Author

andreasfink
Oct 22, 2025

Output of `brew config`

Output of `brew doctor`

p-linnane
Oct 22, 2025
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andreasfink
Oct 22, 2025
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