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From time to time I end-up having to connect to a machine that was not configured to use DHCP.

Assuming that I know the static IP address of that machine and that this machine is already physically connected on my network, how do I add a custom route on MacOS in order to be able to ssh to that machine and reconfigure it?

I assume it is something like sudo route add ...

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    Is the static IP Address that's assigned to the machine in the same subnet as your network? – user3439894 Dec 19 '16 at 1:10
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I do this all the time. There are 2 options:-

ssh user@<IP> for a known IP address

or if the machine has a hostname, the Mac should be able to discover it with
ssh user@hostname.local

Similar settings can be used from most GUI ssh clients.

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If the machine is in your network and you know it's IP address, you should be able to connect to it.

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