Open SSL 1.1.1 (General questions)
I'm not really sure why you need OpenSSL 1.1.1 for SSH/SFTP, since those protocols have nothing to do with SSL, so TLS1.3 which is major feature of 1.1.1 doesn't apply to SSH protocol. Can you please elaborate why you need OpenSSL 1.1.1?
As for when it will be supported - as soon as FIPS is available as 'drop in' DLL, as it is now with 1.0.2.
Hope this helps!