Very strange. Surprisingly, the simple re-installation did do the trick.
Luckily, `openssh-server' package doesn't have any hard dependencies to
the essential distro meta packages.

Well, originally, I was going to lock the version from `security' repo
but first I would have to remove the package anyway, so:

$ sudo apt-get remove openssh-server

Reading package lists... Done
Building dependency tree       
Reading state information... Done
The following packages were automatically installed and are no longer required:
  libssl1.0.0:i386 openssh-sftp-server
Use 'sudo apt autoremove' to remove them.
The following packages will be REMOVED:
  openssh-server
0 upgraded, 0 newly installed, 1 to remove and 0 not upgraded.
1 not fully installed or removed.
After this operation, 904 kB disk space will be freed.
Do you want to continue? [Y/n] Y
(Reading database ... 357805 files and directories currently installed.)
Removing openssh-server (1:7.2p2-4ubuntu2.9) ...
Processing triggers for man-db (2.7.5-1) ...


$ sudo apt-get -y autoremove

Reading package lists... Done
Building dependency tree       
Reading state information... Done
The following packages will be REMOVED:
  libssl1.0.0:i386 openssh-sftp-server
0 upgraded, 0 newly installed, 2 to remove and 0 not upgraded.
After this operation, 3,223 kB disk space will be freed.
(Reading database ... 357792 files and directories currently installed.)
Removing libssl1.0.0:i386 (1.0.2g-1ubuntu4.15) ...
Removing openssh-sftp-server (1:7.2p2-4ubuntu2.9) ...
Processing triggers for libc-bin (2.23-0ubuntu11) ...
Processing triggers for man-db (2.7.5-1) ...


$ sudo apt-get install openssh-server

Reading package lists... Done
Building dependency tree       
Reading state information... Done
The following additional packages will be installed:
  openssh-sftp-server
Suggested packages:
  ssh-askpass rssh molly-guard monkeysphere
Recommended packages:
  ncurses-term ssh-import-id
The following NEW packages will be installed:
  openssh-server openssh-sftp-server
0 upgraded, 2 newly installed, 0 to remove and 0 not upgraded.
Need to get 0 B/374 kB of archives.
After this operation, 1,013 kB of additional disk space will be used.
Do you want to continue? [Y/n] Y
Preconfiguring packages ...
Selecting previously unselected package openssh-sftp-server.
(Reading database ... 357773 files and directories currently installed.)
Preparing to unpack .../openssh-sftp-server_1%3a7.2p2-4ubuntu2.9_amd64.deb ...
Unpacking openssh-sftp-server (1:7.2p2-4ubuntu2.9) ...
Selecting previously unselected package openssh-server.
Preparing to unpack .../openssh-server_1%3a7.2p2-4ubuntu2.9_amd64.deb ...
Unpacking openssh-server (1:7.2p2-4ubuntu2.9) ...
Processing triggers for man-db (2.7.5-1) ...
Processing triggers for ureadahead (0.100.0-19.1) ...
ureadahead will be reprofiled on next reboot
Processing triggers for ufw (0.35-0ubuntu2) ...
Processing triggers for systemd (229-4ubuntu21.27) ...
Setting up openssh-sftp-server (1:7.2p2-4ubuntu2.9) ...
Setting up openssh-server (1:7.2p2-4ubuntu2.9) ...


$    sudo systemctl status sshd.service 

● ssh.service - OpenBSD Secure Shell server
   Loaded: loaded (/lib/systemd/system/ssh.service; enabled; vendor preset: 
enabled)
   Active: active (running) since Thu 2020-04-23 18:07:13 MSK; 13s ago
  Process: 27871 ExecStartPre=/usr/sbin/sshd -t (code=exited, status=0/SUCCESS)
 Main PID: 27874 (sshd)
   CGroup: /system.slice/ssh.service
           ├─ 9759 sshd: ia [priv]
           ├─ 9771 sshd: ia@pts/18
           ├─ 9772 -zsh
           └─27874 /usr/sbin/sshd -D

Apr 23 18:07:13 asrockZ97e systemd[1]: Starting OpenBSD Secure Shell server...
Apr 23 18:07:13 asrockZ97e sshd[27874]: Server listening on 0.0.0.0 port 22.
Apr 23 18:07:13 asrockZ97e sshd[27874]: Server listening on :: port 22.
Apr 23 18:07:13 asrockZ97e systemd[1]: Started OpenBSD Secure Shell server.

$


** Changed in: openssh (Ubuntu)
       Status: New => Invalid

-- 
You received this bug notification because you are a member of Ubuntu
Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/1874455

Title:
  ssh daemon doesn't report successful start state to systemd after
  upgrade to 1:7.2p2-4ubuntu2.9

To manage notifications about this bug go to:
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