Here is the full list of all 27 Orwell: Keeping an Eye On You achievements. It takes around 8-10 hours to unlock all of the achievements on Windows.
Administer justice.
Make Thought crimes.
Find out who is there.
Set Thought free.
Uncover the truth.
Reunite a couple.
Don't bother the law.
Win the war.
Forgive a crime.
Keep quiet about the intention.
Don't read minds.
Avert catastrophe.
Show the peaceful side.
See no crime in buying a bottle.
End a career.
Complete Episode Five.
Choose the simple answer.
Complete Episode Four.
Pick up what was left behind.
Make an unlawful arrest.
Complete Episode Three.
Repay the debt.
Complete Episode Two.
Allow catastrophe.
Know all favorites.
Complete Episode One.
Show the rebellious side.