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.
Forgive a crime.
End a career.
Set Thought free.
Find out who is there.
Make an unlawful arrest.
Administer justice.
Keep quiet about the intention.
Don't read minds.
Allow catastrophe.
Know all favorites.
Show the peaceful side.
See no crime in buying a bottle.
Complete Episode Five.
Make Thought crimes.
Uncover the truth.
Choose the simple answer.
Reunite a couple.
Complete Episode Four.
Pick up what was left behind.
Don't bother the law.
Win the war.
Complete Episode Three.
Repay the debt.
Complete Episode Two.
Avert catastrophe.
Complete Episode One.
Show the rebellious side.