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