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