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