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