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