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.
Show the peaceful side.
Forgive a crime.
Make Thought crimes.
End a career.
Reunite a couple.
Don't bother the law.
Win the war.
Administer justice.
Keep quiet about the intention.
Don't read minds.
Avert catastrophe.
See no crime in buying a bottle.
Set Thought free.
Complete Episode Five.
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.
Complete Episode Two.
Allow catastrophe.
Know all favorites.
Complete Episode One.
Show the rebellious side.