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.
Don't read minds.
Avert catastrophe.
See no crime in buying a bottle.
Complete Episode Five.
End a career.
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.
Show the peaceful side.
Administer justice.
Forgive a crime.
Keep quiet about the intention.
Don't bother the law.
Win the war.
Choose the simple answer.
Reunite a couple.
Uncover the truth.
Find out who is there.
Make Thought crimes.
Set Thought free.