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