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