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