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