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