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