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