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