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