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