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