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