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