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