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