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