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