I know it's been mentioned a few times in this thread but for me, the scariest film by a country mile over everything else is "The Exorcist".
I've been trying to work out why this film had such a profound effect on me, and still can't quite put my finger on it. My best guess is that you have two 'mortal' good guys trying to battle an 'immortal' evil with no possible way of ever defeating it. It was always a case of a bad outcome, just how bad was what needed to be ascertained from the storyline.
Either way this film genuinely scared me.
After that I'd have to say "The Changeling" followed by "Session 9"
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