Haven't you played the original Silent Hill PS1? That still bugs me out.
To me, the most bizarre thing I've seen, is in Resident Evil (GameCube)....Lisa Trevor...this poor tourmented girl in chains, wearing dead skin on her deformed face like Leatherface would.
Clock Tower (SFC). When you find the bathtub, you hear water tripping...and you look into the tub..and scissor man pops out. Scared the shit out of me...
D (Saturn/PSX) First time you see Laura look into the mirror...she touches it...and the hand pops out trying to reach out to her....
Or when Laura opens the closet door to her left as she walks up the stairs, there is nothing but spikes and a dead corpse. Then when you see the painting of the little boy, it just grins and laughs.
Plus seeing the dead body in the dungeon room, yet it's right hand is cemented into the wall. So when you look at the opposite side...there's a weird box...once you unlock the puzzle to it...there's the corpse's hand with the ring on it...
Yet to break it down, most disturbing game is Silent Hill 4: The Room.
When a stuffed toy bunny is pointing at you, making a gesture to "Pick up the phone" that scared the piss out of me....Or in the beginning when Henry has bizzare visions of these creatures coming out of the walls and celing....mind boggling...
Kicker was seeing an ambulance carrying a body away from the subway enterance...then the next day... seeing the girl, that you talked to, she's attacked by dogs, but there's no way to help....then the next day, you see her walk down stairs to the subway enterance while you looked out the window from your apartment...so you follow her.....yet when you find her....she's already dead...
