Upon playtesting some more, it seems to be a caching issue. If I load from the beginning or a save prior to the transition, everything works normally. But if at any point during a session I load a save or enter a segment using the new room, if I load a previous save, it retains the new room look.
*It seems like loading a save from before chapter 4 doesn't affect it, but chapter 4 and on is affected, as are new games.