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I know what the verb leer means:
to look at someone in an unpleasant way that shows that you think they are sexually attractive
[Longman Dictionary of Contemporary English]
What does 'leering' mean in this context?
The edifices were in a state of decay-shutters torn off, roofs crumbled under the weight of heavy snows gone by, windows dusty and leering.
from'Night shift' by Steven King
I believe that this is a poetic way of saying that the subject feels that the buildings in question are looking at him or her in a disturbing way.
Taken literally, windows cannot leer: they cannot look, and leering is a kind of looking (specifically, a kind of looking which implies some sort of menace or bad intent, often sexual). But, sometimes, perhaps when feeling scared, one may feel that a building has some sort of "spirit" or "personality" and is looking at us.
For a building to be leering at us would imply that it is looking at us in a way that makes us feel uncomfortable and possibly threatened, and I think that's what the author was trying to convey here.
