I'm going to have to disagree with
part of your post.
Yes he would have to be on the sidewalk.
Yes there is an incline.
No there is not a large tree and shrubbery/random foliage obscuring the view of the sidewalk.
I don't see a tree he would have to look around.
In the last pic look at the one way sign. Look at the white car in the distance just to the left and under the one way sign. See the little white sign just above the white car?
Now look at the second pic. See that little white sign, and the white car?
The first pic is included so the incline can be seen.
So I think during daylight he could have seen her.
Now, could he have seen her that far at night? I don't see any street lights.