Looking really good MapMappingMapped (can I just call you MMM? lol).

I think the problem you are having with the arched building is that the shadows are falling in slightly different directions; the left most wall is ok (pointing to 9 o'clock like your other shadows), but the bottom wall is casting shadows at 7 o'clock and the right wall is casting them at 10 o'clock. Mind you, shadows from arches are a pain to draw, so you certainly gave yourself a challenge there

As for the building on top of the hill, I personally would add a shadow, even if it is using a little bit of artistic license. Just don't make it as long as the one being cast from the large rectangular building to help sell the fact it has sloping walls.