Looking down over rooftops
Seeing all the people below you

So, while you can look over rooftops, down at the street below. I noticed we don't have (or I couldn't easily find the syntax for) peering down at any of the NPCs or PCs on the street.

Maybe it could be a Perception roll even, obscuring more minor details if you fail?

Is there a way to watch an edge continually? Instead of having to keep looking at it? Like if you were on a lookout, you'd be fixed on watching that one spot?

What you're looking for is possible with things like scopes on guns, and certain other items. It is purposefully lacking for the naked eye.