Why can't I use the "Add" tool of Landscape on some free spaces?

Ok. It does this when there’s a mesh obscuring the part of the landscape you want to paint on.

I can see, of course, there’s nothing there.

What I’m wondering is, is there something that that’s not being seen? A very thin mesh, something hidden, something translucent etc?

You can tell if this is the case, by moving your landscape elsewhere ( with the move widget ) and trying this square again.