Fyldewyn Castle

[The Lazy One]

I started by drawing the outer walls as black shapes. Then I drew the inner walls and rooms. All on one layer (I use Photoshop). Then I add a layer style of pattern overlay (the stone pattern that you see on the wall. I made it myself, but you can probably find some online as well) and a layer style of stroke. On a second layer I created a white shape for the windows, so I could just move them around when necessary. Then I drew the furniture and floor details with a 4 pixel brush. Finally I selected the pixels in the windows layer and erased the selection from the walls. This didn't really affect the image but is just a way of keeping my layers organized.

There's quite some smaller details that I'm leaving out, but this should give you an idea of my work flow. Hope it helps (:

Thank you for the insights!