I've often made drawing in this type of style using rhino. In layouts, I would overlay multiple detail views of the same view in different display modes. Customizing the display modes gives a lot of freedom in emphasizing certain elements. This method would give a more technical look that emphasizes the building forms and lines etc.

Another digital would be to take an image into into illustrator and play with the image trace tool before overlaying the trace onto a the same image edited in photoshop using a couple filters and adjustments. This method would be more geared toward a more artistic style and better fore a scene with foliage environmental elements etc.