Increased density, minor shifts in size and color. Still looking too planned. Thinking of moving or deleting some of the large warehouses in order to move roads in an attempt to make it look more organic? Should the building be actually touching each other?

@DaltonSpence - Thanks. I agree the helm isnt that great - I couldnt find a wheel, and havent yet developed the ability to draw one.

The ships lines are there, but due to scale they're one of those details that isnt obvious, but I think adds to the image overall. (I did try drawing netting, but it ended up making the deck too muddy.

Thanks! Below is updated for the suggestions:

This mornings efforts:

Warehouse District:

Lumber Camp:

Tried Shessar's PDF tutorials - it works well for battlemaps (I used the technique on Fanche Pass, but had forgotten about it), but I couldn't get anything I was happy with. Ended up playing with sheets and effects to settle on the results below. Needs more clean up (cliff base rubble showing through and coast needs cleanup, but the concept is there. Thanks for the help.

Watched High Plains Drifter with Clint Eastwood. Quick draft to grab the concept - suggestions welcomed.......

This mornings effort: