I can't see any gutters.
The front, with a wide overhang, looks quite good.
Oil is not entirely damp proof, and I've had black stain from fungus on outdoor oiled hardwood. It is possible to bleach it with Oxalic acid, but I now use a dark wood dye, after chemical wood preserver (I use Cuprinol), and a dark water-based shed stain that leaves a waxy film to repel water. The fungal stain then does not show. You know it needs treating again when water no longer beads up and rolls off. Decking stain seems to be more durable and goes dull when worn out by weathering. The stains usually say they have a 5-year life
On the back of my shed, facing a neighbour, I dappled with dark and medium green, and used dark brown to give the impression of branches and treetrunks. It is partially obscured by trees.
A jet washer will clean it off, but leaves the grain somewhat raised.
I prefer spirit-based preservers, which I am convinced soak in deeper even on smooth planed wood, but they seem to be scarce now.