This worked pretty well, so I think i'm going to continue it.
Mid:
Extended the platform under the point across the lowground into a bridge.
Changed the lowground doorway facing into the area into a highground doorway onto a platform.
Brought the lowground end of the area in.
Adjusted the ledge that was formerly at the edge of that area to connect the bridge, lowground and platform.
Second:
Displaced the terrain a bit to make it not as flat.
Added clipping around the train to make it easier to nagivate.
Added an open window to the side of the point, over the barrels.
Raised the ledge on the inside next to the point, and removed the path it would normally connect to entirely.
Last:
A bit of a rework; The area is as a whole a good bit smaller, and the back half of it was lowered down to the height of the front half, removing the ledge.
Extended the lowground further into the area, and gave a ramp to help climb up faster & easier.
The far side route through the broken wall has been re-routed to just go up through the floor above it; the outdoors portion has been removed.
Added some shacks to give a bit more substance to the approach.
Re-iterating, The route closest to second is now gone entirely.