Still no good at hand painting, but this is the result so far. (I know it looks awful..)
No way, it does not like horrible so far. It looks to me like you’re headed precisely where you should be for an appealing result.
It sounds like you’re using one texture map for the whole scene. While you could do that, I personally would chose to separate textures according to object: Like a texture for the barrel, another for the crate, and then another for all the environment pieces (wood/wall boards, support beam, stairs). Just something to keep in mind for future projects.
Are you painting each floor board separately or using the data sharing trick?
