Drywall meets wood, then plaster. DIY Help!

I recently bought a house and the upstairs “bonus” room/attic was semi finished, with poorly done drywall. I’ve been able to repair the majority of it BUT I am so stumped with what to do in the stairway. Either the search words I’m using while trying to research relatively easy/newbie solutions are not the right ones to use, or I’m stuck with some solutions I don’t love.Please see images in a google drive folder here: https://ift.tt/3d7YsRO, this is an old house and the entire first floor is predominately plastered walls. Where the first floor walls in the stairwell meet the 2nd floor, there is 4″ of wood (painted) and then the drywall hits that. It’s flush on one side but as seen in the pictures, not flush on the other two sides. The previous owner tried to make a transition in the flush spot with mud, but it chipping and the image now shows it I’ve scrapped and sanded some away.I think I need to either complete re-do the drywall here, and likely the stairway banister, to make the drywall & wood flush with the wall. I’m ok with leaving it not flush, but I think the easy, fast, kinda crappy option is to take trim and basically just cover it all up. 😐 not ideal or aesthetically pleasing IMO.I would greatly appreciate any creative alternatives/advice I could use instead! I really do not want to re-drywall and at the end of the day, i’ll still be stuck with this question around how to smoothly transition between drywall, wood and plaster.​Thank you in advance! Once this is all done, I can’t wait to share the before and after πŸ™‚ via /r/DIY https://ift.tt/2LMGlWb

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