I had what seems to be almost the same issue. House from 1960s, add on built on in the back of the house, extending from the back of the fireplace in a large 15x15' enclosed porch. Where the add-on roof butted up against the fireplace they did no flashing at all. None. They had the local road crew tar the ever lasting shit out of it instead, which after several decades in south Texas heat, turned it all into sparkling obsidian. I got a roofer out and for the low price of 8,000 I got all new decking, sealant layer, roll out covering, and proper flashing for the fireplace area (we designed and built a cricket).
To answer your question though, I would get more tar - thats what I did - tar and tar tape/paper like shit and just get it to where it won't leak for now. It will look ugly but you want to save your walls.
> I had what seems to be almost the same issue. House from 1960s, add on built on in the back of the house, extending from the back of the fireplace in a large 15x15' enclosed porch.
Yeah this house is from the '60s, and it looks like it was an addition. All my roof is sloped except that one small room. I'll get some tar and tar the heck out of that corner until the spring when I can rip that up I guess. Thank you for the tips.
Correct. He needs a seasonal patch so it an be fixed next year, not leak in the meantime, and not cause several thousand more in damage. OP, get a gallon of Henry's (it works when the roof deck is wet) and a trowel. And some rubber gloves.
henry's has a lot of good product