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It might be ok, hard to tell from the pic. But 100% of the substantial amount of water that comes down the vertical wall adjacent to the roof needs to be going in that gutter - either directly or via some leadwork.
So it definitely needs a proper look!But my money is still on leaky plumbing in the flat above...
This is a good shout, cheers. Suspect that might be contributing. There are probably some hairline cracks in the render up there too. Reckon it needs flashing on my wall and a longer gutter for the neighbour then?
I am planning to monitor it a lot now the ceiling is out a bit and going to a few more trades round