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Yes that's true, I'm planning on getting the ceiling vaulted as well to follow the angle of the roof (12d pitch) and add a fixed skylight where there is the least amount of light coming through to try and add a bit more.
Agreed on the olive colour in the darker area, that's why I've painted a sample on the wall to show my partner that it would likely be too dark there on the wall etc ...
Another option could be to bring more unity to both rooms like you're saying with same floors, paint colour scheme etc ... and maybe remove the bit of the wall that's under the old window space so we can walk through and bring both lintels up to the same level.
If anyone has any examples of keeping those two rooms separate but making it work I'm all ears, struggling to find good examples of this where there's plenty of knock-through ones.
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Obviously not identical because one doorway leads to a utility room, but this is a nice example of that type of transition. https://www.shacklewellarchitects.com/cassiobury
I may be bias towards keeping the window as is as we have a similar one (although floor heights are different etc).
It's an interesting comparison to your predecessor's extension. This one would have cost a lot whereas your place was done to a price point with some smart tricks to get bang for their buck.
Imo in terms of light, the inspiration e.g. has too many light related improvements/differences to be comparable. So if you're knocking through I still think you want to consider other tricks to increase the brightness in the dining room - new lighting, floor, paint, mirror on the back wall, etc. I'd be really wary about letting that olive green continuing into the dining room if you're worried about light.