Wall design for rear extension to maximise space

Sounds like you need a flat roof section either side to solve the abutment issues.

The centre section then could be a tiled roof or a glazed lantern. Either option with a glazed gable end and butting up to your house wall.

Bear in mind height of bedroom windows.

Ive built timber frame walls with masonry external face. Ive used renderboard on the outside.

Where you are going against a neighbours wall, you dont need another wall, just do as Woody says. The key is to detail correctly for damp couses and thermal bridging.

You dont need to be restricted to oak, consider painted timber. Google timber orangeries to get an idea, they can be traditional or contemporary in style.
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