According to the owner, the windows have already been replaced and additional insulation was added.
"collapse" won't happen anytime soon. If the roof still looks good from the outside, meaning no loose or broken tiles are visible and the growth of lichens/moss is limited, I wouldn't worry much.
For the 30-year-old gas boiler, you should already budget 6-8k for a new one. Or rather, I would replace it right away but recommend at least planning for it.
When were the windows renewed? Before 1994? You can find it engraved on the spacer between the glass panes. There is always a date and usually a type description. If before 1990 definitely replace, after 1994 leave it. In between... send a picture of the window and engraving.
Regarding the exterior wall: a folding rule with metric scaling aka measuring stick is your best friend here. Just measure it. Insulation was added? When? How thick? Usually, it is not worth changing anything then, because the U-value is usually 0.5 or lower. So all good.
Edit: Just saw that additional insulation was added during the roof conversion as well. So mid-80s. Probably only 4-6 cm, but it doesn't change the matter: energy standard is fine, don't change anything if everything looks intact.