How does the order of noun modifiers affect emphasis
I can't see any particular emphasis from the different syntax. I prefer 1. , it seems somehow 'correcter'. The typical spoken answer in English would only be a sentence fragment, according to grammar.

The Royal Order of Adjectives does not pertain in Chinese, I fear. In Chinese we can write 'the wear/wearing glasses person = 那个戴眼镜的人', which is not an option in English. (不好：the very tall wearing glasses one)

谁是你的爸？
Who is your Dad?
1.【那个】【戴眼镜的】【很高的】人。
1E. (My Dad is) the one wearing glasses, very tall.
1.1E (My Dad is) the very tall one, wearing glasses.

谁是你的爸？
Who is your Dad?
2.【很高的】【戴眼镜的】【那个】人。
2E. Very tall, wearing glasses, that one (is my Dad).