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The main characters younger sister showed him some scribbles she had done in her textbook and then said 「上手いモンでしょう」.

My question is whether it is definition 5 here or whether モン refers to the scribble itself.

2

It is definition 5-㋑.

「[上手]{うま}いモンでしょう」 is, in my own words, an "exclamatory rhetorical question".

= "Looks awesome, doesn't it?"

The "statement" form using this 「もん」 would be 「上手いもんだ/もんです」.

So, 「モン」 does not refer to the scribble itself.

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