You actually answered your own question: it is a very personal choice.I'd be willing to pay 5k for 2way bookshelf, not convinced they'd be audibly superior to those in the 2k range. The ATC 19 SCM v2 I just sold were 3.5k ish. They were excellent speakers, but I think the price reflected the name, where they were made, etc.
For me, i only purchase passive monitor like hifi speakers for home use. Not just that, i pioritize (not restrict to) manefacturers that make pro monitors and transducers.
e.g ATC, Dynaudio, Focal, JBL, (KEF) etc
This may not be the most cost effective method. And I can't say that $5K speakers from the above companies can beat all $2K in the market even for my own use.
But it is very safe method as I don't have the time or ways to audition every loudspeaker at a particular price range under the exact same condition: in my home systems.
As a result, i only need to answer whether a pair of $5K from those companies justify the extre 2-3$K in my personal system. My answer is yes.
Because the next price bracket is $10K. Then I need to start considering bookshelf + sub vs floorstanding. Fortunately i can still afford 10K per pair speakers, but i cannot afford a proper house/room to justify the extra spending.
All these lead to my personal diminishing return at $5K for passive.
If one day i could afford a properly acoustic treated large room, I would raise that from $5K to $50K : )
But that doesn't change the fact that active pro monitor $7K (down from 10K after cheching the current price) and passive $5K diminishing return set by the industry for the pros.
Using Dynaudio as an example, we are talking about:
Hifi range
Coutour 20 vs Evoke 20
Pro range
Core 59 vs Core 5
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