If I like a guitar, I have expectations that are aligned with / based on the price. I expect a $1,000 guitar to be "better" than a $500 guitar, and so on. Above $4000, it would have to be something I thought was special. Most of my favorite guitars are in the $3,000 to $4,000 range new.
My main / favorite guitar is the EBMM Kaizen 6; they go for around $3,799 new; I also like the EBMM Majesty 6, that are $3,849 new. To me, they're worth the price. Obviously I'd prefer to pay less, but if I want new that's what they cost.
Some other Majesty models with fancy wood tops and finishes are over $4000, even $5000 now...once these go over $4,000, or $5,000 that changes the buy equation for me. I'm not big on fancy wood tops, paint it black, white or metallic purple, preferably gloss, and I'm good.
My favorite hardtail is the Ibanez PS10, it's a MIJ Prestige, they're $3,899.99 new. Also, worth the price to me, and less $ than a Gibson Les Paul Custom.
I also like Jackson X Series, Rhoads and Warriors; FR, neck thru, painted neck, and Duncan Blackouts on the Rhoads; I paid mew $899.99 or less for mine...they have gone up in price, with some models approaching $1,000. Also worth the price, no issues with the FR Specials on them.
I usually buy new guitars (and keyboards) on sale, 10% to 15% off, and I usually have discount points too.