There is probably software you would need to buy outright if you change platforms, that was certainly something that persuaded me to buy a new Mac last month. Adobe packages for example, buying full new versions as opposed to upgrades. Although, I believe you may "cross-grade" through Adobe customer service. I had about $1,000 savings on other stuff.
Then there is integration with other Apple devices perhaps. One other consideration though on the PC side, a cheap PC is just that, cheap. If you start putting together a robust workstation on the PC side you're going to narrow the pricing gap significantly. Look at HP Z600 & Z800 workstations, for example.
I've been a Mac user since day one, I in fact got my 1st 128kb Mac before Apple began shipping to resellers on a special program from Apple. So 27 years... for most of that Apple made me feel special--often, cutting edge, not anymore, my Apple fan boy days are over.