Absolute boot novice here just looking for some advise

Per title, I know nothing about boots but I work in an office all day and want to get something nice for myself. The problem is, I have no idea how to gage if a boot is actually worth the price tag.

From what I've read up on, it seems like people genuinely respect the Grant Stone brand so I'm mostly looking at their site. The question is now, is this combo worth $333 bucks? I'm definitely the type whose willing to pay for quality but with knowing nothing about this market, I'm having a hard time pulling the trigger and just want some reassurance here.

https://www.grantstoneshoes.com/products/pre-order-diesel-boot-dark-burgundy-kudu

https://www.grantstoneshoes.com/products/american-trench-wild-flower-sock?variant=41165493370966

Edit for clarity: The black Friday deal only triggers off $400+ in cart so the socks end up taking $70 off the order.