Considering that 2023 JD needs different tires (and thus, wheels, most likely) for your use (in the sticks... and sticks in the tires if they're not stout), it's not worth the same to you as to another person who'd be happy or at least ok with the turfs. You don't have to offer what it's worth to someone else, you just offer what it's worth to you. Worst they can do is say no; you're not responsible for their emotional reaction (getting offended or whatever). They can flip out and call their mom or whatever, it's not your concern. This is purely business, and since you're not going to have any further involvement with the seller past the transaction, it's all about getting yourself the best deal, or no deal.
In your situation - going into the sticks - I'd strongly consider the real price of the tractor (acquisition costs plus cost to make it ready for your work) and not focus on finding a price you think would be acceptable to the seller.