I agree with this quite a bit. I think a perk of owning an Apple computer is more that it will fetch a few hundred + if your machine is "seriously outdated" in terms of tech. For example, I just paid out for a machine that is 5 years old. If that were any other brand laptop, I would not have paid that much. In fact, I would not even consider paying at all. A newer iPad Pro seems like a product that gives people pause. Spend $1000 on this guy's iPad or the same on a MBP 13" or a MBA. Personally, I would probably just shell out for a MBA and an iPad if I needed an iPad at all.It's very hard to sell a computer or iPad that is only a few months old, just like it's very hard to sell a 1 year old car. Most people would just buy new if they are going to spend almost as much as the cost of a new one.
Where Apple products hold their value well is when they get old. You can usually sell a 5 year old MacBook for a few hundred dollars still.
OP: I think you should reconsider the price. Get the refund for Apple Care, as someone else suggested. That is quite easy to do. Sell accessories separately and price that iPad Pro at about 70% below current pricing and settle for 60-65% at the lowest. Someone who wants to make an offer will, but it probably won't be at 70%.