So, I'll be the contrarian on this post.
First, to me one of the biggest questions is how will you get to WDW? Will you drive? If so, will you have your car with you? If you do drive all the time and have your car, to me, the calculus changes.
Personal experience for us is that we always drive and have our car (we are more or less about 8 1/2 hours away). I've found that we tend to use our car as transportation around (to parks, Disney Springs, Publix, etc.) way more than Disney transportation. As to that, it's nice to be at a resort that is what I call "Car Friendly", in other words, you can get to your car fairly easily from your room. Certain resorts lend themselves to this and certain resorts do not.
For instance, take Animal Kingdom Villas. At Jambo, you have to park a good bit in the front, then into the lobby, followed by what can be a very long trek to your room whereas at Kidani, you can park under the building and take an elevator up close to your room. I also find that SSR, OKW, BLT, GFV (original building), and Poly have good parking situations. IMHO, the parking at RIV, Beach Club, CCV, BRV, and especially BWV is more challenging when using your car.
Here is where my contrarian view comes in. I would buy resale SSR. To us, points are points. We don't have to stay at any particular place (save BLT at Labor Day for
MNSSHP) so IMHO, I'd rather have as many points as I can. Also, the SSR dues aren't terrible. I would ask yourself, are you the type that has to have a certain resort every time, or do you like mixing it up like we do. To us, all the resorts are great, so I am more in the "buy where you don't mind staying" camp. SSR points are good until 2054, so there is still a good bit of time left on the contracts.
Lastly, and I know this may not be everyone's opinion, but it is ours, that since the major refurbishments, I'd stack up the SSR rooms against any on property. It gets a bad rap because it's so big, but we stayed there this past October for the first time since 2019 and were very pleasantly surprised on just how much the rooms had changed. In fact, we switched our May BLT reservation to a SSR reservation (and we like BLT a lot). And then there is this to consider, if you want to go to Aulani one year and get a 2-bedroom (which I highly suggest), you'll need over 400 points...
Now, this may not be your situation, as everyone's is different, but hopefully gives you another perspective to think about.