First off, I love this for you! I'm so glad you can get points for your family and enjoy everything that comes with it.
I would price out two-bedrooms anywhere you are interested in and do the
YouTube videos, knowing that Animal Kingdom, BLT, and Copper Creek will be getting refreshed/refurbished in 2025. Buying DVC lets you relax and ENJOY the resorts. We don't just view it as a place to crash after being park warriors but our second home, one week at a time.
I'm guessing you are still in the stroller phase of things, and we really appreciate the newer resorts' layouts (Copper Creek, Riviera) with a wide open foyer when you come in and have a place to stash the stroller/
ECV and shoes and day packs. I REALLY have a strong aversion to the layouts with the pie-shaped entry and the multitude of doors to get into the bathrooms (Saratoga, OKW, etc.) It's a major space waster and annoying, especially with a built-in large family like yours. We did SS two-bedroom and felt very cramped once the bed was opened in the living room and kids were trying to eat at the table, adults in the kitchen nook, folks trying to walk in/through the main bedroom to find the bathroom. Just a wonky layout, and once you're unpacked and have shoes and sandals all over the place, it's just super cramped!
Copper Creek has the school/daycare setup with the open lockers by the entry and wide-open entrance and alley-style kitchen, which I LOVE. Their living room is a little cramped, but I'm hoping the Murphy refresh helps tweak that a little bit. It's going to certainly be a more comfortable sleeping option than a sofabed! There's a bunch of great food options on site at WL where you do not have to brave the elements, and it's very economical for dues. As well, since you're tied to the school schedules, if you ever wanted Thanksgiving/Christmas week, you have to own at CC to get in those peak weeks. You can get a good resale price there I bet, if you liked that vibe.
Riviera is our favorite and where we own. In our opinion, they nailed the room layouts. They're so spacious and user friendly, with ample storage, and tons of room for the stroller/ECV, day packs, shoes, sandals, etc. It's just wonderful, and having it be so compact in the tower style, it's awesome for the kids to run down to Primo Piatto and grab our mobile orders or get us a pastry/coffee from the lobby. They can go to the pool ahead of us in the morning (ours are 10 and 11, not little-little,) and swim while we finish cleaning up after a meal. We're not worried about them being alone or getting lost if they go ahead of us for 20 minutes. When they're old enough to navigate the Skyliner as teenagers, they totally know how to get around and can enjoy Epcot and HS on their own or with their friends.
Riviera's just really nice but not off-putting fancy, at least to us. The two-bedroom is as large as our house, affords tons of privacy, is soundproofed, yet still allows for everyone to congregate together in the main living room area. We have freakishly tall kids, and my husband is 6'4", with me being 5'10". We never feel cramped or lack for leg room/feet dangling off couches/Murphy/mattresses. I do laundry every night while the kids veg and wind down, and it's great to do COO flying down and having no dirty laundry to take home.
Do I wish we didn't have Riviera resale restrictions? Yes. Do I think it's going to make a difference in 10 years? Not that much. We've already recouped our buy-in cost on our points, and I do think Poly 2.0 and Riviera, you'll need to own there to ever get the standard views in a two-bedroom for a week. Hell, you'll need to own there for any room category for a week standard views.
Riviera is our favorite, but I do appreciate our direct points giving us access to other resorts to try out. We LOVED OKW as a resort-only stay, but we were near the Hospitality House on the ground floor level (husband uses ECV.) If we were somewhere far out at that resort, taking internal buses in July to get to food and the main pool, no way.
Grand Floridian was a bucket list, and while I loved our one-bedroom room, it wasn't laid out as well as expected, food was a trek, and the lobby was mobbed in December 24/7. Monorail was an annoyance after being spoiled with the Skyliner, and the buses SUCKED. You don't know necessarily what you're going to like though until you try it!
Beach Club was nice, great location, but Stormalong Bay is NOT enjoyable with little kids. I was VERY glad that our kids are great swimmers (on the town's team for years,) because between the crazy blind spots with covered bridges, deep lazy river, water slide you have to leave the pool area to access (no one's worried about the little kids being kidnapped being alone on that sidewalk? Just me? LOL,) it was NOT relaxing as a parent. Loved the location though, and walking back from Epcot is magical.
If you like Animal Kingdom, and what kids DON'T like animals out their windows, you could get a decent chunk of points there resale and then buy Riviera or Poly 2.0 direct for the blue card and have DVC match use years, if Poly is more your style/park preference for MK/monorail. Resale now gives you time to buy the points and get in on Poly early sale to existing members at the better price. Animal Kingdom Jambo/Kidani has amazing food options, a gorgeous lobby, tons of activities for the kids on site, long contract length, and a reasonable
point chart. As well, AK is slated to be the next park to get enhancements/expansions, so it's nice to be so close to the park. It's nice to park under Kidani, too, if you ever rent a car.
I am not a fan of buying a bunch of SS resale, only because of the room layout and lack of dining options ON SITE. Yes, Disney Springs is nearby, but it's still a trek with four kids out in the elements and expensive. As an exhausted mom, sometimes I just want to order takeout from Primo and eat in our room in our pajamas and send the kids to go grab it. There's going to be trips it rains, the kids get sick, you're exhausted, it's 100 degrees with 100% humidity. It SUCKS to pack and mobilize everyone to catch a bus/boat/carrying takeout bags outside the resort.
Many people report using SS points and never staying there, getting in on other resorts, but I think you'll be super stressed trying to get two studios or two-bedrooms during peak weeks, which is when you're stuck traveling as a teacher and all the kids in school/activities for the next 20 years. I want you to have home resort booking advantage somewhere that you love.
I do think the Sorcerer pass (direct 150 purchase) is worth it for your family size. If you travel summer vacation, you can definitely plan trips for August, 2024/July 2025, or July/June to get two years' worth. You can also do April vacation/February vacation to do that scenario. By then you'll be out of points and probably free cash, skip a year or two to regroup points and cash, and then repeat.
The Cabins at Fort Wilderness are coming on sale soon. They do sleep six, but man, you'd be stacked like cordwood in there, and there's no in-room laundry. I don't think that's a good long-term solution for your family size, but if you hated Riviera as a direct option and were in a bit of a rush to buy, it's coming sooner rather than later as an option.
We bought Riviera financed through Disney, but then we immediately paid it off in chunks on our CC for flight miles. We're from MA, so we fly every time we go to WDW. You can't charge the whole amount on the non Disney CCs, but there's no prepayment penalty, and the DVC financing is ridiculously easy. They also do not do a hard credit pull, if you think you'd need your score untouched for any future purchases/financing. We don't have the Disney CC, but if you Google using it for DVC, there are a ton of perks for spreading out the payments/financing.
My only other advice is to buy as many points as you can responsibly afford. You're going to need larger accommodations on peak weeks. The kids grow so fast and want privacy/to bring friends and cousins (which is super fun! Honestly! It's the best part of owning DVC is bringing others/meeting up at the parks for meals and rides, swimming together.) Split any direct points into 150+50/100 in case you ever want to downsize in the future. You'll never recoup the buy-in on a single 300+contract, and it would suck to go from 300+ to zero points to use, but 300 to 150 as the kids age out of WDW isn't bad.
Also, while the buy-in is nothing to sneeze at, the dues do need to be considered. In the beginning, we just obsessed over the purchase price. Now that everything is paid off a while ago and we traveled 2x a year since buying in, the dues are not a problem, but they are a consideration. It's $200ish a month now, but if we buy another 300, now we're looking at approaching a car loan cost monthly. We plan to buy and hold until death and pass it on to the kids (if they want it, if not, we'd sell in another 20 years,) but we'll be retired by then. I'm not sure I want to pay a monthly mortgage payment in dues down the line.