If I were buying, regardless of whether I purchased at the same resort or not, I would buy 3-100 point contracts or 2-150 point contracts. The smaller the contract, the more flexibility you have as an owner (to sell pieces parts off later) and the more you'll get from a resale perspective. Many people just don't have the money to buy a 300 point contract.
As for different resorts, here are my thoughts:
* Can you book 8 - 11 months out? If so, a home resort advantage will mean something to you. Anywhere you own points, you can book 8 - 11 months out with those points (and only those points).
* Where do you want to stay? Do you see yourself staying at one or two resorts most of the time? If so, buy at those. If not, then it really doesn't matter. Go for the best deal (whether that's lower price per point, longer contract term, lower maintenance fees, etc.).
If you do purchase 2 or 3 contracts, try and get the same UY, and make sure they all go under the same member id when going to Disney. If they are the same at the same resort, it is like owning a 300 point contract. You just call and make the reservation. If you purchase at different resorts, you won't be able to combine until the 7 month window. But at 7 months, it will be like one 300 point contract.
If you purchase separate UYs, you can reserve 2 days with one contract and 3 days with another, but if you find you are short 4 points for one night, the only way to cover that is to transfer from one contract to another. You are only allowed one transfer in or out of a member id once per UY.
We purchased 2 separate contracts through GMAC, and we weren't owners yet. GMAC asked when they sent them off that they be placed under the same member id, and that has worked out great. Fortunately, GMAC knew to do that, because I sure didn't.
Lastly, have fun picking a home resort, and congratulations on your upcoming purchase!!!
