We originally owned 230 points at OKW but LOVED staying at BWV for New Year's Eve. Many moons ago there used to be special wait lists for busy times (like NYE and Spring Break) and anyone could put themselves on the wait list for any resort ... the 11 month priority did not apply. I would call for BWV's wait list as soon as I could and we always got into BWV using our OKW points. Then,
DVC got rid of the special wait lists and went to a 11-month window for everything ... so we bought 200 points at BWV to be able to book over NYE. Both contracts were purchased off the resale market, so juggling points was a little tricky but not impossible.
Fast forward to this year and Disney announced AKV. My DH's favorite resort is AKL, so buying 2 50-point contracts at AKV was a no-brainer for us. We did have to sell our OKW points to pay for it though

. The remaining $$ from the sale will be set aside for (knock wood) CRV ... the Contemporary being my favorite resort

. We'll buy another 100 points there (fingers and toes crossed). We will then have a total of 400 points (down from 430).
Our plan will be to use the BWV points for our annual NYE trips and then bank/borrow the other two resorts every other year so we have 200 points to use alternating between AKV and CRV. Juggling points between resorts becomes much easier too! Since all the resorts are under ONE contract number with the same use year (August) I can combine them to use at ANY resort within the 7-month booking window at that resort.
So, I guess that I would recommend that you not be afraid of having multiple resorts on the same contract. It's really not that hard to keep track of things. Buy where you want to stay!