We were in your shoes last July, only our debate was between SSR and BCV resale contracts throught the Timeshare Store. In the end we purchased a 150 point resale contract at BCV. We spent between $1,500 and $2,000 more at that time than we would have had we gone with SSR. It was a big enough chunk of change for us, but I felt it was worth it in the end for peace of mind. SSR is beautiful, but I would have been disappointed to stay there compared to staying at the BCV if push came to shove -- so in the end I followed my heart and bought where I "really" wanted to stay. Having 2 toddlers BCV offered so many appealing things: SAB, the movies on the beach, the boardwalk area across the lake, Cape May character meals, the location in general.
And the deed for BCV may be shorter than the newer contracts (we weighed this option as well) but for us, we'll be in our 70's when our contract ends. Who knows where we'll be in life at that point and if Disney will still be our vacation get-away spot then. 32 years from now we may be (if this is possible) Disneyed out. lol Sure, we can pass it along to our kids if they want it. Perhaps Disney will offer an extension like they did for OKW. If not, all good things come to an end and I think at that time we'll be ok with it. Besides, with Add-on-itis we'll probably have another contract or two to still use.

So in the end we didn't let the contract end date weigh as heavily into our decision as "buy where you want to stay" did.
And yes - you never know if Disney will take away the ability to stay at other resorts. I hear talk of it on the boards, but am skeptical if it would actually really ever happen. Could it though --- yes, you never know. That possibility also tipped the scales for us to buy BCV. I would have kicked myself in the end if we always got "stuck" at SSR because we wanted to save a couple thousand dollars. Over the next 32 year a couple thousand dollars will probably seem rather measely compared to having the vacation of our dreams each time. We just booke at the 11 month window for BCV next May.

I can't contain how excited I am. I know for sure now that I am SO HAPPY we put up a little more cash to buy where we really wanted to stay.
Good luck with your decision!!!!
