That is a good point. At some point when your contract gets closer to the ending date the contract will be worth less and less. I am concerned that at some point maintenance fees will be more then cash reservations and not being able to sell my contract. Also isn't there something in our contract with Disney that puts a max limit on maintenance fee increases ?
That cap on MF increases is per year, not for the life of the contract.
MFs are for operational expenses. Housekeeping, landscaping, property taxes,utilities, transportation, etc.
Those are the exact same costs that Disney pays for their non-DVC resorts, so I don't see any reason to assume that the cash reservation rates for comparable rooms would be significantly lower than MFs. That would mean that Disney would eat all of those cost increases for their own resorts, and not pass them on to guests in increased room rates. That the room rates would be less than the operational costs of cleaning the rooms, providing utilities, etc, and not even any profit on top of that. No hotel operator is going to do that.
As far as selling the contract goes, yes, it's going to be worth less and less as the years go buy. That's inevitable in a timeshare with an end date. Most timeshares are worth next to nothing at resale, when I bought DVC I assumed I would get a few bucks, at most, at resale. I wasn't aware that DVC ROFR'd contracts, and that there was sort of a 'floor' for resale prices.
The value of a timeshare is in its use, not in its resale price. I've more than gotten my money's worth out of what I spent on DVC over the years, so even if its resale price were $1, I'd be OK with that.