Things DH & I considered when we were going to buy DVC:
1.
Would we be going to WDW at least every other year? DH's research showed that DVC was still a value for an every other year trip. Any less frequently and it was not as much of a value.
2.
Did we prefer to stay in at least a moderate level of accomodations when we were at WDW? The Value level of resort would probably still work out to be less expensive per night than the DVC would cost if one broke it down to a per night rate, comparing a studio DVC (which is essentially a hotel room with a kitchenette) to a Value hotel room. But, our preference is for Moderate level resorts at least, and of course who doesn't love a Deluxe???? With DVC, we feel that we get the equivalent of Deluxe resorts at a much better price.
3.
Could we comfortably afford the monthly payments? We didn't want to go out on a financial limb for a timeshare ownership.
4.
Would DVC hold its value? We determined that because it was a Disney-based, Disney-backed product, that it would.
5.
Is it easy for us to get to WDW to take advantage of the DVC? Yes. We live about an hour north of NYC and there are 6 airports within a 1-1.5 hour drive that could get us there. Westchester is actually about 45 minutes away, has JetBlue & AirTran now, so our total travel time from leaving the airport to hitting MainStreet USA can be as little as 5 hours, if we hit luggage, rental car and traffic just right. We have left Westchester at 8AM and been having lunch at Tony's at 1PM!!!!
Things to remember:
1. Ultimately you will probably be spending more time at WDW because it makes vacationing so enjoyable, so you will overall spend more money on vacationing but you will save on what you spend on accomodations.
2. "Add-on-itis" will get you. You'll buy your first contract. You'll finagle your points and go and do. You'll split stays and do what you have to do to s-t-r-e-t-c-h those points to their maximum amount of use. You'll decide one day that "X" number of points is just not enough and if you had 50 or 100 or 200 more, it would be
perfect. You will buy another contract. You have just caught "addonitis" and there is no cure for it.

3. Vacation is a lot better than work. I am a nurse. I have seen many people die in my 25 year career. No one on their death bed ever said "Gee I wish I had worked more".
4. We have derived untold enjoyment out of our DVC. We have brought friends and relatives. Every January we are there for the marathon weekend and are able to have a big group gathering in our condo unit pre-race. The pace is relaxed, you feel more at home, there is
nothing like sitting on your balcony looking at Disneyworld...a golf course, a waterway with the ToT in the background, Bay Lake, lovely serene woods, DTD...while you're drinking your morning coffee.
It was something DH & I could comfortably afford, and we have
never regretted our decision.
Good luck!!!!