If you buy direct from Disney there are no closing costs. If you buy a resale the closing costs are negotiable (just think of any real estate transaction). I believe that closing costs for buyer generally run about $2 - $4 per point, with actual amount varying with size of contract.
Maintenance fees run from $3.50 (OKW) to $4.38 (VB) per point. Figure that they will increase at roughly the rate of inflation each year (OKW has increased an average 3.1% per year since 1993).
However, hotel room charges have gone up at a higher clip since the early 1990s (roughly 4.6% per year).
If you are paying cash, financing is not an issue.
Keep in mind that you do not pay hotel tax on
DVC points (not when you buy nor when you use). And when Florida increased their tax rate 1/1/03 by .5% that added additional savings for us.
We used Pat Spell at The Timeshare Store. She was very professional and responsive. There is a link to their site at top of page.
DVC is great if you visit WDW often (probably at least every other year). At the very least you are paying moderate prices for suite level accommodations at deluxe resorts if you use your points for 1 bedroom units. Most DVC owners will end up doing much better than that. Some early entrants could cash out and probably get back every dime they paid in (including maintenance fees). But past performance is no guarantee of the future.
The option of trading out to other Disney resorts or
DCL and to II is a nice benefit. However, I believe the best value to using your points is within the DVC system. If you want II exchange there are less expensive options with other well run timeshares.
I suspect most here will say that DVC has increased the number of vacations taken and the length of vacations taken at WDW. If true, then you have the added costs associated with more vacation time (tickets, meals, travel, etc.)
Then there are those pesky add-ons and additional resale purchases. Many of us have more than one contract (either resales or add-ons direct from Disney or both).
I believe many buy annual passes (generally the cheapest route if staying 8 or more days in any 12 month period).
Best advice I got from these boards was to buy where you want to stay the most. The 11 month reservation window is quite useful at certain times of the year.
1/31/42 the deeds expire. So figure you have 39 years of great vacations ahead of you.
Good luck!