No regrets here, except I wish I had purchased a few more, smaller resale contracts are few years ago. We started out in the late 90's with direct purchase from
DVC. Once we found out about the resale market, we've never looked back. We sold Beach Club in order to direct purchase BLT. Our first direct purchase was BoardWalk. It was considered very expensive back then....so I guess everything is relative. We have been able to use our points from Saratoga to go to Hawaii twice. And we've also gone on three very inexpensive cruises....DVC lets us know when a ship is not filled to capacity and we can pay a greatly reduced rate. Doesn't happen often, but their cruises are wonderful.
DVC works for us. We make two or three trips a year. We have not tired of Disney yet. I am not really happy about the AP price increase....and a lot of their restaurants have gotten very pricey. Getting additional discounts for being a member and an AP holder, along with the tables in wonderland card, helps, but we also get a one bedroom so we have a full kitchen. We make breakfast and lunch and sometimes dinner (nothing fancy...but we do love using the grills at BLT).
I agree with Bellablue2. But I would also say make sure you buy where you want to stay. Also, smaller contracts are easier to sell (but more expensive to buy).
Make sure you do your research regarding "loaded" or "stripped" contracts.