We bought DVC on the resale market in 1996 for $46 a point. The membership came with free park passes through the end of 1999.
We were just kids - had only been married a year. It was a big purchase for us. But it has been a wonderful part of our lives. We’ve absolutely saved money on our Disney trips, and we’ve taken dozens of them.
Tied for best purchase - we bought two little studio condos on the beach in South Carolina in 2001. Paid $60k each. We sold one at the height of the housing craze in 2008 for $185K. Paid off the mortgage on the one we kept and had money for remodeling, investment, etc.