I always had this dream about living in the Orlando, Kissimee, area and I finaly did.
I live in Celebration which is a wonderfull city with excellent options to dine and have fun. In fact the city was created by the Walt Disney Company. However, in your case, since You wont be moving in a near future, I would recommend to buy a condo that you could rent as vacation home and at the same time, live in a real community and feel at home. There are some options like this available now. I know the Avex at Chelsea Park. You can just take a look. I can also introduce You to the realtor that helped me to find my home. She is really great and would support you in everything you need. Just let me know if you want her contacts ok