I live in Clermont.
Peg's area, Windemere has some of the best schools in the area. It's difficult to find property there for less than NJ prices.
Safetymom's area, Davenport is starting to build up, just like Clermont. Not sure about the schools there, my guess is that they are OK, not great, not bad. Both areas are still affordable in terms of housing. I could be wrong, but I think Davenport might have just had a large tax hike?
Lake Mary is north or Orlando and is also supposed to have good schools. But it's also expensive.
Kissimmee's schools are not so good, and it's congested and transient, and most people who can afford to live elsewhere, do.
I love the rolling hills of Clermont. The schools here are OK, I don't pay too much attention, but I hear consistently improving. I love the hills, and we've got half a dozen lakes suitable for water skiing in the immediate area.
Anne