Reedy Creek Elementary School

It's a solid fit if you want gated, family-friendly living close to the theme parks — Disney is about 31 minutes away and 172 of the current listings are in gated communities. Feeder schools like Celebration High School add to the family appeal. The mix of pool homes and new construction gives buyers plenty of lifestyle choices.

It's moderate for the Orlando area, with a median list price of $365,000 and an average of $241 per square foot. Prices stretch from $55,000 all the way to $2,950,000, so there's an entry point for most budgets. Nineteen active listings sit above $1 million for the luxury end of the market.

The median list price is $365,000 and the median home size is about 1,646 square feet, working out to roughly $241 per square foot. Over the past 12 months, 535 homes sold at a median price of $375,000. You can filter current Kissimmee homes for sale by price and features to zero in.

It's balanced and moving at a steady pace — homes take a median of 59 days to sell, and sellers are getting about 97% of their asking price. With 535 sales in the last year and 369 homes currently active, buyers have selection without frantic competition. That gives you room to negotiate on the right property.

Because so much of the area is gated, HOA dues run higher — the median is about $584 per month. Median property taxes come in around $5,129 per year. If you're renting instead, the median rent is roughly $2,400 per month.