Well, the good news is your rent will be lower than it was in Brooklyn. The bad news it, you'll probably be spending a lot more on gas.
Check http://schoolgrades.fldoe.org/default.asp for school ratings. I like Winter Park quite a bit, it has the Tiffany Museum, a real Main Street, good schools, etc. Maitland is also nice and nearby. There are quite a few nice places in Seminole County as well. My son went to English Estates Elementary in Seminole County and you might want to avoid this one as they were very slow to address bullying issues.
Each county has a system of magnet schools. Seminole has magnet schools for the Arts, Engineering, Medicine, International Bachelaureate, Computer Science and others. The Middle Schools also have magnet programs. Most schools have before and after school daycare. If you have younger children, you might investigate daycare programs at the church or synagoge of your chosing.
I also lived in Sanford for a while. The current troubles are not a true representation of the community. There are many nice neighborhoods there and the rents are lower than in nearby Lake Mary.... more
If you would like to be close to the theme parks and still stay in your budget, you may want to look into the Dr. Phillips/Sand Lake area is an area you should evaluate. As far as schools are concerned, Dr Phillips HS is considered to be one of the premier schools in the area. You can find townhomes and single family homes in these areas as well.... more