It's very easy to get on Disney property from Windsor Hills. You can either go to World Dr and then follow the signs to DTD or you can go through Sherberth Rd. and follow the signs. I think World Dr would be just as quick for DTD.
You would turn left out of the Old Lake Wilson Rd entrance to WH, go up to the intersection with 192 (about a mile), turn right onto 192 and after a couple of miles you take the World Drive exit into Disney and follow the signs.