I have yet to see a single great urban neighborhood of Orlando. Winter Park has the bones of a nice small town, and sure, there are some high-rises and a few blocks of traditional urban development in downtown Orlando, but the region is overwhelmingly suburban.
I mean, this is part of Winter Park- probably the area that gets the most hype for being a true urban neighborhood:
https://www.google.com/maps/@28.6004...7i13312!8i6656
There are some beautiful and nice areas of Central Florida and Metro Orlando, but urban they are not.