Thousand Oaks Homes in Florida For Sale Just a short drive south of Disney World Resort, surrounded by deep water lakes and natural woodland lies one of central Florida's most secluded communities. This peaceful community with its streets lined in mature, moss draped Live Oaks is aptly named Thousand Oaks. Thousand Oaks boasts perhaps some of the best values in homes in Florida for sale, and the fact that it is zoned for short term rental makes it popular among real estate investors.