Leeside Estates
Leeside Estates: Local Questions Answered
Where is Leeside Estates located?
Leeside Estates is on Leeside Court, off Hempel Avenue, between Westover Club and Windermere Downs. It is in unincorporated Orange County with Windermere, FL 34786 addresses, outside the Town of Windermere.
What types of homes are in Leeside Estates?
Leeside Estates has eight single-family homes built from 1988 to 2000, and no townhomes or vacant lots, according to Orange County Property Appraiser records. Homes range from about 2,700 to 4,050 square feet with 3 to 5 bedrooms on lots of about 0.9 to 1.0 acre, and seven are one-story.
How much do homes cost in Leeside Estates?
No Leeside Estates homes sold through the MLS in the past two years (MLS data, October 2026), so there are no recent sale prices to report. For today's listings, see the top of this page.
What are the HOA fees in Leeside Estates?
Recent MLS records don't show HOA dues for Leeside Estates, so confirm current dues with the association. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Leeside Estates, but check the property tax bill for any special assessments. The association is Leeside Estates Homeowners' Association, Inc.
What schools serve Leeside Estates?
Orange County Public Schools' 2026-27 school zones place Leeside Estates in Thornebrooke Elementary, Gotha Middle and Olympia High School.
Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.
Is Leeside Estates part of Westover Club or Windermere Downs?
No. Leeside Estates is its own 1988 plat of eight homes on Leeside Court. Westover Club, next door to the east, and Windermere Downs, across Hempel Avenue, are separate communities, and so is Lake Down Cove to the southeast.
Can you rent homes in Leeside Estates short term?
Public records reviewed for this page don't show Leeside Estates-specific rental rules. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.






