Courtlea Park
Courtlea Park: Local Questions Answered
Where is Courtlea Park in Winter Garden?
Courtlea Park is on the north side of East Division Street, on Courtlea Park Drive and Courtlea Cove Avenue, with the West Orange Trail within about 500 feet. It is inside City of Winter Garden limits.
What types of homes are in Courtlea Park?
Courtlea Park has 42 single-family homes built in 2006 and 2007, according to Orange County Property Appraiser records. Homes range from about 2,300 to 3,530 square feet; 25 are two-story and 17 are one-story. There are no townhomes.
How much do homes cost in Courtlea Park?
Over the past two years (MLS data, October 2026), homes in Courtlea Park sold five times for a median of about $762,000, ranging from about $530,000 to $775,000. One home sold twice. These sales are recorded in MLS under the name Greystone Ph 01; all four addresses are in the Courtlea Park plat. For today's listings, see the top of this page.
What are the HOA fees in Courtlea Park?
Recent MLS listings show HOA dues of about $101 to $102 per month as of October 2026. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Courtlea Park, but check the property tax bill for any special assessments. The association is Courtlea Park Homeowners' Association, Inc.
What schools serve Courtlea Park?
Orange County Public Schools' 2026-27 school zones place Courtlea Park in Dillard Street Elementary, Lakeview Middle and West Orange 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 Courtlea Park the same as Courtlea Oaks or Greystone?
Courtlea Park is not Courtlea Oaks. Courtlea Oaks is a separate neighborhood nearby, on plats from 1994 to 1999, with 91 single-family homes built from 1995 to 2021 and its own association. "Greystone Ph 01" is the subdivision name MLS uses for Courtlea Park listings; Orange County has no plat named Greystone, and every Courtlea Park home is in the Courtlea Park plat.
Can you rent homes in Courtlea Park short term?
No Courtlea Park-specific rental rules turned up in our research. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
