Isleworth
Isleworth Homes Sold in the Past 12 Months
Isleworth Living: Local Insights & FAQs
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
Where is Isleworth located?
Isleworth is in unincorporated Orange County with Windermere, FL 34786 mailing addresses, near the Town of Windermere. Dr. Phillips, Restaurant Row and Walt Disney World are a short drive.
What types of homes are in Isleworth?
Isleworth is luxury single-family homes, mostly custom-built, on lots of roughly a quarter acre to an acre. Homes range from about 3,400 to 11,400 square feet with 3 to 7 bedrooms, based on MLS listings and sales from the past two years. A few vacant estate lots also sell.
How much do homes cost in Isleworth?
Over the past two years (MLS data, October 2026), homes in Isleworth sold for a median of about $4.3 million, ranging from about $2.5 million to $11.5 million. Recent listings have been priced up to about $19.5 million. For today's listings, see the top of this page.
What are the HOA fees in Isleworth?
Recent MLS listings show Isleworth HOA dues of about $1,000 to $2,150 per month as of October 2026, with a median around $1,225. The association is Isleworth Community Association, Inc. Golf club membership is separate. Orange County's community development district (CDD) map doesn't show a CDD covering Isleworth.
What schools serve Isleworth?
Orange County Public Schools' 2026-27 school zones place most Isleworth homes in Windermere Elementary, Chain of Lakes Middle, and Olympia High School. A few homes are zoned for Bridgewater Middle and Windermere High School instead.
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.
What amenities does Isleworth have?
Isleworth is built around the Isleworth Golf & Country Club course, originally designed by Arnold Palmer and Ed Seay and opened in 1986 (later redesigned by Steve Smyers). The club says membership is by invitation.
Is Isleworth in the Town of Windermere?
No. Orange County's jurisdiction map shows Isleworth in unincorporated Orange County, even though homes have Windermere, FL 34786 mailing addresses.
