Lakes of Windermere

Lakes of Windermere is in unincorporated Orange County with Windermere, FL 34786 mailing addresses. The main neighborhood is near Winter Garden-Vineland Road and Overstreet Road, and the Peachtree and Lake Reams Townhomes sections are on Reams Road.

Lakes of Windermere has single-family homes, townhomes (Peachtree and Lake Reams Townhomes), and condos (Lakeside at Lakes of Windermere). Ashton Woods is among the builders named in MLS listings. Homes were built mostly from about 2003 to 2009.

Over the past two years (MLS data, October 2026), single-family homes in Lakes of Windermere sold for a median of about $600,000 (about $460,000 to $925,000), townhomes for a median of about $358,000, and condos for a median of about $315,000. For today's listings, see the top of this page.

HOA dues depend on the section. Recent MLS listings show about $80 to $200 per month for many single-family homes and townhomes and up to about $485 per month for condos (which include condo association fees), as of October 2026. The main association is The Lakes of Windermere Community Association; Peachtree and Lake Reams Townhomes have their own associations. Orange County's community development district (CDD) map doesn't show a CDD covering Lakes of Windermere.

Orange County Public Schools' 2026-27 school zones place Lakes of Windermere in Horizon West Middle and Windermere High School. The elementary school depends on the section: Sunset Park Elementary or Bay Lake Elementary.

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.

The HOA lists a community pool, sports courts, three playgrounds, a gazebo park, and a pier on Lake Sawyer.

Yes. Besides single-family homes, it includes the Peachtree and Lake Reams Townhomes sections on Reams Road and the Lakeside at Lakes of Windermere condominiums, each with its own association.