Lakeside at Lakes of Windermere
Lakeside at Lakes of Windermere: Local Questions Answered
Where is Lakeside at Lakes of Windermere located?
Lakeside at Lakes of Windermere is on Boat Hook Loop, Maritime Flag Street, Mizzon Drive, Amidship Lane and part of Jasper Kay Terrace, off Winter Garden Vineland Road near Lake Burden. Lake Burden South adjoins it to the north. It is in unincorporated Orange County, in Horizon West's Lakeside Village, with Windermere, FL 34786 addresses.
What types of homes are in Lakeside at Lakes of Windermere?
Lakeside at Lakes of Windermere has 380 condos in 14 buildings, built from 2006 to 2009, according to Orange County Property Appraiser records. Units have 2 or 3 bedrooms and 2 baths and range from about 1,160 to 1,455 square feet. There are no single-family homes or townhomes.
How much do condos cost in Lakeside at Lakes of Windermere?
Over the past two years (MLS data, October 2026), condos in Lakeside at Lakes of Windermere sold 40 times for a median of about $315,000, with most between about $285,000 and $330,000. For today's listings, see the top of this page.
What are the HOA fees in Lakeside at Lakes of Windermere?
Recent MLS listings show condo association dues of about $485 to $490 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 Lakeside at Lakes of Windermere, but check the property tax bill for any special assessments. The association is Lakeside at Lakes of Windermere Condominium Association, Inc., managed by KW Property Management and Consulting, according to the association's website.
What schools serve Lakeside at Lakes of Windermere?
Orange County Public Schools' 2026-27 school zones place Lakeside at Lakes of Windermere in Sunset Park Elementary, Horizon West Middle and Windermere 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 Lakeside at Lakes of Windermere part of Lakes of Windermere?
No. Despite the name, it is a separate condominium with its own association, and Orange County records show The Lakes of Windermere Community Association owns no land there. The Lakes of Windermere neighborhoods are about 1 to 1.5 miles north. Lake Burden South next door and Oasis Cove at Lakeside Village are also separate communities; Lakeside Village is the name of this Horizon West village.
Can you rent condos in Lakeside at Lakes of Windermere short term?
No Lakeside at Lakes of Windermere-specific rental rules turned up in our research. Condominium documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
