Lakeside Place
Lakeside Place: Local Questions Answered
Where is Lakeside Place located?
Lakeside Place is on Vintage Drive, off the east side of Hutchinson Morley Road just north of Conroy Windermere Road. Homes have Orlando 32835 mailing addresses and are in unincorporated Orange County, outside the Town of Windermere and outside every Census Bureau census-designated place. It is separate from Lakeside at Lakes of Windermere, a condo community with Windermere 34786 addresses.
What types of homes are in Lakeside Place?
Lakeside Place has 15 single-family homes built from 1996 to 2006, and no townhomes or condos, according to Orange County Property Appraiser records. Homes range from about 2,483 to 4,691 square feet with 4 to 7 bedrooms on lots of about 0.50 to 1.53 acres, and 13 have a private pool.
How much do homes cost in Lakeside Place?
Over the past two years (MLS data, October 2026), two homes in Lakeside Place sold, for $900,000 in March 2026 and $930,000 in June 2026. For today's listings, see the top of this page.
What are the HOA fees in Lakeside Place?
The two recent MLS sales showed HOA dues of $450 per year, or about $37 per month. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Lakeside Place, but check the property tax bill for any special assessments. Lakeside Place Subdivision Homeowner's Association, Inc. is required, with no master association.
What schools serve Lakeside Place?
Orange County Public Schools' 2026-27 school zones place Lakeside Place in Windy Ridge K-8, Chain of Lakes 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 Lakeside Place on a lake?
Partly. Lake Floyd, about 23 acres, sits partly inside the Lakeside Place plats, and county records show 10 of the 15 home lots reaching the mapped lake. The other 5 lots are on the north side of Vintage Drive and do not reach it. The lake is shared, since home lots in Cypress Landing and other parcels near Conroy Windermere Road also reach it. Public records reviewed for this page don't show lake access or use rules, so confirm them with the association before buying.
Can you rent homes in Lakeside Place short term?
Public records reviewed for this page don't show Lakeside Place-specific rental rules. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
