Virginia Heights

Virginia Heights is in the City of Winter Park between Lake Virginia, across from Rollins College, and Lake Sue, on streets such as Lakeview Drive, College Point, Highland Road, Stirling Avenue and Melrose Avenue. Homes have Winter Park 32789 addresses and are inside City of Winter Park limits.

Virginia Heights has about 206 homes, according to Orange County Property Appraiser records: 167 single-family homes, 27 townhomes, 6 duplex or small multi-family parcels and a 6-unit condominium. Homes were built from 1919 to 2024, with about 60 from before 1950 and 64 from 2000 or later. They range from about 900 to 9,900 square feet.

Over the past two years (MLS data, October 2026), single-family homes in Virginia Heights sold 15 times for a median of about $1.6 million, ranging from about $950,000 to $5.1 million. Three townhomes sold for $800,000, $879,000 and $955,000, two condos for $312,500 and $425,000, and one duplex for $775,000. For today's listings, see the top of this page.

There is no mandatory homeowners association in Virginia Heights, according to Winter Park Voice, and most MLS listings show no HOA fee. The 6-unit Virginia Heights Condominium has its own association, Virginia Heights Condominium Association, Inc. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Virginia Heights, but check the property tax bill for any special assessments.

Orange County Public Schools' 2026-27 school zones place Virginia Heights in Audubon Park School, a K-8 school, and Winter Park 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.

In part. Twenty-seven homes border Lake Virginia, on Lakeview Drive, College Point, Stirling Avenue and Highland Road, according to county GIS; none border Lake Sue. Owners share access to College Point, a park with a dock on Lake Virginia that county records list as owned by the neighborhood's property owners. Virginia Heights is separate from Lake Virginia Condominium and Lake Virginia Shores.

No Virginia Heights-specific rental rules turned up in our research, and there is no mandatory HOA. City of Winter Park rules and any deed restrictions still apply, so confirm them before buying if you plan to rent.