Oakland Heights
Oakland Heights Living: Local Insights & FAQs
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
Where is Oakland Heights?
Oakland Heights is in the Town of Oakland, FL 34760, in west Orange County, about 0.6 miles from Oakland's historic Town Hall.
What types of homes are in Oakland Heights?
Oakland Heights has single-family homes, plus a few vacant lots that sell for new construction. Based on MLS listings and sales from the past 5 years, homes range from about 1,240 to 2,460 square feet with 3 to 5 bedrooms on lots of roughly 10,900 to 12,200 square feet, built mostly from 1957 to 1978.
How much do homes cost in Oakland Heights?
Oakland Heights is small, so only a few homes sell each year: there were 9 MLS sales over the past 5 years (September 2026), ranging from about $330,000 to $683,000, with a median around $565,000 (including a few lot sales). For today's listings, see this page.
Is there an HOA in Oakland Heights?
Recent MLS listings for Oakland Heights show no HOA. Confirm for any specific property, and check for deed restrictions, before making an offer.
What schools serve Oakland Heights?
Orange County Public Schools' 2026-27 school zones place Oakland Heights in Tildenville Elementary, Lakeview Middle, and West Orange High School.
When were homes in Oakland Heights built?
Most Oakland Heights homes were built between 1957 and 1978, making it one of Oakland's older neighborhoods. A few vacant lots have sold recently for new homes.
What is nearby?
Oakland's historic town center, the West Orange Trail and the Oakland Nature Preserve are close to Oakland Heights, and downtown Winter Garden's shops, restaurants and Saturday farmers market are a short drive.
