Park Avenue Estates

Park Avenue Estates is a small neighborhood off South Park Avenue and Windford Court, in unincorporated Orange County with a Winter Garden, FL 34787 address, just south of West Colonial Drive (SR 50) and north of the Florida Turnpike. Historic downtown Winter Garden and Plant Street are about 5 minutes away, and Walt Disney World is roughly 25 minutes.

Park Avenue Estates is a deed-restricted community of about 119 single-family homes built in the late 1990s and early 2000s. Based on recent MLS listings and sales, homes are typically 3-bedroom and about 1,040 to 1,470 square feet.

Only a handful of homes sell here each year. The median sale price over the past two years was about $325,000 (MLS data, September 2026), which makes it one of the more affordable single-family neighborhoods in Winter Garden. For today's numbers, see the current listings at the top of this page.

HOA dues are low. Recent MLS listings show about $40 per month (often billed quarterly) as of September 2026. The association is Park Avenue Estates Homeowners Association of Winter Garden, Inc. Confirm current dues and management in the resale documents.

Orange County Public Schools lists SunRidge Elementary, Lakeview Middle, and West Orange High School for this section of South Park Avenue (2026-2027 school year).

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.

Park Avenue Estates has a community pool and a playground. Publix, Winter Garden Village, and the West Orange Trail are all a short drive away.