Winter Park Estates
Winter Park Estates: Local Questions Answered
Is Winter Park Estates in the City of Winter Park?
Mostly no. Orange County parcel records put 380 of the 383 homes in unincorporated Orange County; three homes on Amsden Road are inside City of Winter Park limits. All have Winter Park 32792 addresses. The neighborhood is along Aloma Avenue, on streets such as Ambergate Road, Carvell Drive, Denton Road and Ellendale Drive.
What types of homes are in Winter Park Estates?
Winter Park Estates has 383 single-family homes, according to Orange County Property Appraiser records, most built from 1957 to 1974. Nearly all are one-story with 3 to 4 bedrooms, ranging from about 1,000 to 3,150 square feet on lots of about a quarter acre. There are no townhomes or condos.
How much do homes cost in Winter Park Estates?
Over the past two years (MLS data, October 2026), homes in Winter Park Estates sold 19 times for a median of about $420,000, ranging from about $330,000 to $540,000. For today's listings, see the top of this page.
Is there an HOA in Winter Park Estates?
MLS listings describe Winter Park Estates as having no mandatory HOA. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Winter Park Estates, but check the property tax bill for any special assessments.
What schools serve Winter Park Estates?
Orange County Public Schools' 2026-27 school zones place most of Winter Park Estates in Lakemont Elementary, Maitland Middle and Winter Park High School. Section 3 (Amsden Road, Barclay Drive, west Ellendale and Carvell drives) is zoned for Aloma Elementary and Glenridge Middle; two Aloma Avenue homes there are zoned for Brookshire Elementary.
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 Winter Park Estates the same as Winter Park Pines?
No. Winter Park Pines is a separate, larger neighborhood nearby, and Winter Park Woods and Winter Park Villas are also separate communities. Winter Park Estates is the 383-home neighborhood platted in seven sections from 1956 to 1964.
Can you rent homes in Winter Park Estates short term?
No Winter Park Estates-specific rental rules turned up in our research, and no mandatory HOA was found. Deed restrictions and Orange County rules can still apply, so confirm them before buying if you plan to rent short term.
