Brookshire Heights
Brookshire Heights: Local Questions Answered
Where is Brookshire Heights in Winter Park?
Brookshire Heights is in the City of Winter Park along streets such as Whitehall Drive, Brookshire Avenue, Middleton Avenue, Banchory Road, Blairshire Circle and Coldstream Drive. Homes have Winter Park 32792 addresses and are inside City of Winter Park limits.
What types of homes are in Brookshire Heights?
Brookshire Heights has 412 single-family homes, according to Orange County Property Appraiser records. Most were built from 1958 to 1968 and are one-story with 3 to 4 bedrooms; about 25 are newer rebuilds. Homes range from about 970 to 5,000 square feet on lots of about 0.17 to 0.46 acre. There are no townhomes or condos.
How much do homes cost in Brookshire Heights?
Over the past two years (MLS data, October 2026), homes in Brookshire Heights sold 36 times for a median of about $603,000, ranging from about $425,000 to $1.85 million. For today's listings, see the top of this page.
Is there an HOA in Brookshire Heights?
No homeowners association is documented for Brookshire Heights, and MLS listings show no HOA fee. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Brookshire Heights, but check the property tax bill for any special assessments.
What schools serve Brookshire Heights?
Orange County Public Schools' 2026-27 school zones place Brookshire Heights in Brookshire Elementary, Glenridge Middle 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.
Is Brookshire Heights the same as Kenilworth Shores?
No. Kenilworth Shores is a separate neighborhood on its own plats east of Lake Berry, although the Orange County Property Appraiser puts both in the same Kenilworth Shore neighborhood code. Brookshire Heights is also separate from Brookshire Elementary, the school it is zoned for, and from an unrelated Brookshire plat in Orlando.
Can you rent homes in Brookshire Heights short term?
No Brookshire Heights-specific rental rules turned up in our research, and no homeowners association is documented. City of Winter Park rules and any deed restrictions still apply, so confirm them before buying if you plan to rent.
