Homes Zoned for Winter Park High High School
Buying for a school zone is the most common constraint we hear, and the least searchable: portals let you filter by district, not by the school your kids would actually attend. This page lists every community where listings are recorded as zoned for Winter Park High High School, with what is for sale in each and what homes there sell for, so you can shop the zone rather than guess it.
132 communities send students to Winter Park High High School (Orange County, FL), an FLDOE “A” school in 2026. 218 homes are for sale across them today; community medians run $90K to $4M. Zoning comes from the school fields on 256 MLS listing records in these communities — always confirm a specific address with the district before you offer.
Communities zoned for Winter Park High High School
| Community | City | For sale | Median sale (12 mo) | Sales (12 mo) | Listings citing this school |
|---|---|---|---|---|---|
| the Enclave | Winter Park | 10 | — | — | 6 |
| Baldwin Park | Orlando | 9 | $880K | 77 | 14 |
| winter park pines | Winter Park | 8 | $600K | 23 | 10 |
| Lake Maitland Terrace Apartments | Maitland | 7 | $250K | 13 | 4 |
| Winter Park Village | Winter Park | 6 | $775K | 4 | 6 |
| Charmont | Winter Park | 5 | $1M | 11 | 6 |
| Colonies | Winter Park | 5 | $90K | 9 | 3 |
| Winter Park Villas | Winter Park | 5 | — | — | 3 |
| Golfside Villas Condo | Winter Park | 5 | $123K | 6 | 1 |
| Harrell Oaks | Orlando | 4 | $595K | 12 | 4 |
| Parkview Village | Winter Park | 4 | $155K | 8 | 3 |
| Maitland Shores | Winter Park | 4 | — | — | 3 |
| Lake Knowles Terrace | Winter Park | 3 | $1.3M | 8 | 4 |
| Park Grove | Winter Park | 3 | $1.98M | 7 | 4 |
| Harbor East | Orlando | 3 | $395K | 8 | 4 |
| Whisperwood Condo | Winter Park | 3 | — | — | 3 |
| Seville Park | Winter Park | 3 | $596K | 4 | 3 |
| Mead Garden | Winter Park | 3 | $210K | 4 | 3 |
| Lake Forest Park | Winter Park | 3 | $1.97M | 5 | 3 |
| Conwill Estates | Winter Park | 3 | $1.88M | 9 | 3 |
| Sylvan Heights | Winter Park | 3 | — | — | 3 |
| Forest Hills | Winter Park | 3 | $3.17M | 6 | 3 |
| Carmel Park | Orlando | 3 | $276K | 5 | 2 |
| Park West Condo | Winter Park | 3 | $702K | 3 | 2 |
| lakeview terrace | St Petersburg | 3 | — | — | 2 |
| South Lakemont Shores | Winter Park | 3 | — | — | 2 |
| J Kronenberger | Winter Park | 3 | $2.3M | 6 | 1 |
| Ponce De Leon | Orlando | 3 | — | — | 1 |
| Eastbrook | Winter Park | 3 | — | — | 1 |
| Beeman Park | Orlando | 2 | $1.1M | 5 | 3 |
| Phillips | Orlando | 2 | $475K | 11 | 3 |
| Dommerich Estates | Maitland | 2 | $748K | 8 | 3 |
| Winter Park Estates | Winter Park | 2 | $412K | 10 | 3 |
| Winter Park Pines Merrie Oaks | Winter Park | 2 | $495K | 8 | 2 |
| Lake Barton Park | Orlando | 2 | $370K | 6 | 2 |
| Jamajo | Orlando | 2 | $508K | 6 | 2 |
| Highland Park Estates | Maitland | 2 | $665K | 5 | 2 |
| Sylvan Lake Shores | Winter Park | 2 | $1.9M | 4 | 2 |
| Comstock Park | Winter Park | 2 | $1.7M | 13 | 2 |
| Fontainebleau | Winter Park | 2 | $1.8M | 6 | 2 |
| Virginia Heights | Winter Park | 2 | $1.59M | 7 | 2 |
| Kings Row | Maitland | 2 | — | — | 2 |
| University Shores | Orlando | 2 | $510K | 3 | 1 |
| Lancelot | Winter Park | 2 | $160K | 5 | 1 |
| Swoope Park | Winter Park | 2 | — | — | 1 |
| Vilasa Townhomes | Winter Park | 2 | — | — | 1 |
| Coronation | Winter Park | 2 | $278K | 4 | 1 |
| Raum Wright Claypool | Orlando | 2 | — | — | 1 |
| Baldwin Parka | Orlando | 2 | $790K | 7 | 1 |
| Brookshire Heights | Winter Park | 2 | $560K | 7 | 1 |
| Lake Knowles Terrace | Winter Park | 1 | $1.12M | 10 | 3 |
| North Hampton Park | Orlando | 1 | — | — | 2 |
| Lake Waunatta Woods | Winter Park | 1 | $604K | 4 | 2 |
| Moorings On Lake Maitland Condo | Maitland | 1 | $568K | 4 | 2 |
| Aloma | Winter Park | 1 | — | — | 2 |
| Hollieanna Shores | Maitland | 1 | $818K | 6 | 2 |
| Audubon Place City Condominium | Orlando | 1 | — | — | 2 |
| Woodside Village | Orlando | 1 | $459K | 8 | 2 |
| Lakewood Park | Orlando | 1 | — | — | 2 |
| Northwood Terrace | Winter Park | 1 | $575K | 4 | 2 |
| Villa View Park | Winter Park | 1 | — | — | 2 |
| Minnehaha Shores | Maitland | 1 | — | — | 1 |
| Horton Aaron | Winter Park | 1 | — | — | 1 |
| J J Kates | Orlando | 1 | $327K | 5 | 1 |
| Maitland Highlands | Maitland | 1 | — | — | 1 |
| West Cove | Maitland | 1 | — | — | 1 |
| Edgewood | Winter Park | 1 | — | — | 1 |
| Tuscany Terrace | Winter Park | 1 | — | — | 1 |
| Suburban Homes | Winter Park | 1 | — | — | 1 |
| Winter Park Residential | Winter Park | 1 | $1.13M | 3 | 1 |
| Orange Grove | Winter Park | 1 | $1.65M | 3 | 1 |
| Baldwin Park | Orlando | 1 | — | — | 1 |
| Winflor Court | Winter Park | 1 | — | — | 1 |
| Windsong Elizabeths Walk | Winter Park | 1 | $1.85M | 3 | 1 |
| Quail Hollow | Winter Park | 1 | — | — | 1 |
| Arbor Pointe | Orlando | 1 | $420K | 3 | 1 |
| Maitland Shores | Winter Park | 1 | — | — | 1 |
| Sylvan Park | Winter Park | 1 | — | — | 1 |
| Dommerich/Maitland Highlands | Maitland | 1 | — | — | 1 |
| arrowhead cove | Winter Park | 1 | — | — | 1 |
| Dommerich Hills | Maitland | 1 | — | — | 1 |
| Park Lake Villas Condo | Maitland | 1 | $237K | 4 | 1 |
| Plaza Terrace | Orlando | 1 | — | — | 1 |
| Lugano Terrace | Winter Park | 1 | — | — | 1 |
| Winter Park | Winter Park | 1 | $642K | 6 | 1 |
| Winter Park Oasis | Winter Park | 1 | — | — | 1 |
| Phillips Circle | Winter Park | 1 | — | — | 1 |
| Ellno Willo | Winter Park | 1 | — | — | 1 |
| Georgia Cove | Orlando | 1 | — | — | 1 |
| Park Pointe | Winter Park | 1 | — | — | 1 |
| Waterbridge | Winter Park | 1 | — | — | 1 |
| Fremar | Winter Park | 1 | — | — | 1 |
| colonial acres | Dunedin | 1 | — | — | 1 |
| Lake Barton Shores | Orlando | 1 | $280K | 3 | 1 |
| Hanging Moss Estates | Orlando | 1 | $375K | 3 | 1 |
| Lake Baldwin | Orlando | 1 | — | — | 1 |
| Casa Jardin Condo | Winter Park | 1 | — | — | 1 |
| Aloma Estates | Orlando | 1 | — | — | 1 |
| Ivanhoe Estates | Orlando | 1 | $312K | 8 | 1 |
| Timberlane Shores | Winter Park | 1 | $1.11M | 3 | 1 |
| Arbor Club | Orlando | 1 | — | — | 1 |
| Canton Ave Cottages | Winter Park | 1 | — | — | 1 |
| Twin Acres | Winter Park | 1 | — | — | 1 |
| Kenilworth Shores | Winter Park | 0 | — | — | 10 |
| Colonial Landings | Orlando | 0 | — | — | 5 |
| Tiffany Terrace | Orlando | 0 | $306K | 6 | 2 |
| Temple Estates | Winter Park | 0 | — | — | 2 |
| Dommerich Hills | Maitland | 0 | $570K | 4 | 2 |
| Woodmere Terrace | Winter Park | 0 | $4M | 3 | 2 |
| Terrazo Del Sol | Winter Park | 0 | — | — | 1 |
| Cloisters Condo | Winter Park | 0 | $970K | 6 | 1 |
| Knowles Manor North Condo | Winter Park | 0 | — | — | 1 |
| Four Seasons Condo | Winter Park | 0 | $180K | 21 | 1 |
| Dommerich Hills | Maitland | 0 | $647K | 3 | 1 |
| Cloister Grove | Winter Park | 0 | — | — | 1 |
| Capens | Winter Park | 0 | — | — | 1 |
| Mrs L A Dennis | Winter Park | 0 | — | — | 1 |
| sunset ridge | Clearwater | 0 | $475K | 3 | 1 |
| Greenview At Winter Pines | Winter Park | 0 | $700K | 7 | 1 |
| temple terrace | Winter Park | 0 | $635K | 4 | 1 |
| Orangewood Park | Winter Park | 0 | $608K | 4 | 1 |
| Landmark Winter Park Condo | Winter Park | 0 | — | — | 1 |
| Whispering Waters Phillips Circle | Winter Park | 0 | — | — | 1 |
| Dommerich Woods | Maitland | 0 | $946K | 4 | 1 |
| Trotters | Winter Park | 0 | — | — | 1 |
| Parklando | Winter Park | 0 | — | — | 1 |
| Tinker Heights | Orlando | 0 | — | — | 1 |
| Primrose Terrace | Orlando | 0 | — | — | 1 |
| Cove At Lake Mira | Orlando | 0 | $620K | 4 | 1 |
| Hollieanna Shores | Maitland | 0 | — | — | 1 |
| Dommerich Estates | Maitland | 0 | — | — | 1 |
| Alexander Place | Winter Park | 0 | — | — | 1 |
Before you rely on this
School assignments change with rezoning and new schools, and a listing’s school fields are entered by the listing agent. Treat this as the map of where households zoned for Winter Park High High School actually live and verify the exact address with the Orange County school district. Grades are the Florida DOE school grades for 2026.