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.
127 communities send students to Winter Park High High School (Orange County, FL), an FLDOE “A” school in 2026. 203 homes are for sale across them today; community medians run $90K to $3.17M. Zoning comes from the school fields on 249 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 | $875K | 77 | 14 |
| winter park pines | Winter Park | 9 | $600K | 23 | 10 |
| Lake Maitland Terrace Apartments | Maitland | 7 | $250K | 13 | 4 |
| Winter Park Village | Winter Park | 5 | $775K | 4 | 6 |
| Charmont | Winter Park | 5 | $1.48M | 12 | 6 |
| Golfside Villas Condo | Winter Park | 5 | $119K | 7 | 1 |
| Lake Knowles Terrace | Winter Park | 4 | $1.15M | 9 | 4 |
| Colonies | Winter Park | 4 | $90K | 9 | 3 |
| Winter Park Villas | Winter Park | 4 | — | — | 3 |
| Harbor East | Orlando | 3 | $380K | 7 | 4 |
| Parkview Village | Winter Park | 3 | $155K | 8 | 3 |
| 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 |
| lakeview terrace | St Petersburg | 3 | — | — | 2 |
| Ponce De Leon | Orlando | 3 | — | — | 1 |
| Harrell Oaks | Orlando | 2 | $595K | 14 | 4 |
| Park Grove | Winter Park | 2 | $1.98M | 7 | 4 |
| Phillips | Orlando | 2 | $475K | 11 | 3 |
| Dommerich Estates | Maitland | 2 | $748K | 8 | 3 |
| Winter Park Estates | Winter Park | 2 | $412K | 10 | 3 |
| Carmel Park | Orlando | 2 | $276K | 5 | 2 |
| Winter Park Pines Merrie Oaks | Winter Park | 2 | $502K | 7 | 2 |
| North Hampton Park | Orlando | 2 | — | — | 2 |
| Lake Barton Park | Orlando | 2 | $370K | 6 | 2 |
| Jamajo | Orlando | 2 | $508K | 6 | 2 |
| Park West Condo | Winter Park | 2 | $702K | 3 | 2 |
| Highland Park Estates | Maitland | 2 | $665K | 5 | 2 |
| Sylvan Lake Shores | Winter Park | 2 | $1.9M | 4 | 2 |
| Comstock Park | Winter Park | 2 | $1.69M | 12 | 2 |
| Fontainebleau | Winter Park | 2 | $1.8M | 6 | 2 |
| South Lakemont Shores | Winter Park | 2 | — | — | 2 |
| Virginia Heights | Winter Park | 2 | $1.59M | 7 | 2 |
| Woodside Village | Orlando | 2 | $459K | 8 | 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 |
| Coronation | Winter Park | 2 | $278K | 4 | 1 |
| Orangewood Park | Winter Park | 2 | $608K | 4 | 1 |
| Raum Wright Claypool | Orlando | 2 | — | — | 1 |
| Eastbrook | Winter Park | 2 | — | — | 1 |
| Beeman Park | Orlando | 1 | $1.14M | 4 | 3 |
| Lake Knowles Terrace | Winter Park | 1 | $1.12M | 10 | 3 |
| Tiffany Terrace | Orlando | 1 | $306K | 6 | 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 | $675K | 5 | 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 |
| Cloisters Condo | Winter Park | 1 | $840K | 7 | 1 |
| Knowles Manor North Condo | Winter Park | 1 | — | — | 1 |
| J J Kates | Orlando | 1 | $327K | 5 | 1 |
| Dommerich Hills | Maitland | 1 | $647K | 3 | 1 |
| Vilasa Townhomes | Winter Park | 1 | — | — | 1 |
| Maitland Highlands | Maitland | 1 | — | — | 1 |
| West Cove | Maitland | 1 | — | — | 1 |
| Tuscany Terrace | Winter Park | 1 | — | — | 1 |
| Winter Park Residential | Winter Park | 1 | $1.13M | 3 | 1 |
| Windsong Elizabeths Walk | Winter Park | 1 | $1.85M | 3 | 1 |
| Quail Hollow | Winter Park | 1 | — | — | 1 |
| Arbor Pointe | Orlando | 1 | $420K | 3 | 1 |
| Greenview At Winter Pines | Winter Park | 1 | $700K | 8 | 1 |
| Maitland Shores | Winter Park | 1 | — | — | 1 |
| Sylvan Park | Winter Park | 1 | — | — | 1 |
| Dommerich/Maitland Highlands | Maitland | 1 | — | — | 1 |
| Baldwin Parka | Orlando | 1 | $790K | 7 | 1 |
| arrowhead cove | Winter Park | 1 | — | — | 1 |
| Park Lake Villas Condo | Maitland | 1 | $237K | 4 | 1 |
| J Kronenberger | Winter Park | 1 | $2.3M | 6 | 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 |
| Tinker Heights | Orlando | 1 | — | — | 1 |
| Primrose Terrace | Orlando | 1 | — | — | 1 |
| Hanging Moss Estates | Orlando | 1 | $375K | 3 | 1 |
| Lake Baldwin | Orlando | 1 | — | — | 1 |
| Cove At Lake Mira | Orlando | 1 | $620K | 4 | 1 |
| Casa Jardin Condo | Winter Park | 1 | — | — | 1 |
| Aloma Estates | Orlando | 1 | — | — | 1 |
| Ivanhoe Estates | Orlando | 1 | $312K | 8 | 1 |
| Brookshire Heights | Winter Park | 1 | $560K | 7 | 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 |
| Temple Estates | Winter Park | 0 | — | — | 2 |
| Dommerich Hills | Maitland | 0 | $570K | 4 | 2 |
| Audubon Place City Condominium | Orlando | 0 | — | — | 2 |
| Woodmere Terrace | Winter Park | 0 | — | — | 2 |
| Terrazo Del Sol | Winter Park | 0 | — | — | 1 |
| Four Seasons Condo | Winter Park | 0 | $180K | 21 | 1 |
| Edgewood | Winter Park | 0 | — | — | 1 |
| Cloister Grove | Winter Park | 0 | — | — | 1 |
| Suburban Homes | Winter Park | 0 | — | — | 1 |
| Capens | Winter Park | 0 | — | — | 1 |
| Mrs L A Dennis | Winter Park | 0 | — | — | 1 |
| sunset ridge | Clearwater | 0 | $475K | 3 | 1 |
| baldwin park 5 orlando | 0 | — | — | 1 | |
| Winflor Court | Winter Park | 0 | — | — | 1 |
| temple terrace | Winter Park | 0 | $635K | 4 | 1 |
| Landmark | Winter Park | 0 | — | — | 1 |
| Whispering Waters Phillips Circle | Winter Park | 0 | — | — | 1 |
| Dommerich Woods | Maitland | 0 | $1.01M | 4 | 1 |
| Trotters | Winter Park | 0 | — | — | 1 |
| Parklando | Winter Park | 0 | — | — | 1 |
| Lake Barton Shores | Orlando | 0 | $280K | 3 | 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.