Winter Park neighborhoods with the market data that actually moves a decision.
362 Winter Park community guides, each with real pricing, HOA/CDD reality, and flood/insurance posture. Below: the Winter Park market snapshot, then every community we cover.
Winter Park market snapshot
$732,250Median sale price
$414.6Median $/sq ft
36Median days on market
-3.3%Year over year
+109.4%10-yr appreciation
580Communities with sales data
Median sale price by year
Aggregated from MLS closed-sale records across 580 Winter Park communities; latest data 2026. Aggregate statistics only, deemed reliable but not guaranteed; not an appraisal. Refreshes with each MLS data update.
All Winter Park communities (362)
AlabamaAlabama Condo in Winter Park, FL: Median sale $1.10M (2026), median 76 days on market. Live Stellar MLS data and public records.Albert Lee RidgeAlbert Lee Ridge in Winter Park, FL: Median sale $368K (2026), 108 homes, built 1955-1999, median 27 days on market.Albert Lee RidgeAlbert Lee Ridge in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 7 MLS sales on record since 2013.Albert Lee RidgeAlbert Lee Ridge in Winter Park, FL: Median sale $383K (2026), 36 homes, built 1956-1999, median 37 days on market.Albert Lee RidgeAlbert Lee Ridge in Winter Park, FL: Recent sales median $405K (2025), $269/sq ft, 25 sales since 2004, 289 homes, built 1946-2023.Alexander PlaceAlexander Place in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Allison OakesAllison Oakes in Winter Park, FL: 10 homes built 1989–1994, ~1,100 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale.AlomaAloma in Winter Park, FL: 63 homes, built 1940-2023. Live Stellar MLS data and public records.Aloma ParkAloma Park in Winter Park, FL: Recent sales median $312K (2024), $300/sq ft, 28 sales since 2006, 84 homes, built 1985-1990.Aloma TrailsAloma Trails in Winter Park, FL: 71 homes, built 2016-2018. Live Stellar MLS data and public records.AmberwoodAmberwood in Winter Park, FL: Recent sales median $480K (2024), $235/sq ft, 34 sales since 2008, 81 homes, built 1955-1988.Andalucia ApartmentsAndalucia Apartments in Winter Park, FL: Median sale $585K (2026), median 15 days on market. Live Stellar MLS data and public records.AragonAragon Condo in Winter Park, FL: Recent sales median $190K (2025), $235/sq ft, 17 sales since 2014. Live Stellar MLS data and public records.Arbors/AragonArbors/Aragon in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Arrowhead CoveArrowhead Cove in Winter Park, FL: Recent sales median $540K (2025), $262/sq ft, 53 sales since 2006, 108 homes, built 1951-2000.Art Systems CenterArt Systems Center in Winter Park, FL: 2,249 homes for sale in Seminole County (25% under contract). Live Stellar MLS data and public records.Attilio G PanaccionesAttilio G Panacciones in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 1 MLS sale on record since 2022.Autrys ParkAutrys Park in Winter Park, FL: a single-family community, 7,905 homes for sale in Orange County (26% under contract).Autumn GlenAutumn Glen in Winter Park, FL: Recent sales median $410K (2025), $260/sq ft, 108 sales since 2004, 268 homes, built 1986-1995.Azalea LaneAzalea Lane in Winter Park, FL: 6 homes built 1983–1983, ~1,776 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Banks Colonial EstatesBanks Colonial Estates in Winter Park, FL: 13 homes built 1957–1970, ~2,310 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale.Bear Gully BayBear Gully Bay in Winter Park, FL: 12 homes built 1986–1989, ~2,561 sq ft, 4 bd/2.5 ba. ZIP 32792 median $408K, 49 for sale.Bear Gully ForestBear Gully Forest in Winter Park, FL: 27 homes built 2002–2005, ~1,613 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Bear Gully PointeBear Gully Pointe in Winter Park, FL: Median sale $1.01M (2026), 60 homes, built 1972-1999, median 78 days on market.Bel Aire PinesBel Aire Pines in Winter Park, FL: Recent sales median $390K (2025), $206/sq ft, 57 sales since 2011, 59 homes, built 1980-1983.Bel-Aire PinesBel-Aire Pines in Winter Park, FL: 83 homes built 1980–1984, ~1,609 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.BenningtonBennington in Winter Park, FL: 12 homes built 2002–2003, ~2,000 sq ft, 4 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Blk C PtBlk C Pt in Winter Park, FL: 6 homes built 1953–1954, ~1,631 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes…BridgewaterBridgewater in Winter Park, FL: Recent sales median $390K (2025), $275/sq ft, 43 sales since 2006, 92 homes, built 1984-1992.Brookshire HeightsBrookshire Heights in Winter Park, FL: Median sale $560K (2026), 68 homes, built 1958-2023, median 16 days on market.Brookshire HeightsBrookshire Heights in Winter Park, FL: Median sale $650K (2026), 271 homes, built 1958-2023, median 3 days on market.Brookshire HeightsBrookshire Heights in Winter Park, FL: 137 homes for sale in ZIP 32792 (21% under contract), 8 MLS sales on record since 2012.Brookshire HeightsBrookshire Heights in Winter Park, FL: Median sale $590K (2026), 80 homes, built 1958-2023, median 12 days on market.Brookshire HeightsBrookshire Heights in Winter Park, FL: 80 homes, built 1962-2013. Live Stellar MLS data and public records.Campo BelloCampo Bello in Winter Park, FL: 162 homes, built 1901-2024. Live Stellar MLS data and public records.CamwoodCamwood in Winter Park, FL: 16 homes built 1950–2025, ~4,500 sq ft, 4 bd/4.5 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes…Canton Ave CottagesCanton Ave Cottages in Winter Park, FL: 7 homes built 2016–2018, ~1,904 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.CapensCapens in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 8 MLS sales on record since 2016.Carolyn EstatesCarolyn Estates in Winter Park, FL: Recent sales median $465K (2025), $231/sq ft, 22 sales since 2007, 60 homes, built 1979-1984.Carver TownCarver Town in Winter Park, FL: 61 homes built 1935–2019, ~1,004 sq ft, 2 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Carver TownCarver Town in Winter Park, FL: Median sale $400K (2026), 125 homes, built 1918-2023, median 5 days on market. Live Stellar MLS data and public…Casa AlomaCasa Aloma in Winter Park, FL: Median sale $436K (2026), 127 homes, built 1968-1970, median 35 days on market. Live Stellar MLS data and public…Casa JardinCasa Jardin Condo in Winter Park, FL: Recent sales median $927K (2024), $474/sq ft, 14 sales since 2008. Live Stellar MLS data and public records.Cedar RidgeCedar Ridge in Winter Park, FL: Median sale $400K (2026), 179 homes, built 1979-1984, median 9 days on market.Cedarwood VillageCedarwood Village in Winter Park, FL: Median sale $258K (2026), 158 homes, built 1980-1987, median 73 days on market.ChantillyChantilly in Winter Park, FL: 5 homes built 1998–2000, ~3,350 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes…CharmontCharmont in Winter Park, FL: Median sale $1M (2026), 217 homes, built 1901-2024, median 35 days on market. Live Stellar MLS data and public records.Chateaux Du LacChateaux Du Lac in Winter Park, FL: Median sale $261K (2026), median 19 days on market. Live Stellar MLS data and public records.Cinnamon ShoresCinnamon Shores in Winter Park, FL: 9 homes built 1981–2013, ~3,286 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Cloister GroveCloister Grove in Winter Park, FL: 23 homes built 1919–2025, ~4,100 sq ft, 4 bd/4.5 ba. ZIP 32789 median $635K, 91 for sale.Cloister GroveCloister Grove in Winter Park, FL: Recent sales median $1.88M (2025), $694/sq ft, 18 sales since 2014, 177 homes, built 1919-2024.CloistersCloisters Condo in Winter Park, FL: Median sale $970K (2026), median 131 days on market. Live Stellar MLS data and public records.College PlaceCollege Place in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 15 MLS sales on record since 2012.ColoniesColonies in Winter Park, FL: Median sale $90K (2026), median 86 days on market. Live Stellar MLS data and public records.Comstock ParkComstock Park in Winter Park, FL: Median sale $1.70M (2026), 146 homes, built 1921-2024, median 25 days on market.Conwill EstatesConwill Estates in Winter Park, FL: Median sale $1.88M (2026), 145 homes, built 1926-2024, median 16 days on market.Coronado TownhomesCoronado Townhomes in Winter Park, FL: 45 homes built 2018–2020, ~1,434 sq ft, 3 bd/2.5 ba. ZIP 32792 median $408K, 49 for sale.Coronado TownhomesCoronado Townhomes in Winter Park, FL: Median sale $325K (2026), median 6 days on market. Live Stellar MLS data and public records.CoronationCoronation in Winter Park, FL: Median sale $278K (2026), 88 homes, built 1982-1998, median 39 days on market. Live Stellar MLS data and public…Cortland ParkCortland Park in Winter Park, FL: Recent sales median $2.10M (2025), $660/sq ft, 21 sales since 2004, 46 homes, built 1925-2022.Country LaneCountry Lane in Winter Park, FL: Median sale $386K (2026), 153 homes, built 1984-1987, median 10 days on market. Live Stellar MLS data and public…Dommerich CoveDommerich Cove in Winter Park, FL: 13 homes built 1963–1965, ~2,807 sq ft, 4 bd/3 ba. ZIP 32789 median $635K, 91 for sale.Dommerich HillsDommerich Hills in Winter Park, FL: 36 homes built 1965–1969, ~2,260 sq ft, 4 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Dubsdread HeightsDubsdread Heights in Winter Park, FL: Median sale $414K (2026), 263 homes, built 1920-2023, median 23 days on market.Dyer SusanDyer Susan in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.EastbrookEastbrook (2nd Replat, Unit 06) in Winter Park, FL: 434 homes built 1954–2018, ~1,476 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.EastbrookEastbrook in Winter Park, FL: 101 homes, built 1958-1965. Live Stellar MLS data and public records.EastbrookEastbrook in Winter Park, FL: Recent sales median $379K (2025), $251/sq ft, 80 sales since 2009, 85 homes, built 1954-1961.EastbrookEastbrook (Unit 06, Replat OF, Part OF, Block 14) in Winter Park, FL: 434 homes built 1954–2018, ~1,476 sq ft, 3 bd/2 ba.EastbrookEastbrook in Winter Park, FL: 108 homes, built 1965-1997. Live Stellar MLS data and public records.Eastbrook SubdEastbrook Subd in Winter Park, FL: 140 homes, built 1959-1969. Live Stellar MLS data and public records.EastgateEastgate in Winter Park, FL: 185 homes, built 1925-2024. Live Stellar MLS data and public records.EastlineEastline in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Eden PointEden Point in Winter Park, FL: Recent sales median $900K (2024), $329/sq ft, 25 sales since 2015, 42 homes, built 2014-2015.EdgewoodEdgewood in Winter Park, FL: 117 homes, built 1901-2024. Live Stellar MLS data and public records.Elizabeth HeightsElizabeth Heights in Winter Park, FL: 12 homes built 1950–2023, ~1,395 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Ellno WilloEllno Willo in Winter Park, FL: 20 homes built 1921–2021, ~3,120 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Enclave At AlomaEnclave At Aloma in Winter Park, FL: Median sale $581K (2026), 125 homes, built 2013-2016, median 21 days on market.Enclave at Hawks CrestEnclave at Hawks Crest in Winter Park, FL: Median sale $445K (2026), 252 homes, built 2018-2023, median 37 days on market.Ethel ParkEthel Park in Winter Park, FL: 143 homes, built 1924-2024. Live Stellar MLS data and public records.Fairbanks ParkFairbanks Park in Winter Park, FL: 44 homes, built 1925-2021. Live Stellar MLS data and public records.Fairbanks ShoresFairbanks Shores (4th Addition) in Winter Park, FL: 64 homes built 1950–1959, ~1,456 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Fairbanks ShoresFairbanks Shores (3rd Addition) in Winter Park, FL: 64 homes built 1950–1959, ~1,456 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Fairbanks ShoresFairbanks Shores (1st Addition) in Winter Park, FL: 64 homes built 1950–1959, ~1,456 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Fairbanks ShoresFairbanks Shores in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 11 MLS sales on record since 2011.Fairview HeightsFairview Heights in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Fernbrook TrailsFernbrook Trails in Winter Park, FL: Median sale $285K (2026), 77 homes, built 1984-1991, median 10 days on market.Flamingo ShoresFlamingo Shores in Winter Park, FL: 15 homes built 1953–2023, ~2,182 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale.Flora ParkFlora Park in Winter Park, FL: 176 homes, built 1925-2024. Live Stellar MLS data and public records.FloydsFloyds in Winter Park, FL: 7 homes built 1928–1957, ~925 sq ft, 2 bd/1 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for…FontainebleauFontainebleau in Winter Park, FL: Median sale $1.80M (2026), 82 homes, built 1956-2024, median 77 days on market. Live Stellar MLS data and public…Forest HillsForest Hills in Winter Park, FL: Median sale $3.18M (2026), 262 homes, built 1924-2024, median 62 days on market. Live Stellar MLS data and public…Four SeasonsFour Seasons Condo in Winter Park, FL: Median sale $180K (2026), median 35 days on market. Live Stellar MLS data and public records.FremarFremar in Winter Park, FL: Recent sales median $1.62M (2024), $485/sq ft, 15 sales since 2012. Live Stellar MLS data and public records.Gallery at Winter ParkGallery at Winter Park in Winter Park, FL: Recent sales median $295K (2025), $291/sq ft, 15 sales since 2015.Galloway PlaceGalloway Place in Winter Park, FL: 9 homes built 1928–2023, ~3,483 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Garden Lake EstatesGarden Lake Estates in Winter Park, FL: Median sale $447K (2026), 247 homes, built 1972-1984, median 15 days on market.Georgeann EstatesGeorgeann Estates in Winter Park, FL: a single-family community, 7,905 homes for sale in Orange County (26% under contract).Georgeann EstatesGeorgeann Estates in Winter Park, FL: 6 homes built 2002–2007, ~2,222 sq ft, 4 bd/3 ba. ZIP 32792 median $408K, 49 for sale.Georgeann HomesGeorgeann Homes in Winter Park, FL: 5 homes built 1977–2012, ~3,158 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Georgetown EstatesGeorgetown Estates in Winter Park, FL: Recent sales median $385K (2025), $252/sq ft, 40 sales since 2005, 94 homes, built 1965-1995.Georgetown Estates UtGeorgetown Estates Ut in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.Gibbs SubGibbs Sub in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.GlencoeGlencoe in Winter Park, FL: 279 homes, built 1920-2023. Live Stellar MLS data and public records.Goldenrod PlaceGoldenrod Place in Winter Park, FL: 14 homes built 1972–1973, ~1,497 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Goldenrod VillasGoldenrod Villas Condo in Winter Park, FL: Median sale $190K (2026), 75 homes, built 1982-1988, median 189 days on market.Goldenrod Villas Condominium AssociatesGoldenrod Villas Condominium Associates in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.GolfsideGolfside in Winter Park, FL: Median sale $602K (2026), 256 homes, built 1956-2023, median 46 days on market.Golfside Golf CourseGolfside Golf Course in Winter Park, FL: Recent sales median $749K (2025), $385/sq ft, 18 sales since 2015, 105 homes, built 1956-2023.Golfside VillasGolfside Villas Condo in Winter Park, FL: Median sale $123K (2026), median 80 days on market. Live Stellar MLS data and public records.Golfview HeightsGolfview Heights in Winter Park, FL: Median sale $800K (2026), 123 homes, built 1924-2024, median 70 days on market.Grand PinesGrand Pines in Winter Park, FL: 15 homes built 1982–1985, ~1,063 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Grayson SquareGrayson Square in Winter Park, FL: Recent sales median $426K (2025), $224/sq ft, 64 sales since 2023, 141 homes, built 2023-2024.Green OaksGreen Oaks in Winter Park, FL: 52 homes, built 1915-2024. Live Stellar MLS data and public records.Green OaksGreen Oaks in Winter Park, FL: 35 homes built 1952–2026, ~3,547 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Green TerraceGreen Terrace in Winter Park, FL: Recent sales median $1.42M (2024), $463/sq ft, 11 sales since 2012. Live Stellar MLS data and public records.Greenview At Winter PinesGreenview At Winter Pines in Winter Park, FL: Median sale $700K (2026), 160 homes, built 1968-2006, median 11 days on market.H VanwiesH Vanwies in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 6 MLS sales on record since 2017.Harbour RidgeHarbour Ridge in Winter Park, FL: 77 homes, built 1982-1987. Live Stellar MLS data and public records.Hawks CrestHawks Crest is a master-planned community in Winter Park, FL recorded as 5 villages and sections in the MLS: 3 homes for sale or pending across them…HenkelHenkel in Winter Park, FL: 25 homes built 1925–2025, ~1,865 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes…HenkelsHenkels in Winter Park, FL: 7,737 homes for sale in Orange County (25% under contract). Live Stellar MLS data and public records.Hidden Oaks CondoHidden Oaks Condo in Winter Park, FL: a condo community, 7,905 homes for sale in Orange County (26% under contract), 11 MLS sales on record sinceHorton AaronHorton Aaron in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Howell Branch WoodsHowell Branch Woods in Winter Park, FL: Recent sales median $422K (2025), $279/sq ft, 55 sales since 2005, 235 homes, built 1962-1983.Howell EstatesHowell Estates in Winter Park, FL: 125 homes, built 1974-1986. Live Stellar MLS data and public records.Howell EstatesHowell Estates in Winter Park, FL: Recent sales median $397K (2025), $308/sq ft, 9 sales since 2007. Live Stellar MLS data and public records.Howell EstatesHowell Estates in Winter Park, FL: Median sale $462K (2026), 152 homes, built 1974-1984, median 7 days on market. Live Stellar MLS data and public…Howell ForestHowell Forest in Winter Park, FL: 11 homes built 1966–1970, ~2,025 sq ft, 4 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Howell HeightsHowell Heights in Winter Park, FL: Recent sales median $400K (2023), $340/sq ft, 14 sales since 2016. Live Stellar MLS data and public records.Huntington CourtHuntington Court in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Indiana PlaceIndiana Place Condo in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.J KronenbergerJ Kronenberger in Winter Park, FL: Median sale $2.30M (2026), 160 homes, built 1921-2024, median 78 days on market.JenkinsJenkins (2nd Addition) in Winter Park, FL: 34 homes built 1951–2021, ~3,199 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.JenkinsJenkins in Winter Park, FL: 110 homes, built 1921-2024. Live Stellar MLS data and public records.Justamere CampJustamere Camp in Winter Park, FL: 9 homes built 1941–1978, ~1,600 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Karolina On KillarneyKarolina On Killarney in Winter Park, FL: Median sale $483K (2026), 85 homes, built 1925-2024, median 34 days on market.Kawilla CrestKawilla Crest in Winter Park, FL: 5 homes built 1989–1990, ~2,608 sq ft, 4 bd/3 ba. ZIP 32792 median $408K, 49 for sale.Kenilworth EstatesKenilworth Estates in Winter Park, FL: 37 homes built 1959–2019, ~1,741 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Kenilworth EstatesKenilworth Estates in Winter Park, FL: 37 homes built 1959–2019, ~1,741 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Kenilworth ShoresKenilworth Shores in Winter Park, FL: 245 homes built 1952–2024, ~1,769 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Kenilworth ShoresKenilworth Shores in Winter Park, FL: 778 homes, built 1924-2024. Live Stellar MLS data and public records.Killarney BayKillarney Bay Condo in Winter Park, FL: Median sale $368K (2026), median 37 days on market. Live Stellar MLS data and public records.Killarney CircleKillarney Circle in Winter Park, FL: Recent sales median $468K (2025), $250/sq ft, 26 sales since 2004, 54 homes, built 1930-2011.Killarney EstatesKillarney Estates in Winter Park, FL: Median sale $1.24M (2026), 85 homes, built 1920-2024, median 134 days on market.Killarney PointKillarney Point in Winter Park, FL: 106 homes, built 1950-2023. Live Stellar MLS data and public records.Klusman Place Condo Or 5980/3320Klusman Place Condo Or 5980/3320 in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Knowles Manor NorthKnowles Manor North Condo in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.La Casas De IndianaLa Casas De Indiana in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Lachen HouseLachen House Condo in Winter Park, FL: 7,905 homes for sale in Orange County (26% under contract). Live Stellar MLS data and public records.Lake Ann EstatesLake Ann Estates in Winter Park, FL: Recent sales median $709K (2024), $246/sq ft, 13 sales since 2012. Live Stellar MLS data and public records.Lake Bell TerraceLake Bell Terrace in Winter Park, FL: Recent sales median $440K (2025), $279/sq ft, 22 sales since 2011, 63 homes, built 1955-2023.Lake Florence PreserveLake Florence Preserve in Winter Park, FL: 14 homes built 2018–2019, ~3,636 sq ft, 5 bd/4.5 ba. ZIP 32792 median $408K, 49 for sale.Lake Forest ParkLake Forest Park in Winter Park, FL: Median sale $1.97M (2026), 132 homes, built 1926-2024, median 28 days on market.Lake Forest ParkLake Forest Park in Winter Park, FL: 58 homes built 1952–2026, ~1,629 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Lake KillarneyLake Killarney Condo in Winter Park, FL: Median sale $234K (2026), median 225 days on market. Live Stellar MLS data and public records.Lake Killarney Condominium Assn IncLake Killarney Condominium Assn Inc. in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Lake Killarney ShoresLake Killarney Shores in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 7 MLS sales on record since 2017.Lake Knowles TerraceLake Knowles Terrace in Winter Park, FL: Median sale $1.12M (2026), 582 homes, built 1925-2024, median 20 days on market.Lake Knowles TerraceLake Knowles Terrace in Winter Park, FL: Median sale $1.30M (2026), 126 homes, built 1925-2024, median 26 days on market.Lake MonteLake Monte in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 5 MLS sales on record since 2007.Lake Spier CrossingLake Spier Crossing in Winter Park, FL: Recent sales median $850K (2025), $410/sq ft, 9 sales since 2023. Live Stellar MLS data and public records.Lake Spier CrossingLake Spier Crossing in Winter Park, FL: 9 homes built 2023–2024, ~2,085 sq ft, 3 bd/3.5 ba. ZIP 32792 median $408K, 49 for sale.Lake VirginiaLake Virginia in Winter Park, FL: 5 homes built 1951–1986, ~3,657 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Lake VirginiaLake Virginia in Winter Park, FL: 5 homes built 1951–1986, ~3,657 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Lake Waunatta VillageLake Waunatta Village in Winter Park, FL: Median sale $450K (2026), median 53 days on market. Live Stellar MLS data and public records.Lake Waunatta WoodsLake Waunatta Woods in Winter Park, FL: Median sale $604K (2026), 22 homes, built 1978-2002, median 34 days on market.Lakemont EstatesLakemont Estates in Winter Park, FL: 1 home for sale from $2K, 1 sold on record. Live Stellar MLS data and public records.Lakemont HeightsLakemont Heights in Winter Park, FL: 164 homes, built 1925-2024. Live Stellar MLS data and public records.Lakeside EstatesLakeside Estates in Winter Park, FL: Median sale $1.25M (2026), 41 homes, built 2014-2016, median 13 days on market.Lakeside Manor ApartmentsLakeside Manor Apartments Condo in Winter Park, FL: Median sale $160K (2026), median 106 days on market. Live Stellar MLS data and public records.Lakeside Manor Condominium Association, IncLakeside Manor Condominium Association, Inc. in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.LancelotLancelot in Winter Park, FL: Median sale $160K (2026), median 39 days on market. Live Stellar MLS data and public records.Lancelot At Winter ParkLancelot At Winter Park Condo in Winter Park, FL: 9 homes built 1990–1990, ~840 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Lancelot At Winter ParkLancelot At Winter Park in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.Landings at Hawks CrestLandings at Hawks Crest in Winter Park, FL: Recent sales median $660K (2025), $349/sq ft, 40 sales since 2021, 115 homes, built 2019-2023.LandmarkLandmark Condo in Winter Park, FL: 5 homes built 2007–2010, ~2,291 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale.Las Casas De IndianaLas Casas De Indiana in Winter Park, FL: 5 homes built 2008–2008, ~1,616 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Laurel SpringsLaurel Springs in Winter Park, FL: Median sale $400K (2026), 23 homes, built 1972-1973, median 12 days on market. Live Stellar MLS data and public…LawndaleLawndale in Winter Park, FL: Median sale $968K (2026), 121 homes, built 1925-2023, median 32 days on market. Live Stellar MLS data and public records.Lawndale AnnexLawndale Annex in Winter Park, FL: a single-family community, 7,905 homes for sale in Orange County (26% under contract).Lazy OaksLazy Oaks Condo in Winter Park, FL: Recent sales median $270K (2025), $231/sq ft, 18 sales since 2016, 79 homes, built 1981-1985.Lords SubLords Sub in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 11 MLS sales on record since 2006.Lost CreekLost Creek in Winter Park, FL: 62 homes built 1980–2003, ~2,263 sq ft, 4 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Lost CreekLost Creek in Winter Park, FL: Median sale $525K (2026), 96 homes, built 1958-2003, median 23 days on market. Live Stellar MLS data and public…Lugano TerraceLugano Terrace in Winter Park, FL: 21 homes built 1957–2004, ~3,277 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Lyman Ave VillasLyman Ave Villas in Winter Park, FL: 5 homes built 2014–2014, ~2,009 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale.MaccallumMaccallum in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.Magnolia GardensMagnolia Gardens in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 11 MLS sales on record since 2008.Maitland ShoresMaitland Shores in Winter Park, FL: Median sale $1.65M (2026), 195 homes, built 1919-2024, median 160 days on market.Maitland ShoresMaitland Shores in Winter Park, FL: 71 homes built 1925–2025, ~3,534 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Maitland ShoresMaitland Shores in Winter Park, FL: Recent sales median $1.09M (2024), $503/sq ft, 21 sales since 2014, 56 homes, built 1925-2024.Maitland ShoresMaitland Shores in Winter Park, FL: 71 homes built 1925–2025, ~3,534 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Mc Intyre PlaceMc Intyre Place Condo in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Mead GardenMead Garden in Winter Park, FL: Median sale $210K (2026), median 72 days on market. Live Stellar MLS data and public records.Meadows at Hawks CrestMeadows at Hawks Crest in Winter Park, FL: Median sale $650K (2026), 139 homes, built 2019-2023, median 26 days on market.Merrie Oaks VillageMerrie Oaks Village in Winter Park, FL: 7 homes built 1973–1973, ~1,727 sq ft, 3 bd/2.5 ba. ZIP 32792 median $408K, 49 for sale.MetzingersMetzingers in Winter Park, FL: 16 homes built 1935–2020, ~2,180 sq ft, 4 bd/2 ba. ZIP 32789 median $635K, 91 for sale.MinnesotaMinnesota Condos in Winter Park, FL: a condo community, 7,905 homes for sale in Orange County (26% under contract).Mondrian Winder Park TownhomesMondrian Winder Park Townhomes in Winter Park, FL: Recent sales median $905K (2025), $400/sq ft, 14 sales since 2024.Mondrian/Winter Park TownhomesMondrian/Winter Park Townhomes in Winter Park, FL: Recent sales median $770K (2025), $342/sq ft, 9 sales since 2024.MorselandMorseland in Winter Park, FL: 19 homes built 1934–2006, ~2,395 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Mrs L A DennisMrs L A Dennis in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.New EnglandNew England in Winter Park, FL: 7,737 homes for sale in Orange County (25% under contract). Live Stellar MLS data and public records.North Goldenrod Commerce ParkNorth Goldenrod Commerce Park in Winter Park, FL: 17 homes, built 1998-2001. Live Stellar MLS data and public records.Northwood - Winter Park OasisNorthwood - Winter Park Oasis in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Northwood TerraceNorthwood Terrace in Winter Park, FL: Median sale $575K (2026), 217 homes, built 1948-2024, median 17 days on market.OakcrestOakcrest in Winter Park, FL: Recent sales median $412K (2024), $315/sq ft, 44 sales since 2014, 160 homes, built 1953-1984.Olympia HeightsOlympia Heights in Winter Park, FL: 16 homes built 1925–1959, ~1,195 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Olympia Heights AnnexOlympia Heights Annex in Winter Park, FL: 19 homes built 1935–2006, ~1,100 sq ft, 3 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Orange GroveOrange Grove in Winter Park, FL: Median sale $1.65M (2026), 214 homes, built 1906-2024, median 11 days on market. Live Stellar MLS data and public…Orangewood ParkOrangewood Park in Winter Park, FL: Median sale $608K (2026), 78 homes, built 1938-2024, median 41 days on market.Orlando ParkOrlando Park in Winter Park, FL: 5 homes built 1956–1983, ~1,838 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Orwin Manor WestminsterOrwin Manor Westminster in Winter Park, FL: Median sale $618K (2026), 450 homes, built 1922-2024, median 14 days on market.Osceola CourtOsceola Court in Winter Park, FL: 9 homes built 1912–1948, ~2,011 sq ft, 4 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Osceola PlaceOsceola Place in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 5 MLS sales on record since 2012.Osceola ShoresOsceola Shores in Winter Park, FL: 166 homes, built 1901-2022. Live Stellar MLS data and public records.Osceola SummitOsceola Summit in Winter Park, FL: 22 homes built 1926–2019, ~3,915 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Oxford CoveOxford Cove in Winter Park, FL: 9 homes built 1989–2000, ~2,403 sq ft, 4 bd/2.5 ba. ZIP 32792 median $408K, 49 for sale.Palmer Ave Lakeside PropPalmer Ave Lakeside Prop in Winter Park, FL: 5 homes built 1952–2025, ~3,280 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Palmer ParkPalmer Park in Winter Park, FL: Median sale $2.65M (2026), median 7 days on market. Live Stellar MLS data and public records.Park AirePark Aire Condo in Winter Park, FL: 11 homes built 1956–1956, ~858 sq ft, 1 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Park GrovePark Grove in Winter Park, FL: Median sale $1.98M (2026), 67 homes, built 1959-2023, median 0 days on market. Live Stellar MLS data and public…Park Grove W/Park Grove W/ in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Park HillPark Hill in Winter Park, FL: 10 homes, built 2018-2019. Live Stellar MLS data and public records.Park ManorPark Manor in Winter Park, FL: 35 homes built 1956–2025, ~1,659 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Park ManorPark Manor in Winter Park, FL: 137 homes for sale in ZIP 32792 (21% under contract), 5 MLS sales on record since 2008.Park NorthPark North in Winter Park, FL: 44 homes, built 1967-2016. Live Stellar MLS data and public records.Park PointePark Pointe in Winter Park, FL: 12 homes built 1989–2008, ~2,408 sq ft, 4 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Park ShorePark Shore in Winter Park, FL: 10 homes built 2019–2019, ~1,866 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Park WestPark West Condo in Winter Park, FL: Median sale $702K (2026), median 19 days on market. Live Stellar MLS data and public records.ParklandoParklando in Winter Park, FL: 69 homes built 1925–2026, ~2,050 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes…Parkview VillageParkview Village Condo in Winter Park, FL: 32 homes built 1984–1984, ~1,018 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Parkview VillageParkview Village in Winter Park, FL: Median sale $155K (2026), median 64 days on market. Live Stellar MLS data and public records.Pennsylvania PlacePennsylvania Place in Winter Park, FL: 21 homes built 1999–2007, ~3,356 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Pennsylvania Station 01Pennsylvania Station 01 Condo in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Perle Du LacPerle Du Lac in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Pervis Survey For R EPervis Survey For R E in Winter Park, FL: 269 homes for sale in ZIP 32765 (32% under contract), 3 MLS sales on record since 2005.Phillips CirclePhillips Circle in Winter Park, FL: Recent sales median $362K (2025), $477/sq ft, 25 sales since 2014. Live Stellar MLS data and public records.Point MizellPoint Mizell in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Preserve at Hawks CrestPreserve at Hawks Crest in Winter Park, FL: Median sale $722K (2026), 77 homes, built 2018-2020, median 92 days on market.Quail HollowQuail Hollow in Winter Park, FL: 118 homes, built 1955-1988. Live Stellar MLS data and public records.Quail RunQuail Run in Winter Park, FL: Median sale $480K (2026), 81 homes, built 1952-2012, median 54 days on market. Live Stellar MLS data and public records.Quarters At Winter ParkQuarters At Winter Park Condo in Winter Park, FL: 9 homes built 1978–1981, ~1,693 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Replat Of Lts 1 2 & 3 Brookside SubReplat Of Lts 1 2 & 3 Brookside Sub in Winter Park, FL: 5 homes built 1976–1977, ~1,753 sq ft, 4 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Ridge HighRidge High in Winter Park, FL: 30 homes built 1958–1973, ~1,235 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Robert Dhu Macdonald ParkRobert Dhu Macdonald Park in Winter Park, FL: Recent sales median $3.54M (2024), $834/sq ft, 9 sales since 2019. Live Stellar MLS data and public…Sanctuary At AlomaSanctuary At Aloma in Winter Park, FL: 16 homes built 2014–2015, ~2,435 sq ft, 3 bd/3 ba. ZIP 32792 median $408K, 49 for sale.Sanctuary At Lake AnnSanctuary At Lake Ann in Winter Park, FL: 5 homes built 2006–2007, ~3,297 sq ft, 4 bd/3.5 ba. ZIP 32792 median $408K, 49 for sale.Sandalwood Creek CondoSandalwood Creek Condo in Winter Park, FL: a condo community, 7,905 homes for sale in Orange County (26% under contract), 2 MLS sales on recordSandlewood CreekSandlewood Creek Condo in Winter Park, FL: 10 homes built 1984–1986, ~1,133 sq ft, 2 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Sells TerraceSells Terrace in Winter Park, FL: 5 homes built 1957–1958, ~1,495 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.SevillaSevilla in Winter Park, FL: Median sale $1.48M (2026), 58 homes, built 1971-2024, median 81 days on market. Live Stellar MLS data and public records.Seville ParkSeville Park in Winter Park, FL: Median sale $596K (2026), 79 homes, built 1921-2020, median 4 days on market. Live Stellar MLS data and public…Shores Lake KillarneyShores Lake Killarney in Winter Park, FL: Median sale $530K (2026), 81 homes, built 1952-2022, median 50 days on market.Sicilian ShoresSicilian Shores in Winter Park, FL: 150 homes, built 1919-2024. Live Stellar MLS data and public records.Slovak VillageSlovak Village in Winter Park, FL: 27 homes built 1949–2002, ~1,900 sq ft, 4 bd/3 ba. ZIP 32792 median $408K, 49 for sale.Sorensen HeightsSorensen Heights in Winter Park, FL: 10 homes built 1949–2017, ~4,045 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.South Lakemont ShoresSouth Lakemont Shores in Winter Park, FL: Recent sales median $1.13M (2024), $464/sq ft, 40 sales since 2004, 56 homes, built 1956-2024.SpringviewSpringview in Winter Park, FL: Recent sales median $402K (2025), $276/sq ft, 46 sales since 2005, 119 homes, built 1984-1985.Stansbury EstatesStansbury Estates in Winter Park, FL: 17 homes built 1937–1996, ~975 sq ft, 2 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Stonehurst EstatesStonehurst Estates in Winter Park, FL: 12 homes built 1955–2017, ~3,681 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.StovinsStovins in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.StratfordStratford in Winter Park, FL: 137 homes for sale in ZIP 32792 (21% under contract), 1 MLS sale on record since 2026.Stratford AStratford A in Winter Park, FL: Median sale $158K (2026), median 69 days on market. Live Stellar MLS data and public records.Suburban HomesSuburban Homes in Winter Park, FL: 137 homes for sale in ZIP 32792 (21% under contract), 11 MLS sales on record since 2013.Suburban HomesSuburban Homes in Winter Park, FL: 90 homes built 1924–2020, ~1,300 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Swoope ParkSwoope Park in Winter Park, FL: 7 homes built 2014–2014, ~2,604 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Sylvan HeightsSylvan Heights in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 6 MLS sales on record since 2011.Sylvan HeightsSylvan Heights in Winter Park, FL: Recent sales median $532K (2024), $296/sq ft, 23 sales since 2013, 177 homes, built 1901-2024.Sylvan Lake ShoresSylvan Lake Shores in Winter Park, FL: Median sale $1.90M (2026), 51 homes, built 1910-2022, median 2 days on market.Sylvan ParkSylvan Park in Winter Park, FL: 220 homes, built 1901-2024. Live Stellar MLS data and public records.TamarakTamarak in Winter Park, FL: Recent sales median $510K (2024), $234/sq ft, 18 sales since 2014, 46 homes, built 1983-1984.Tangerine CourtTangerine Court in Winter Park, FL: Median sale $1.50M (2026), 167 homes, built 1925-2024, median 1 days on market.TanglewoodTanglewood in Winter Park, FL: Median sale $382K (2026), 254 homes, built 1944-2022, median 6 days on market. Live Stellar MLS data and public…TanglewoodTanglewood in Winter Park, FL: Recent sales median $420K (2025), $245/sq ft, 39 sales since 2005, 229 homes, built 1944-2022.Tax Equities IncTax Equities Inc in Winter Park, FL: 16 homes built 1940–2023, ~1,290 sq ft, 3 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Temple EstatesTemple Estates in Winter Park, FL: Recent sales median $1.20M (2025), $446/sq ft, 26 sales since 2013, 251 homes, built 1921-2024.Temple HeightsTemple Heights in Winter Park, FL: Median sale $1.83M (2026), median 59 days on market. Live Stellar MLS data and public records.Temple TerraceTemple Terrace in Winter Park, FL: Median sale $635K (2026), 163 homes, built 1925-2024, median 7 days on market. Live Stellar MLS data and public…Temple Terrace AnnexTemple Terrace Annex in Winter Park, FL: Recent sales median $342K (2025), $267/sq ft, 23 sales since 2010, 58 homes, built 1953-2019.Terrazo Del SolTerrazo Del Sol in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.the Enclavethe Enclave in Winter Park, FL: 7,737 homes for sale in Orange County (25% under contract). Live Stellar MLS data and public records.Thomas M HenkelsThomas M Henkels in Winter Park, FL: Median sale $2.93M (2026), median 4 days on market. Live Stellar MLS data and public records.Timberlane ShoresTimberlane Shores in Winter Park, FL: Median sale $1.12M (2026), 193 homes, built 1925-2024, median 73 days on market.TownTown in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Town Of Winter ParkTown Of Winter Park in Winter Park, FL: 513 homes, built 1915-2024. Live Stellar MLS data and public records.Townhomes Harper PlaceTownhomes Harper Place in Winter Park, FL: 9 homes built 2004–2006, ~1,628 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Trinity BayTrinity Bay in Winter Park, FL: Recent sales median $453K (2025), $250/sq ft, 53 sales since 2004, 92 homes, built 1984-2015.TrottersTrotters in Winter Park, FL: 16 homes built 1926–2018, ~1,910 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.TrovillionTrovillion Condo in Winter Park, FL: 5 homes built 2007–2008, ~1,735 sq ft, 2 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Tucks KnollTucks Knoll in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.TuscaniaTuscania in Winter Park, FL: Recent sales median $3.10M (2024), $750/sq ft, 34 sales since 2006, 184 homes, built 1919-2024.Tuscany PlaceTuscany Place in Winter Park, FL: 11 homes built 1978–2006, ~3,245 sq ft, 4 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Tuscany TerraceTuscany Terrace in Winter Park, FL: 89 homes, built 1919-2024. Live Stellar MLS data and public records.Twin AcresTwin Acres in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 7 MLS sales on record since 2008.Urban GreenUrban Green in Winter Park, FL: 12 homes built 2021–2022, ~1,937 sq ft, 3 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.V H MusselwhitesV H Musselwhites in Winter Park, FL: Recent sales median $995K (2025), $413/sq ft, 7 sales since 2015. Live Stellar MLS data and public records.Via Lago/Hanging MossVia Lago/Hanging Moss in Winter Park, FL: Recent sales median $359K (2024), $192/sq ft, 23 sales since 2015, 81 homes, built 2007-2010.Vilasa TownhomesVilasa Townhomes in Winter Park, FL: 14 homes built 2021–2022, ~2,585 sq ft, 3 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Villa Del SeisVilla Del Seis Condo in Winter Park, FL: 5 homes built 1982–1983, ~1,300 sq ft, 2 bd/2.5 ba. ZIP 32789 median $635K, 91 for sale.Villa View ParkVilla View Park in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 14 MLS sales on record since 2009.Village Winterset IncVillage Winterset Inc in Winter Park, FL: Median sale $612K (2026), median 83 days on market. Live Stellar MLS data and public records.Village/WhisperwoodVillage/Whisperwood in Winter Park, FL: Recent sales median $295K (2024), $193/sq ft, 8 sales since 2016. Live Stellar MLS data and public records.Villas of CasselberryVillas of Casselberry in Winter Park, FL: Median sale $282K (2026), 274 homes, built 1981-1994, median 21 days on market.Virginia & Morse BrownstonesVirginia & Morse Brownstones in Winter Park, FL: 6 homes built 2017–2018, ~3,328 sq ft, 3 bd/3.5 ba. ZIP 32789 median $635K, 91 for sale.Virginia HeightsVirginia Heights in Winter Park, FL: Median sale $1.59M (2026), 518 homes, built 1918-2024, median 25 days on market.Virginia HeightsVirginia Heights in Winter Park, FL: Median sale $878K (2026), 322 homes, built 1918-2024, median 12 days on market.Virginia HeightsVirginia Heights in Winter Park, FL: 116 homes built 1920–2024, ~2,787 sq ft, 3 bd/3 ba. ZIP 32789 median $635K, 91 for sale.Virginia HeightsVirginia Heights in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 3 MLS sales on record since 2014.Vistas at Lake HowellVistas at Lake Howell in Winter Park, FL: Median sale $340K (2026), 131 homes, built 2003-2005, median 55 days on market.WaterbridgeWaterbridge in Winter Park, FL: Recent sales median $1.05M (2024), $352/sq ft, 39 sales since 2005, 157 homes, built 1979-2013.Waterfall CoveWaterfall Cove in Winter Park, FL: Median sale $110K (2026), median 153 days on market. Live Stellar MLS data and public records.Waterfall Cove at Winter ParkWaterfall Cove at Winter Park in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Waters Edge At Hawks CrestWaters Edge At Hawks Crest in Winter Park, FL: Median sale $1.16M (2026), 152 homes, built 2019-2022, median 25 days on market.Whispering WatersWhispering Waters in Winter Park, FL: 15 homes built 1960–1960, ~1,567 sq ft, 2 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Whispering Waters Phillips CircleWhispering Waters Phillips Circle in Winter Park, FL: 7 homes built 1960–1960, ~1,090 sq ft, 1 bd/1 ba. ZIP 32789 median $635K, 91 for sale.WhisperwoodWhisperwood in Winter Park, FL: 13 homes built 1974–1985, ~870 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes…WhisperwoodWhisperwood Condo in Winter Park, FL: Recent sales median $250K (2024), $244/sq ft, 32 sales since 2013. Live Stellar MLS data and public records.Willa GroveWilla Grove in Winter Park, FL: 27 homes built 1984–1989, ~1,792 sq ft, 3 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Windsong Elizabeths WalkWindsong Elizabeths Walk in Winter Park, FL: Median sale $1.85M (2026), 69 homes, built 2000-2016, median 29 days on market.Windsong Knowles PlaceWindsong Knowles Place in Winter Park, FL: 25 homes built 2009–2015, ~3,482 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Windsong LakesideWindsong Lakeside in Winter Park, FL: 41 homes built 2001–2015, ~4,646 sq ft, 5 bd/5 ba. ZIP 32789 median $635K, 91 for sale.Windsong Lookout LandingWindsong Lookout Landing in Winter Park, FL: 27 homes built 2001–2016, ~4,630 sq ft, 5 bd/4.5 ba. ZIP 32789 median $635K, 91 for sale.Windsong Preserve PointWindsong Preserve Point in Winter Park, FL: 244 homes for sale in ZIP 32789 (25% under contract), 1 MLS sale on record since 2026.Windward SquareWindward Square in Winter Park, FL: 180 homes, built 1976-1980. Live Stellar MLS data and public records.Winflor CourtWinflor Court in Winter Park, FL: 15 homes built 1954–2022, ~3,523 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Winter GreenWinter Green in Winter Park, FL: Median sale $300K (2026), 97 homes, built 1981-1995, median 32 days on market. Live Stellar MLS data and public…Winter ParkWinter Park in Winter Park, FL: Median sale $642K (2026), 1,038 homes, built 1915-2024, median 6 days on market. Live Stellar MLS data and public…Winter Park (A/67 & B/86 & Misc 3/220)Winter Park (A/67 & B/86 & Misc 3/220) in Winter Park, FL: ZIP 32789 median $635K, 91 for sale. Schools, HOA & nearby homes for sale.Winter Park CommWinter Park Comm in Winter Park, FL: 1 home for sale from $93K. Live Stellar MLS data and public records.Winter Park EstatesWinter Park Estates in Winter Park, FL: Median sale $412K (2026), 443 homes, built 1950-2021, median 20 days on market.Winter Park ForestWinter Park Forest in Winter Park, FL: 137 homes for sale in ZIP 32792 (1st Addition), 4 MLS sales on record since 2013.Winter Park ForestWinter Park Forest in Winter Park, FL: 137 homes for sale in ZIP 32792 (21% under contract), 14 MLS sales on record since 2009.Winter Park GardensWinter Park Gardens Condo in Winter Park, FL: 44 homes built 1964–1964, ~865 sq ft, 1 bd/1 ba. ZIP 32789 median $635K, 91 for sale.Winter Park GardensWinter Park Gardens Condo in Winter Park, FL: Median sale $265K (2026), median 38 days on market. Live Stellar MLS data and public records.Winter Park HeightsWinter Park Heights in Winter Park, FL: Median sale $1.35M (2026), 145 homes, built 1925-2024, median 1 days on market.Winter Park ManorWinter Park Manor in Winter Park, FL: Recent sales median $425K (2024), $277/sq ft, 19 sales since 2005, 80 homes, built 1956-2023.Winter Park OaksWinter Park Oaks in Winter Park, FL: 18 homes built 1994–1997, ~1,170 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Winter Park OasisWinter Park Oasis in Winter Park, FL: 11 homes built 1964–1981, ~1,681 sq ft, 4 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Winter Park PinesWinter Park Pines in Winter Park, FL: Median sale $600K (2026), 289 homes, built 1960-2007, median 19 days on market.Winter Park PinesWinter Park Pines in Winter Park, FL: Median sale $448K (2026), 212 homes, built 1962-1969, median 22 days on market.Winter Park Pines Merrie OaksWinter Park Pines Merrie Oaks in Winter Park, FL: Median sale $495K (2026), 53 homes, built 1963-2023, median 4 days on market.Winter Park Pines Patio HomesWinter Park Pines Patio Homes in Winter Park, FL: Median sale $312K (2026), 100 homes, built 1971-1995, median 32 days on market.Winter Park Pines VillasWinter Park Pines Villas in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.Winter Park PlaceWinter Park Place in Winter Park, FL: 6 homes built 2001–2004, ~3,514 sq ft, 4 bd/4 ba. ZIP 32789 median $635K, 91 for sale.Winter Park ResidentialWinter Park Residential in Winter Park, FL: Median sale $1.13M (2026), median 4 days on market. Live Stellar MLS data and public records.Winter Park TownWinter Park Town in Winter Park, FL: 12 homes built 1924–2020, ~1,241 sq ft, 3 bd/2 ba. ZIP 32789 median $635K, 91 for sale.Winter Park VillageWinter Park Village in Winter Park, FL: Median sale $775K (2026), 102 homes, built 1956-2024, median 164 days on market.Winter Park VillasWinter Park Villas in Winter Park, FL: Recent sales median $215K (2025), $194/sq ft, 10 sales since 2016. Live Stellar MLS data and public records.Winter Park Villas CondoWinter Park Villas Condo in Winter Park, FL: 76 homes built 1981–1981, ~1,037 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Winter Park WoodsWinter Park Woods Condo in Winter Park, FL: Median sale $78K (2026), median 12 days on market. Live Stellar MLS data and public records.WinterbrookWinterbrook in Winter Park, FL: 10 homes built 2020–2021, ~2,164 sq ft, 4 bd/2.5 ba. ZIP 32792 median $408K, 49 for sale.WoodcrestWoodcrest in Winter Park, FL: Median sale $390K (2026), 358 homes, built 1953-1995, median 22 days on market.WoodcrestWoodcrest Condo in Winter Park, FL: 5 homes built 1969–1969, ~955 sq ft, 2 bd/2 ba. ZIP 32792 median $408K, 49 for sale.Woodmere TerraceWoodmere Terrace in Winter Park, FL: 21 homes built 1925–2010, ~4,027 sq ft, 4 bd/4.5 ba. ZIP 32789 median $635K, 91 for sale.WrenwoodWrenwood Condominium in Winter Park, FL: ZIP 32792 median $408K, 49 for sale. Schools, HOA & nearby homes for sale.WrenwoodWrenwood in Winter Park, FL: Median sale $436K (2026), 271 homes, built 1975-2023, median 3 days on market. Live Stellar MLS data and public records.WrenwoodWrenwood in Winter Park, FL: 153 homes, built 1977-2023. Live Stellar MLS data and public records.WrenwoodWrenwood in Winter Park, FL: Recent sales median $403K (2024), $251/sq ft, 30 sales since 2008, 190 homes, built 1975-2023.Wrenwood HeightsWrenwood Heights in Winter Park, FL: Median sale $390K (2026), 245 homes, built 1951-1988, median 6 days on market.Wrenwood HeightsWrenwood Heights in Winter Park, FL: Median sale $408K (2026), 274 homes, built 1951-1988, median 19 days on market.