Winter Springs neighborhoods with the market data that actually moves a decision.
238 Winter Springs community guides, each with real pricing, HOA/CDD reality, and flood/insurance posture. Below: the Winter Springs market snapshot, then every community we cover.
Winter Springs market snapshot
$482,500Median sale price
$266.4Median $/sq ft
66Median days on market
59Communities with sales data
Aggregated from MLS closed-sale records across 59 Winter Springs communities; latest data 2024. Aggregate statistics only, deemed reliable but not guaranteed; not an appraisal. Refreshes with each MLS data update.
All Winter Springs communities (238)
AMHERST Homes for Sale in WINTER SPRINGS, FLAmherst Winter Springs in WINTER SPRINGS, FL: Median sale $439K (2026), 69 homes, built 1984-1986, median 64 days on market.Arrowhead At Tuscawilla Unit 1Arrowhead At Tuscawilla Unit 1 in Winter Springs, FL: 298 homes, built 1973-2016. Live Stellar MLS data and public records.Arrowhead At Tuscawilla Unit 2Arrowhead At Tuscawilla Unit 2 in Winter Springs, FL: 326 homes, built 1973-2016. Live Stellar MLS data and public records.BAHAMA RANCHES Homes for Sale in WINTER SPRINGS, FLBahama Ranches Winter Springs in WINTER SPRINGS, FL: 3 homes, built 1989-1991. Live Stellar MLS data and public records.Barclay ReserveBarclay Reserve in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Barclay Reserve TownhomesBarclay Reserve Townhomes in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.BARRINGTON ESTATESBARRINGTON ESTATES in WINTER SPRINGS, FL: Median sale $728K (2026), 110 homes, built 2003-2006, median 100 days on market.Bay Tree Sec 08Bay Tree Sec 08 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Bay Tree Sec 09Bay Tree Sec 09 in Winter Springs, FL: Median sale $175K (2026), median 36 days on market. Live Stellar MLS data and public records.Bay Tree Sec 10Bay Tree Sec 10 in Winter Springs, FL: Median sale $166K (2026), 319 homes, built 1973-2006, median 36 days on market.BAYTREE VILLAGE Homes for Sale in WINTER SPRINGS, FLBaytree Village Winter Springs in WINTER SPRINGS, FL: Median sale $182K (2026), median 29 days on market. Live Stellar MLS data and public records.Bear Creek EstsBear Creek Ests in Winter Springs, FL: 83 homes, built 1983-2009. Live Stellar MLS data and public records.Bentley Club At Bentley GreenBentley Club At Bentley Green in Winter Springs, FL: 62 homes, built 1989-1995. Live Stellar MLS data and public records.Bentley Green Unit 1Bentley Green Unit 1 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Carrington Woods Unit 2Carrington Woods Unit 2 in Winter Springs, FL: 82 homes, built 1989-2001. Live Stellar MLS data and public records.Casa Park Villas Ph 1Casa Park Villas Ph 1 in Winter Springs, FL: Median sale $240K (2026), 221 homes, built 1984-1986, median 25 days on market.Casa Park Villas Ph 2Casa Park Villas Ph 2 in Winter Springs, FL: Median sale $240K (2026), 299 homes, built 1984-1986, median 32 days on market.Chelsea Parc At TuscawillaChelsea Parc At Tuscawilla in Winter Springs, FL: 96 homes, built 1988-2006. Live Stellar MLS data and public records.Chelsea Parc At Tuscawilla Ph 2Chelsea Parc At Tuscawilla Ph 2 in Winter Springs, FL: 96 homes, built 1988-2006. Live Stellar MLS data and public records.Chestnut Estates Ph 1Chestnut Estates Ph 1 in Winter Springs, FL: 48 homes, built 1995-1998. Live Stellar MLS data and public records.Chestnut Estates Ph 2Chestnut Estates Ph 2 in Winter Springs, FL: 48 homes, built 1995-1998. Live Stellar MLS data and public records.CHESTNUT RIDGE Homes for Sale in Winter Springs, FLWhat it's really like to live in Chestnut Ridge, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the…CHESTNUT RIDGE IN TUSCAWILLA Homes for Sale in Winter Springs, FLWhat it's really like to live in Chestnut Ridge, Tuscawilla in Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest takeCITRUS OAKS Homes for Sale in WINTER SPRINGS, FLCitrus Oaks Winter Springs in WINTER SPRINGS, FL: 29 homes, built 2000-2002. Live Stellar MLS data and public records.Country Club Village Unit 1Country Club Village Unit 1 in Winter Springs, FL: Median sale $372K (2026), 180 homes, built 1979-2013, median 52 days on market.Country Club Village Unit 2Country Club Village Unit 2 in Winter Springs, FL: 148 homes, built 1980-2013. Live Stellar MLS data and public records.Country Club Village Unit 3Country Club Village Unit 3 in Winter Springs, FL: Median sale $429K (2026), 244 homes, built 1979-2013, median 32 days on market.CYPRESS CLUB Homes for Sale in WINTER SPRINGS, FLCypress Club Winter Springs in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Cypress Village 3Rd Rep Tr C Ph 1Cypress Village 3Rd Rep Tr C Ph 1 in Winter Springs, FL: Median sale $230K (2026), median 134 days on market. Live Stellar MLS data and public…DAVENPORT GLEN Homes for Sale in WINTER SPRINGS, FLDavenport Glen Winter Springs in WINTER SPRINGS, FL: 60 homes, built 1992-1994. Live Stellar MLS data and public records.Deer Run Unit 18Deer Run Unit 18 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Deer Run Unit 19ADeer Run Unit 19A in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Deer Run Unit 19BDeer Run Unit 19B in Winter Springs, FL: 61 homes, built 1991-1992. Live Stellar MLS data and public records.Deer Run Unit 20Deer Run Unit 20 in Winter Springs, FL: 55 homes, built 1984-1987. Live Stellar MLS data and public records.Deer Run Unit 21ADeer Run Unit 21A in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Deer Run Unit 21BDeer Run Unit 21B in Winter Springs, FL: 124 homes, built 1983-1987. Live Stellar MLS data and public records.Deer Run Unit 23BDeer Run Unit 23B in Winter Springs, FL: 174 homes, built 1983-1987. Live Stellar MLS data and public records.Deer Run Unit 23CDeer Run Unit 23C in Winter Springs, FL: Median sale $480K (2026), median 5 days on market. Live Stellar MLS data and public records.DEERSONG 2 Homes for Sale in WINTER SPRINGS, FLDeersong 2 Winter Springs in WINTER SPRINGS, FL: 149 homes, built 1991-1996. Live Stellar MLS data and public records.DEERSONG Homes for Sale in WINTER SPRINGS, FLDeersong Winter Springs in WINTER SPRINGS, FL: 60 homes, built 1991-1996. Live Stellar MLS data and public records.Dougs Unit 1Dougs Unit 1 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.DUNMAR ESTATES 5 ACRE DEV 28 PARCELSDUNMAR ESTATES 5 ACRE DEV 28 PARCELS in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Eagles Point Ph 2Eagles Point Ph 2 in Winter Springs, FL: 80 homes, built 1964-2012. Live Stellar MLS data and public records.EAGLES POINT PH 5EAGLES POINT PH 5 in WINTER SPRINGS, FL: Median sale $664K (2026), 158 homes, built 1964-2012, median 49 days on market.Eagles Point Ph 6Eagles Point Ph 6 in Winter Springs, FL: Median sale $664K (2026), 158 homes, built 1964-2012, median 49 days on market.Eagles Watch Ph 1Eagles Watch Ph 1 in Winter Springs, FL: Median sale $469K (2026), 66 homes, built 1995-1998, median 66 days on market.Eagles Watch Ph 2Eagles Watch Ph 2 in Winter Springs, FL: Median sale $469K (2026), 110 homes, built 1995-1998, median 57 days on market.Entzminger Farms Add 2Entzminger Farms Add 2 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Fairway Oaks Unit 1Fairway Oaks Unit 1 in Winter Springs, FL: 71 homes, built 1980-2018. Live Stellar MLS data and public records.Flamingo SpgsFlamingo Spgs in Winter Springs, FL: 41 homes, built 1950-2015. Live Stellar MLS data and public records.Fox Glen At Chelsea Parc TuscawillaFox Glen At Chelsea Parc Tuscawilla in Winter Springs, FL: 196 homes, built 1988-2006. Live Stellar MLS data and public records.Fox Glen At Chelsea Parc Tuscawilla Ph 2Fox Glen At Chelsea Parc Tuscawilla Ph 2 in Winter Springs, FL: 196 homes, built 1988-2006. Live Stellar MLS data and public records.FOXMOOR EAST Homes for Sale in WINTER SPRINGS, FLFoxmoor East Winter Springs in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Foxmoor Unit 1Foxmoor Unit 1 in Winter Springs, FL: 310 homes, built 1958-2021. Live Stellar MLS data and public records.Foxmoor Unit 2Foxmoor Unit 2 in Winter Springs, FL: Median sale $320K (2026), 403 homes, built 1958-2023, median 35 days on market.Foxmoor Unit 3Foxmoor Unit 3 in Winter Springs, FL: Median sale $325K (2026), 474 homes, built 1958-2023, median 16 days on market.Fruitwood LakeFruitwood Lake in Winter Springs, FL: 310 homes, built 1958-2023. Live Stellar MLS data and public records.Georgetowne Unit 1Georgetowne Unit 1 in Winter Springs, FL: 180 homes, built 1987-1994. Live Stellar MLS data and public records.Georgetowne Unit 2Georgetowne Unit 2 in Winter Springs, FL: 160 homes, built 1989-2019. Live Stellar MLS data and public records.Georgetowne Unit 3Georgetowne Unit 3 in Winter Springs, FL: Median sale $425K (2026), 226 homes, built 1987-2019, median 13 days on market.Glen Eagle Unit 1Glen Eagle Unit 1 in Winter Springs, FL: Median sale $770K (2026), 188 homes, built 1989-2023, median 32 days on market.Glen Eagle Unit 2Glen Eagle Unit 2 in Winter Springs, FL: Median sale $832K (2026), 160 homes, built 1989-1999, median 4 days on market.Glen Eagle Unit 3Glen Eagle Unit 3 in Winter Springs, FL: 184 homes, built 1989-1999. Live Stellar MLS data and public records.Glen Eagle Unit 4Glen Eagle Unit 4 in Winter Springs, FL: Median sale $841K (2026), 256 homes, built 1989-2023, median 4 days on market.Golfside VillasGolfside Villas in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Greenbriar Subd Ph 2Greenbriar Subd Ph 2 in Winter Springs, FL: 197 homes, built 1986-2001. Live Stellar MLS data and public records.Greenbriar/ TuscawillaGreenbriar/ Tuscawilla in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Greens At TuscawillaGreens At Tuscawilla in Winter Springs, FL: Median sale $446K (2026), 60 homes, built 2012-2016, median 13 days on market.Greens At Tuscawilla Building 3 A ReplatGreens At Tuscawilla Building 3 A Replat in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.GREENSPOINTE Homes for Sale in WINTER SPRINGS, FLGreenspointe Winter Springs in WINTER SPRINGS, FL: Median sale $400K (2026), 114 homes, built 1984-2021, median 24 days on market.HARBOR WINDS Homes for Sale in Winter Springs, FLWhat it's really like to live in Harbor Winds, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the…HERITAGE COMMONSHERITAGE COMMONS in WINTER SPRINGS, FL: Median sale $310K (2026), 80 homes, built 2007-2010, median 49 days on market.HERITAGE PARK Homes for Sale in Winter Springs, FLWhat it's really like to live in Heritage Park, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the…HERITAGE PARK TWNHMSHERITAGE PARK TWNHMS in WINTER SPRINGS, FL: Median sale $285K (2026), 156 homes, built 2004-2006, median 70 days on market.HICKORY GROVE Homes for Sale in WINTER SPRINGS, FLHickory Grove Winter Springs in WINTER SPRINGS, FL: Median sale $400K (2026), 66 homes, built 2016-2024, median 74 days on market.Hickory Grove TownhomesHickory Grove Townhomes in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.HICKORY GROVE TWNHMS Homes for Sale in Winter Springs, FLWhat it's really like to live in Hickory Grove Twnhms, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest takeHickory Grv TwnhmsHickory Grv Twnhms in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Highland Lake Ph 2Highland Lake Ph 2 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Highland Patio HomesHighland Patio Homes in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Highland Patio Homes Amended PlatHighland Patio Homes Amended Plat in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.HIGHLAND VILLAGE 1 Homes for Sale in WINTER SPRINGS, FLHighland Village 1 Winter Springs in WINTER SPRINGS, FL: 40 homes, built 1984-1987. Live Stellar MLS data and public records.HIGHLAND VILLAGE 2 Homes for Sale in WINTER SPRINGS, FLHighland Village 2 Winter Springs in WINTER SPRINGS, FL: Median sale $399K (2026), 32 homes, built 1989-1991, median 19 days on market.HIGHLANDS GLEN Homes for Sale in WINTER SPRINGS, FLHighlands Glen Winter Springs in WINTER SPRINGS, FL: 28 homes, built 1985-2000. Live Stellar MLS data and public records.Highlands Sec 1Highlands Sec 1 in Winter Springs, FL: Median sale $408K (2026), 243 homes, built 1973-2006, median 97 days on market.Highlands Sec 4Highlands Sec 4 in Winter Springs, FL: Median sale $360K (2026), 227 homes, built 1972-2006, median 59 days on market.Highlands Sec 6Highlands Sec 6 in Winter Springs, FL: Median sale $385K (2026), 636 homes, built 1972-2006, median 80 days on market.Highlands Sec 6 1St RepHighlands Sec 6 1St Rep in Winter Springs, FL: 32 homes, built 1980-1985. Live Stellar MLS data and public records.HollowbrookHollowbrook in Winter Springs, FL: 220 homes, built 1985-1990. Live Stellar MLS data and public records.Hollowbrook Ph 2Hollowbrook Ph 2 in Winter Springs, FL: Median sale $434K (2026), 260 homes, built 1985-1990, median 31 days on market.Howell Creek Reserve Ph 1Howell Creek Reserve Ph 1 in Winter Springs, FL: 135 homes, built 1995-2000. Live Stellar MLS data and public records.Howell Creek Reserve Ph 2Howell Creek Reserve Ph 2 in Winter Springs, FL: 115 homes, built 1995-2000. Live Stellar MLS data and public records.Howell Creek Reserve Ph 3Howell Creek Reserve Ph 3 in Winter Springs, FL: Median sale $727K (2026), 152 homes, built 1995-2000, median 11 days on market.Indian Ridge Ph 2Indian Ridge Ph 2 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Indian Ridge Winter SpringsIndian Ridge Winter Springs in WINTER SPRINGS, FL: Median sale $219K (2026), 218 homes, built 1973-1996, median 17 days on market.JESUPS LANDING Homes for Sale in WINTER SPRINGS, FLJesups Landing Winter Springs in WINTER SPRINGS, FL: Median sale $404K (2026), 88 homes, built 2013-2016, median 41 days on market.JESUPS RESERVE TWNHMS REP Homes for Sale in WINTER SPRINGS, FLJesups Reserve Twnhms Rep Winter Springs in WINTER SPRINGS, FL: Median sale $325K (2026), 158 homes, built 2007-2013, median 60 days on market.LAKE JESSUP Homes for Sale in Winter Springs, FLWhat it's really like to live in Lake Jessup, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the trade-offsLake Tuskawilla Ph 1Lake Tuskawilla Ph 1 in Winter Springs, FL: 50 homes, built 1986-1990. Live Stellar MLS data and public records.Lake Tuskawilla Ph 2Lake Tuskawilla Ph 2 in Winter Springs, FL: 73 homes, built 1986-1991. Live Stellar MLS data and public records.Lake Tuskawilla Ph 3Lake Tuskawilla Ph 3 in Winter Springs, FL: Median sale $737K (2026), 107 homes, built 1986-2014, median 6 days on market.Lori Anne AcresLori Anne Acres in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Lori Anne Acres RepLori Anne Acres Rep in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Moss CoveMoss Cove in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Moss PlaceMoss Place in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Mount GreenwoodMount Greenwood in Winter Springs, FL: 318 homes, built 1986-1998. Live Stellar MLS data and public records.MOUNT GREENWOOD UNIT 1MOUNT GREENWOOD UNIT 1 in WINTER SPRINGS, FL: 326 homes, built 1986-1998. Live Stellar MLS data and public records.Mount Greenwood Unit 2 OfMount Greenwood Unit 2 Of in Winter Springs, FL: Median sale $253K (2026), 173 homes, built 1986-1991, median 19 days on market.Mount Greenwood Unit 4Mount Greenwood Unit 4 in Winter Springs, FL: Median sale $385K (2026), 326 homes, built 1986-1998, median 13 days on market.MOUNT GREENWOOD UNIT 4 OFMOUNT GREENWOOD UNIT 4 OF in WINTER SPRINGS, FL: 173 homes, built 1986-1991. Live Stellar MLS data and public records.Mount Greenwood Unit 5 OfMount Greenwood Unit 5 Of in Winter Springs, FL: Median sale $350K (2026), 170 homes, built 1989-1996, median 2 days on market.NORTH ORLANDO 1ST ADD Homes for Sale in WINTER SPRINGS, FLNorth Orlando 1St Add Winter Springs in WINTER SPRINGS, FL: Median sale $289K (2026), 344 homes, built 1958-2021, median 30 days on market.NORTH ORLANDO 2ND ADD Homes for Sale in WINTER SPRINGS, FLNorth Orlando 2Nd Add Winter Springs in WINTER SPRINGS, FL: Median sale $332K (2026), 501 homes, built 1958-2021, median 10 days on market.North Orlando 2Nd Add Resubd Of Blk 5 & Tr ANorth Orlando 2Nd Add Resubd Of Blk 5 & Tr A in Winter Springs, FL: 79 homes, built 1959-1982. Live Stellar MLS data and public records.NORTH ORLANDO Homes for Sale in WINTER SPRINGS, FLNorth Orlando Winter Springs in WINTER SPRINGS, FL: Median sale $332K (2026), 404 homes, built 1958-2021, median 59 days on market.North Orlando Ranches Sec 01BNorth Orlando Ranches Sec 01B in Winter Springs, FL: 47 homes, built 1960-2020. Live Stellar MLS data and public records.North Orlando Ranches Sec 02North Orlando Ranches Sec 02 in Winter Springs, FL: 117 homes, built 1977-2020. Live Stellar MLS data and public records.North Orlando Ranches Sec 02ANorth Orlando Ranches Sec 02A in Winter Springs, FL: Median sale $465K (2026), 228 homes, built 1962-2016, median 12 days on market.North Orlando Ranches Sec 03North Orlando Ranches Sec 03 in Winter Springs, FL: 263 homes, built 1959-2023. Live Stellar MLS data and public records.North Orlando Ranches Sec 04North Orlando Ranches Sec 04 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.North Orlando Ranches Sec 05North Orlando Ranches Sec 05 in Winter Springs, FL: 47 homes, built 1959-2024. Live Stellar MLS data and public records.North Orlando Ranches Sec 06North Orlando Ranches Sec 06 in Winter Springs, FL: Median sale $500K (2026), 60 homes, built 1961-2022, median 5 days on market.North Orlando Ranches Sec 07North Orlando Ranches Sec 07 in Winter Springs, FL: 72 homes, built 1961-2022. Live Stellar MLS data and public records.North Orlando Ranches Sec 08North Orlando Ranches Sec 08 in Winter Springs, FL: 93 homes, built 1977-2013. Live Stellar MLS data and public records.North Orlando Ranches Sec 09North Orlando Ranches Sec 09 in Winter Springs, FL: Median sale $406K (2026), 220 homes, built 1963-2018, median 29 days on market.North Orlando Ranches Sec 10North Orlando Ranches Sec 10 in Winter Springs, FL: Median sale $415K (2026), 996 homes, built 1959-2024, median 19 days on market.North Orlando Terrace Unit 1 Sec 1North Orlando Terrace Unit 1 Sec 1 in Winter Springs, FL: 179 homes, built 1959-2016. Live Stellar MLS data and public records.North Orlando Terrace Unit 1 Sec 2North Orlando Terrace Unit 1 Sec 2 in Winter Springs, FL: 51 homes, built 1972-1973. Live Stellar MLS data and public records.North Orlando Terrace Unit 1 Sec 3North Orlando Terrace Unit 1 Sec 3 in Winter Springs, FL: Median sale $335K (2026), 309 homes, built 1958-2021, median 13 days on market.North Orlando Terrace Unit 1 Sec 4North Orlando Terrace Unit 1 Sec 4 in Winter Springs, FL: Median sale $325K (2026), 322 homes, built 1958-2021, median 53 days on market.North Orlando Terrace Unit 1 Sec 5North Orlando Terrace Unit 1 Sec 5 in Winter Springs, FL: Median sale $305K (2026), 100 homes, built 1972-1989, median 19 days on market.North Orlando Terrace Unit 1 Sec 6North Orlando Terrace Unit 1 Sec 6 in Winter Springs, FL: 130 homes, built 1959-2016. Live Stellar MLS data and public records.North Orlando Terrace Unit 2 Sec 8North Orlando Terrace Unit 2 Sec 8 in Winter Springs, FL: Median sale $325K (2026), 333 homes, built 1958-2021, median 7 days on market.North Orlando Terrace Unit 2 Sec 9North Orlando Terrace Unit 2 Sec 9 in Winter Springs, FL: 91 homes, built 1973-1977. Live Stellar MLS data and public records.North Orlando Terrace Winter SpringsNorth Orlando Terrace Winter Springs in WINTER SPRINGS, FL: Median sale $325K (2026), 675 homes, built 1958-2021, median 17 days on market. Live…NORTH ORLANDO TOWNSITE 4TH ADD REPNORTH ORLANDO TOWNSITE 4TH ADD REP in WINTER SPRINGS, FL: Median sale $292K (2026), 208 homes, built 1959-1972, median 17 days on market.Northern OaksNorthern Oaks in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Oak Forest Unit 1Oak Forest Unit 1 in Winter Springs, FL: Median sale $480K (2026), 295 homes, built 1973-2021, median 34 days on market.Oak Forest Unit 2Oak Forest Unit 2 in Winter Springs, FL: 196 homes, built 1973-2002. Live Stellar MLS data and public records.Oak Forest Unit 2BOak Forest Unit 2B in Winter Springs, FL: 133 homes, built 1979-1986. Live Stellar MLS data and public records.Oak Forest Unit 3Oak Forest Unit 3 in Winter Springs, FL: Median sale $450K (2026), 114 homes, built 1983-1987, median 44 days on market.Oak Forest Unit 4Oak Forest Unit 4 in Winter Springs, FL: 159 homes, built 1979-1987. Live Stellar MLS data and public records.Oak Forest Unit 5Oak Forest Unit 5 in Winter Springs, FL: 92 homes, built 1985-1987. Live Stellar MLS data and public records.Oak Forest Unit 6Oak Forest Unit 6 in Winter Springs, FL: Median sale $495K (2026), 227 homes, built 1980-1995, median 13 days on market.Oak Forest Unit 7Oak Forest Unit 7 in Winter Springs, FL: 123 homes, built 1987-1993. Live Stellar MLS data and public records.Oak Forest Unit 8Oak Forest Unit 8 in Winter Springs, FL: Median sale $485K (2026), 990 homes, built 1973-2021, median 25 days on market.OAK HILL ESTATESOAK HILL ESTATES in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Parc Du LacParc Du Lac in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.PARKSTONEPARKSTONE in WINTER SPRINGS, FL: Median sale $480K (2026), 380 homes, built 2000-2004, median 40 days on market. Live Stellar MLS data and public…Parkstone Unit 2Parkstone Unit 2 in Winter Springs, FL: 69 homes, built 2001-2002. Live Stellar MLS data and public records.Parkstone Unit 3Parkstone Unit 3 in Winter Springs, FL: 150 homes, built 2000-2004. Live Stellar MLS data and public records.Parkstone Unit 4Parkstone Unit 4 in Winter Springs, FL: Median sale $480K (2026), 138 homes, built 2002-2004, median 132 days on market.Reserve At Tuscawilla Ph 1 TheReserve At Tuscawilla Ph 1 The in Winter Springs, FL: 44 homes, built 1995-2018. Live Stellar MLS data and public records.Reserve At Tuscawilla Ph 2Reserve At Tuscawilla Ph 2 in Winter Springs, FL: 89 homes, built 1995-2018. Live Stellar MLS data and public records.SEASONS THE Homes for Sale in WINTER SPRINGS, FLSeasons The Winter Springs in WINTER SPRINGS, FL: Median sale $288K (2026), 142 homes, built 1996-2000, median 164 days on market.SEMINOLE CROSSING TOWNHOMES in WINTER SPRINGS, FLSeminole Crossing Townhomes Winter Springs in WINTER SPRINGS, FL: 109 homes, built 2021-2024. Live Stellar MLS data and public records.SEMINOLE CROSSING TWNHMS Homes for Sale in WINTER SPRINGS, FLSeminole Crossing Twnhms Winter Springs in WINTER SPRINGS, FL: Median sale $485K (2026), 114 homes, built 2021-2024, median 11 days on market.SEVEN OAKSSEVEN OAKS in WINTER SPRINGS, FL: Median sale $600K (2026), 139 homes, built 2014-2017, median 23 days on market. Live Stellar MLS data and public…Seven Oaks TwoSeven Oaks Two in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.SEVILLE CHASE Homes for Sale in WINTER SPRINGS, FLSeville Chase Winter Springs in WINTER SPRINGS, FL: Median sale $785K (2026), 10 homes, built 1999-2003, median 67 days on market.Sheoah A Condo Sec 2Sheoah A Condo Sec 2 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Sheoah Sec 1Sheoah Sec 1 in Winter Springs, FL: Median sale $165K (2026), median 56 days on market. Live Stellar MLS data and public records.Sheoah Sec 3Sheoah Sec 3 in Winter Springs, FL: Median sale $165K (2026), median 56 days on market. Live Stellar MLS data and public records.STONE GABLE Homes for Sale in WINTER SPRINGS, FLStone Gable Winter Springs in WINTER SPRINGS, FL: 48 homes, built 1998-2000. Live Stellar MLS data and public records.SUNRISE ESTATES (UNIT 4)SUNRISE ESTATES (UNIT 4) in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Sunrise Estates Unit 1Sunrise Estates Unit 1 in Winter Springs, FL: 39 homes, built 1982-1986. Live Stellar MLS data and public records.SUNRISE ESTATES UNIT 2SUNRISE ESTATES UNIT 2 in WINTER SPRINGS, FL: 254 homes, built 1982-1990. Live Stellar MLS data and public records.Sunrise Estates Unit 5Sunrise Estates Unit 5 in Winter Springs, FL: Median sale $410K (2026), 254 homes, built 1982-1990, median 17 days on market.SUNRISE UNIT 2-ASUNRISE UNIT 2-A in WINTER SPRINGS, FL: 31 homes, built 1979-1988. Live Stellar MLS data and public records.Sunrise Unit 2-BSunrise Unit 2-B in Winter Springs, FL: 98 homes, built 1980-2000. Live Stellar MLS data and public records.Sunrise Unit 2CSunrise Unit 2C in Winter Springs, FL: 68 homes, built 1980-1999. Live Stellar MLS data and public records.Sunrise Unit 2C Pb 28 Pg 43Sunrise Unit 2C Pb 28 Pg 43 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Sunrise Unit 2DSunrise Unit 2D in Winter Springs, FL: Median sale $340K (2026), 242 homes, built 1978-1999, median 35 days on market.Sunrise Unit Two CSunrise Unit Two C in Winter Springs, FL: 68 homes, built 1980-1999. Live Stellar MLS data and public records.Sunrise VillageSunrise Village in Winter Springs, FL: 166 homes, built 1983-1986. Live Stellar MLS data and public records.Sunrise Village Unit 1Sunrise Village Unit 1 in Winter Springs, FL: 40 homes, built 1982-1984. Live Stellar MLS data and public records.Sunrise Village Unit 2Sunrise Village Unit 2 in Winter Springs, FL: 89 homes, built 1982-1983. Live Stellar MLS data and public records.Sunrise Village Unit 3Sunrise Village Unit 3 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Sunrise Village Unit 4Sunrise Village Unit 4 in Winter Springs, FL: 72 homes, built 1984-1985. Live Stellar MLS data and public records.Sunrise Village Unit 5Sunrise Village Unit 5 in Winter Springs, FL: 78 homes, built 1979-1987. Live Stellar MLS data and public records.Sunrise Village Unit 6Sunrise Village Unit 6 in Winter Springs, FL: Median sale $339K (2026), 366 homes, built 1979-1990, median 32 days on market.Susan WoodsSusan Woods in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.TALIS CROSSING Homes for Sale in Winter Springs, FLWhat it's really like to live in Talis Crossing, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the…TALMO SUB Homes for Sale in WINTER SPRINGS, FLTalmo Sub Winter Springs in WINTER SPRINGS, FL: 64 homes, built 1947-2017. Live Stellar MLS data and public records.The Highlands Sec Two Tr D RepThe Highlands Sec Two Tr D Rep in Winter Springs, FL: 26 homes, built 1979-1980. Live Stellar MLS data and public records.THE HIGHLANDS SECTIONS SEVEN & EIGHT Homes for Sale in WINTER SPRINGS, FLThe Highlands Sections Seven Eight Winter Springs in WINTER SPRINGS, FL: 37 homes, built 1981-1994. Live Stellar MLS data and public records.THE LANDINGS AT PARKSTONE Homes for Sale in WINTER SPRINGS, FLThe Landings At Parkstone Winter Springs in WINTER SPRINGS, FL: 105 homes, built 2006-2007. Live Stellar MLS data and public records.THE OAKS SUB Homes for Sale in WINTER SPRINGS, FLThe Oaks Sub Winter Springs in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.THE SEASONS Homes for Sale in WINTER SPRINGS, FLThe Seasons Winter Springs in WINTER SPRINGS, FL: 71 homes, built 1996-1998. Live Stellar MLS data and public records.TUSCA OAKS Homes for Sale in WINTER SPRINGS, FLTusca Oaks Winter Springs in WINTER SPRINGS, FL: 136 homes, built 1995-1998. Live Stellar MLS data and public records.Tuscany Place Ph 1Tuscany Place Ph 1 in Winter Springs, FL: Median sale $264K (2026), median 33 days on market. Live Stellar MLS data and public records.Tuscawilla Braewick At Ph 1Tuscawilla Braewick At Ph 1 in Winter Springs, FL: 128 homes, built 1988-2006. Live Stellar MLS data and public records.Tuscawilla Prcl 90Tuscawilla Prcl 90 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Tuscawilla RidgeTuscawilla Ridge in Winter Springs, FL: Median sale $415K (2026), median 23 days on market. Live Stellar MLS data and public records.Tuscawilla Unit 06Tuscawilla Unit 06 in Winter Springs, FL: 162 homes, built 1973-2002. Live Stellar MLS data and public records.Tuscawilla Unit 07Tuscawilla Unit 07 in Winter Springs, FL: Median sale $600K (2026), 275 homes, built 1977-2016, median 4 days on market.Tuscawilla Unit 09Tuscawilla Unit 09 in Winter Springs, FL: 70 homes, built 1981-1984. Live Stellar MLS data and public records.Tuscawilla Unit 09-BTuscawilla Unit 09-B in Winter Springs, FL: 277 homes, built 1977-2016. Live Stellar MLS data and public records.Tuscawilla Unit 11ATuscawilla Unit 11A in Winter Springs, FL: 37 homes, built 1983-1987. Live Stellar MLS data and public records.Tuscawilla Unit 12Tuscawilla Unit 12 in Winter Springs, FL: 160 homes, built 1973-2022. Live Stellar MLS data and public records.Tuscawilla Unit 13Tuscawilla Unit 13 in Winter Springs, FL: 235 homes, built 1977-2016. Live Stellar MLS data and public records.Tuscawilla Unit 14ATuscawilla Unit 14A in Winter Springs, FL: Median sale $700K (2026), 218 homes, built 1983-1995, median 4 days on market.Tuscawilla Unit 14BTuscawilla Unit 14B in Winter Springs, FL: Median sale $760K (2026), 198 homes, built 1986-1997, median 15 days on market.TUSCAWILLA,WINTER SPRINGSTUSCAWILLA,WINTER SPRINGS in WINTER SPRINGS, FL: 191 homes, built 1975-1995. Live Stellar MLS data and public records.Tuskabay Ph 1Tuskabay Ph 1 in Winter Springs, FL: 51 homes, built 1983-2019. Live Stellar MLS data and public records.Tuskabay Winter SpringsTuskabay Winter Springs in WINTER SPRINGS, FL: 55 homes, built 1983-2019. Live Stellar MLS data and public records.TUSKAWILLA CROSSINGS 34'S Homes for Sale in WINTER SPRINGS, FLTuskawilla Crossings 34 S Winter Springs in WINTER SPRINGS, FL: 119 homes, built 2019-2021. Live Stellar MLS data and public records.TUSKAWILLA CROSSINGS 50'S Homes for Sale in WINTER SPRINGS, FLTuskawilla Crossings 50 S Winter Springs in WINTER SPRINGS, FL: 218 homes, built 2019-2021. Live Stellar MLS data and public records.TUSKAWILLA CROSSINGS 60'STUSKAWILLA CROSSINGS 60'S in WINTER SPRINGS, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Tuskawilla Crossings Ph 1Tuskawilla Crossings Ph 1 in Winter Springs, FL: Median sale $729K (2026), 252 homes, built 2019-2021, median 7 days on market.Tuskawilla Crossings Ph 2Tuskawilla Crossings Ph 2 in Winter Springs, FL: Median sale $550K (2026), 263 homes, built 2019-2021, median 39 days on market.Tuskawilla Crossings Phase 1Tuskawilla Crossings Phase 1 in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Tuskawilla Crossings Phase 2Tuskawilla Crossings Phase 2 in Winter Springs, FL: Median sale $620K (2026), 365 homes, built 2019-2021, median 18 days on market.TUSKAWILLA OFFICE PARK Homes for Sale in WINTER SPRINGS, FLTuskawilla Office Park Winter Springs in WINTER SPRINGS, FL: 3 homes, built 2004-2006. Live Stellar MLS data and public records.Tuskawilla PointTuskawilla Point in Winter Springs, FL: Median sale $445K (2026), 123 homes, built 1964-2012, median 51 days on market.Tuskawilla Trail SubdTuskawilla Trail Subd in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.Tuskawilla/Wedgewood Golf VillasTuskawilla/Wedgewood Golf Villas in Winter Springs, FL: homes for sale, prices, and community data. Live Stellar MLS data and public records.WALDEN TERRACE Homes for Sale in WINTER SPRINGS, FLWalden Terrace Winter Springs in WINTER SPRINGS, FL: 60 homes, built 1973-1977. Live Stellar MLS data and public records.WEDGEWOOD TENNIS VILLAS in WINTER SPRINGS, FLWedgewood Tennis Villas Winter Springs in WINTER SPRINGS, FL: Median sale $345K (2026), 98 homes, built 1980-1986, median 22 days on market.Wedgewood Unit 1Wedgewood Unit 1 in Winter Springs, FL: 60 homes, built 1977-1978. Live Stellar MLS data and public records.Wedgewood Unit 2Wedgewood Unit 2 in Winter Springs, FL: Median sale $388K (2026), 158 homes, built 1973-1980, median 10 days on market.WICKLOW GREENS AT TUSCAWILLA Homes for Sale in WINTER SPRINGS, FLWicklow Greens At Tuscawilla Winter Springs in WINTER SPRINGS, FL: 48 homes, built 1999-2004. Live Stellar MLS data and public records.WILLIAMSON HEIGHTS Homes for Sale in WINTER SPRINGS, FLWilliamson Heights Winter Springs in WINTER SPRINGS, FL: 18 homes, built 1959-1979. Live Stellar MLS data and public records.WILLOW RUN Homes for Sale in Winter Springs, FLWhat it's really like to live in Willow Run, Winter Springs: current prices, HOA & CDD fees, school ratings, and an honest take on the trade-offs…Winding Hollow Unit 1Winding Hollow Unit 1 in Winter Springs, FL: 38 homes, built 1994-2000. Live Stellar MLS data and public records.Winding Hollow Unit 2Winding Hollow Unit 2 in Winter Springs, FL: Median sale $559K (2026), 191 homes, built 1995-2000, median 38 days on market.Winding Hollow Unit 3Winding Hollow Unit 3 in Winter Springs, FL: Median sale $595K (2026), 81 homes, built 1995-1999, median 17 days on market.Winding Hollow Unit 4Winding Hollow Unit 4 in Winter Springs, FL: 107 homes, built 1997-1999. Live Stellar MLS data and public records.Winding Hollow Unit 5Winding Hollow Unit 5 in Winter Springs, FL: 161 homes, built 1995-2000. Live Stellar MLS data and public records.Winding Hollow Winter SpringsWinding Hollow Winter Springs in WINTER SPRINGS, FL: Median sale $600K (2026), 296 homes, built 1995-2000, median 17 days on market. Live Stellar MLS…Winter SpgsWinter Spgs in Winter Springs, FL: Median sale $600K (2026), 274 homes, built 1964-2012, median 17 days on market.Winter Spgs Unit 3Winter Spgs Unit 3 in Winter Springs, FL: Median sale $950K (2026), 349 homes, built 1970-2023, median 5 days on market.Winter Spgs Unit 4Winter Spgs Unit 4 in Winter Springs, FL: Median sale $565K (2026), 1,008 homes, built 1964-2023, median 10 days on market.Winter Spgs Village Ph 1Winter Spgs Village Ph 1 in Winter Springs, FL: 214 homes, built 1964-2019. Live Stellar MLS data and public records.Winter Spgs Village Ph 2Winter Spgs Village Ph 2 in Winter Springs, FL: Median sale $479K (2026), 255 homes, built 1964-2019, median 56 days on market.Winter SpringsWinter Springs in Winter Springs, FL: 468 homes, built 1964-2023. Live Stellar MLS data and public records.Winter Springs Unit 2Winter Springs Unit 2 in Winter Springs, FL: 99 homes, built 1971-2022. Live Stellar MLS data and public records.Winter Springs Unit 4Winter Springs Unit 4 in Winter Springs, FL: 764 homes, built 1964-2023. Live Stellar MLS data and public records.