Top Communities in Winter Garden, FL
We have calculated the top communities in Winter Garden based on the median sale prices of homes. The Winter Garden community with the highest average home sale price was Isles of Lake Hancock with an average of $2,737,500. All the Winter Garden communities are listed below with links to view the homes for sale in the communities.
| Isles of Lake Hancock | |
| Oakland Hills | |
| Lakeshore | |
| Stanton Estates | |
| Sunset Lakes | |
| Country Lakes | |
| Canopy Oaks | |
| Lake Roberts Landing | |
| Sanctuary at Twin Waters | |
| Lake Avalon Groves |
All Subdivisions/Condo Buildings in Winter Garden
| Community | Median Price |
|---|---|
Alexander RidgeAlexander Ridge is a single-family home community in Winter Garden, Florida, built between 2014 and 2016 by Lennar. It currently has 1 single family home for sale with a list price of $599,900. The homes range in size from 1,957 ft2 to 3,773 ft2. The HOA fees range from $180 to $207 per month. The average annual property tax for Alexander Ridge is $5,306.79. It is located in Orange County. |
$550,000 |
AmberleighAmberleigh is a single-family home community in Winter Garden, Florida, built between 2001 and 2003. It currently has 1 single family home for sale with a list price of $544,900. The homes range in size from 1,892 ft2 to 3,239 ft2. The HOA fees range from $123 to $1,407 per month. The average annual property tax for Amberleigh is $3,425.47. It is located in Orange County. |
$570,000 |
Arrowhead LakesArrowhead Lakes is a single-family home community in Winter Garden, Florida, built between 1950 and 2002. It currently has 1 single family home for sale with a list price of $695,000 and 1 lot for sale with a list price of $975,000. The homes range in size from 1,008 ft2 to 3,392 ft2. The average annual property tax for Arrowhead Lakes is $3,362.96. It is located in Orange County. |
$490,000 |
Avalon CoveAvalon Cove is a single-family home community in Winter Garden, Florida, built between 2020 and 2022 by Jones Homes USA. It currently has 1 single family home for sale with a list price of $2,475,000. The homes range in size from 2,867 ft2 to 5,705 ft2. The HOA fees range from $161 to $310 per month. The average annual property tax for Avalon Cove is $6,139.99. It is located in Orange County. |
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Avalon EstatesAvalon Estates is a single-family home community in Winter Garden, Florida, built between 1999 and 2021. It currently has 2 single family homes for sale with an average list price of $1,331,000. The homes range in size from 1,700 ft2 to 4,718 ft2. The average annual property tax for Avalon Estates is $3,854.71. It is located in Lake County. |
$857,000 |
Avalon HillsAvalon Hills is a single-family home community in Winter Garden, Florida, built in 2019. It currently has 1 lot for sale with a list price of $1,997,000. The homes have an average size of 6,302 ft2. The HOA fees range from $550 to $550 per month. The average annual property tax for Avalon Hills is $14,292.45. It is located in Lake County. |
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Avalon Reserve VillageAvalon Reserve Village is a single-family home community in Winter Garden, Florida, built between 2013 and 2015. It currently has 1 single family home for sale with a list price of $725,000. The homes range in size from 2,276 ft2 to 4,733 ft2. The HOA fees range from $188 to $286 per month. The average annual property tax for Avalon Reserve Village is $5,466.10. It is located in Orange County. |
$740,000 |
Banana Bay EstatesBanana Bay Estates is a single-family home community in Winter Garden, Florida, built between 1991 and 2001. It currently has no homes for sale. The homes range in size from 2,417 ft2 to 3,459 ft2. The HOA fees range from $133 to $533 per month. The average annual property tax for Banana Bay Estates is $7,188.34. It is located in Orange County. |
$770,000 |
Bay IsleBay Isle is a single-family home community in Winter Garden, Florida, built between 2003 and 2006. It currently has 1 single family home for sale with a list price of $909,000. The homes range in size from 2,204 ft2 to 4,015 ft2. The HOA fees range from $225 to $475 per month. The average annual property tax for Bay Isle is $5,844.96. It is located in Orange County. |
$842,500 |
Bay Street ParkBay Street Park is a single-family home community in Winter Garden, Florida, built between 1961 and 1968. It currently has 2 single family homes for sale with an average list price of $217,000. The homes range in size from 814 ft2 to 1,874 ft2. The average annual property tax for Bay Street Park is $1,307.87. It is located in Orange County. |
$206,500 |
Belle MeadeBelle Meade is a single-family home community in Winter Garden, Florida, built between 2006 and 2011. It currently has 4 single family homes for sale with an average list price of $763,925. The homes range in size from 2,000 ft2 to 5,081 ft2. The HOA fees range from $500 to $2,000 per month. The average annual property tax for Belle Meade is $5,450.41. It is located in Orange County. |
$667,500 |
Black Lake ParkBlack Lake Park is a single-family home community in Winter Garden, Florida, built between 2005 and 2008. It currently has 2 single family homes for sale with an average list price of $804,500. The homes range in size from 1,695 ft2 to 4,016 ft2. The HOA fees range from $91 to $600 per month. The average annual property tax for Black Lake Park is $3,804.26. It is located in Orange County. |
$545,000 |
Black Lake PreserveBlack Lake Preserve is a single-family home community in Winter Garden, Florida, built between 2015 and 2018. It currently has 3 single family homes for sale with an average list price of $702,666.67. The homes range in size from 2,511 ft2 to 5,296 ft2. The HOA fees range from $133 to $421 per month. The average annual property tax for Black Lake Preserve is $6,945.60. It is located in Orange County. |
$660,000 |
Bradford CreekBradford Creek is a single-family home community in Winter Garden, Florida, built between 2014 and 2025 by Labb Homes. It currently has 2 single family homes for sale with an average list price of $1,456,500. The homes range in size from 2,418 ft2 to 4,511 ft2. The HOA fees range from $154 to $540 per month. The average annual property tax for Bradford Creek is $6,844.29. It is located in Orange County. |
$902,500 |
Brandy CreekBrandy Creek is a single-family home community in Winter Garden, Florida, built between 1997 and 2001. It currently has 1 single family home for sale with a list price of $537,000. The homes range in size from 1,431 ft2 to 2,352 ft2. The HOA fees range from $73 to $251 per month. The average annual property tax for Brandy Creek is $3,303.19. It is located in Orange County. |
$502,500 |
Bronsons LandingBronsons Landing is a single-family home community in Winter Garden, Florida, built between 2007 and 2009. It currently has 3 single family homes for sale with an average list price of $906,299.67. The homes range in size from 2,703 ft2 to 4,365 ft2. The HOA fees range from $150 to $450 per month. The average annual property tax for Bronsons Landing is $6,811.16. It is located in Orange County. |
$739,750 |
BurchshireBurchshire is a single-family home community in Winter Garden, Florida, built between 1947 and 2024. It currently has 3 single family homes for sale with an average list price of $503,000. The homes range in size from 705 ft2 to 2,448 ft2. The average annual property tax for Burchshire is $1,668.50. It is located in Orange County. |
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Cambridge CrossingCambridge Crossing is a single-family home community in Winter Garden, Florida, built between 2000 and 2002. It currently has 1 single family home for sale with a list price of $799,000. The homes range in size from 2,520 ft2 to 3,754 ft2. The HOA fees range from $513 to $1,225 per month. The average annual property tax for Cambridge Crossing is $5,445.73. It is located in Orange County. |
$772,500 |
Canopy OaksCanopy Oaks is a single-family home community in Winter Garden, Florida, built between 2016 and 2020. It currently has 4 single family homes for sale with an average list price of $1,375,250. The homes range in size from 3,624 ft2 to 4,682 ft2. The HOA fees range from $440 to $893 per month. The average annual property tax for Canopy Oaks is $11,341.34. It is located in Orange County. |
$1,200,000 |
Carriage PointeCarriage Pointe is a single-family home community in Winter Garden, Florida, built between 2006 and 2012. It currently has 1 single family home for sale with a list price of $590,000. The homes range in size from 1,610 ft2 to 3,435 ft2. The HOA fees range from $89 to $285 per month. The average annual property tax for Carriage Pointe is $4,686.31. It is located in Orange County. |
$629,950 |
Chapin StationChapin Station is a single-family home community in Winter Garden, Florida, built between 2004 and 2005. It currently has no homes for sale. The homes range in size from 1,920 ft2 to 3,064 ft2. The HOA fees range from $500 to $556 per month. The average annual property tax for Chapin Station is $3,435.99. It is located in Orange County. |
$579,000 |
Citrus CoveCitrus Cove is a single-family home community in Winter Garden, Florida, built between 1984 and 1992. It currently has no homes for sale. The homes range in size from 1,347 ft2 to 2,025 ft2. The HOA fees range from $47 to $47 per month. The average annual property tax for Citrus Cove is $2,817.32. It is located in Lake County. |
$430,000 |
Cobblestone of Winter GardenCobblestone of Winter Garden is a single-family home community in Winter Garden, Florida, built between 2006 and 2007. It currently has 1 single family home for sale with a list price of $620,000. The homes range in size from 1,924 ft2 to 3,589 ft2. The HOA fees range from $100 to $375 per month. The average annual property tax for Cobblestone of Winter Garden is $3,753.16. It is located in Orange County. |
$540,000 |
Corsino PlaceCorsino Place is a single-family home community in Winter Garden, Florida, built in 1994. It currently has no homes for sale. The homes have an average size of 1,631 ft2. The average annual property tax for Corsino Place is $3,153. It is located in Orange County. |
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Country LakesCountry Lakes is a single-family home community in Winter Garden, Florida, built between 1984 and 1995. It currently has 1 single family home for sale with a list price of $803,000. The homes range in size from 2,018 ft2 to 3,578 ft2. The HOA fees range from $375 to $625 per month. The average annual property tax for Country Lakes is $6,864.37. It is located in Orange County. |
$1,260,000 |
Country Trail EstatesCountry Trail Estates is a subdivision in Winter Garden, Florida. It currently has no homes for sale. It is located in Orange County. |
$40,000 |
Courtlea OaksCourtlea Oaks is a single-family home community in Winter Garden, Florida, built between 1996 and 2003. It currently has 3 single family homes for sale with an average list price of $899,666.67. The homes range in size from 2,385 ft2 to 4,392 ft2. The HOA fees range from $400 to $600 per month. The average annual property tax for Courtlea Oaks is $4,714.70. It is located in Orange County. |
$930,500 |
Courtlea ParkCourtlea Park is a single-family home community in Winter Garden, Florida, built between 2006 and 2007. It currently has 3 single family homes for sale with an average list price of $739,666.67. The homes range in size from 2,310 ft2 to 3,319 ft2. The HOA fees range from $102 to $305 per month. The average annual property tax for Courtlea Park is $3,895.06. It is located in Orange County. |
$762,000 |
Covington ChaseCovington Chase is a single-family home community in Winter Garden, Florida, built between 2007 and 2016 by Ryan Homes. It currently has 4 single family homes for sale with an average list price of $611,249.75. The homes range in size from 1,532 ft2 to 3,269 ft2. The HOA fees range from $59 to $864 per month. The average annual property tax for Covington Chase is $3,581.19. It is located in Orange County. |
$499,900 |
Cow TrailCow Trail is a single-family home community in Winter Garden, Florida, built in 1997. It currently has no homes for sale. The homes have an average size of 3,637 ft2. The average annual property tax for Cow Trail is $6,751. It is located in Orange County. |
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Crown Point SpringsCrown Point Springs is a single-family home community in Winter Garden, Florida, built between 1989 and 2002. It currently has 1 single family home for sale with a list price of $459,900. The homes range in size from 1,336 ft2 to 2,799 ft2. The HOA fees range from $20 to $350 per month. The average annual property tax for Crown Point Springs is $2,854.08. It is located in Orange County. |
$467,500 |
Cypress ReserveCypress Reserve is a single-family home community in Winter Garden, Florida, built between 2015 and 2019 by Taylor Morrison. It currently has 3 single family homes for sale with an average list price of $976,666.67. The homes range in size from 2,270 ft2 to 4,857 ft2. The HOA fees range from $75 to $225 per month. The average annual property tax for Cypress Reserve is $5,785.61. It is located in Orange County. |
$749,900 |
Daniel's LandingDaniel's Landing is a townhouse community in Winter Garden, Florida, built between 2004 and 2005. It currently has 2 townhouses for sale with an average list price of $306,950. The homes range in size from 1,132 ft2 to 1,494 ft2. The HOA fees range from $225 to $300 per month. The average annual property tax for Daniel's Landing is $2,537.62. It is located in Orange County. |
$318,950 |
Daniels CrossingDaniels Crossing is a single-family home community in Winter Garden, Florida, built between 1996 and 2001. It currently has 5 single family homes for sale with an average list price of $371,999.60. The homes range in size from 985 ft2 to 1,772 ft2. The HOA fees range from $32 to $500 per month. The average annual property tax for Daniels Crossing is $2,068.96. It is located in Orange County. |
$375,000 |
Deer IslandDeer Island is a single-family home community in Winter Garden, Florida, built between 1987 and 2025. It currently has 5 single family homes for sale with an average list price of $1,142,497.20. The homes range in size from 2,027 ft2 to 5,484 ft2. The HOA fees range from $190 to $2,113 per month. The average annual property tax for Deer Island is $7,482.84. It is located in Orange County. |
$880,000 |
Deerfield PlaceDeerfield Place is a single-family home community in Winter Garden, Florida, built in 2005. It currently has 1 single family home for sale with a list price of $645,000. The homes range in size from 1,972 ft2 to 4,356 ft2. The HOA fees range from $140 to $600 per month. The average annual property tax for Deerfield Place is $4,241.65. It is located in Orange County. |
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Del Webb OasisDel Webb Oasis is an active adult 55+ single-family home community in Winter Garden, Florida, built between 2022 and 2025 by Pulte Homes. It currently has 11 single family homes for sale with an average list price of $546,900. The homes range in size from 1,574 ft2 to 3,653 ft2. The HOA fees range from $456 to $615 per month. The average annual property tax for Del Webb Oasis is $1,729.57. It is located in Orange County. |
$660,000 |
Dillard PointeDillard Pointe is a subdivision made of up 12 homesites. The community of Dillard Pointe provides luxury homes, centrally located in the Golf Cart District, minutes from Lake Apopka. Dillard Pointe is located just North of State Rd 50 and West of Highway 429. Dillard Pointe is a single-family home community in Winter Garden, Florida, built between 2019 and 2023 by Stanley Martin Homes. It currently has no homes for sale. The homes range in size from 2,577 ft2 to 3,464 ft2. The HOA fees range from $105 to $800 per month. The average annual property tax for Dillard Pointe is $2,921.68. It is located in Orange County. |
$902,500 |
East Garden ManorEast Garden Manor is a single-family home community in Winter Garden, Florida, built between 1954 and 2021. It currently has 2 single family homes for sale with an average list price of $839,499.50. The homes range in size from 774 ft2 to 2,876 ft2. The average annual property tax for East Garden Manor is $1,509.01. It is located in Orange County. |
$289,000 |
Edgewater BeachEdgewater Beach is a single-family home community in Winter Garden, Florida, built between 1938 and 2006. It currently has no homes for sale. The homes range in size from 1,423 ft2 to 2,887 ft2. The HOA fees range from $275 to $300 per month. The average annual property tax for Edgewater Beach is $3,225.18. It is located in Lake County. |
$380,000 |
Ellman ParkEllman Park is a single-family home community in Winter Garden, Florida, built between 1926 and 2023. It currently has no homes for sale. The homes range in size from 1,186 ft2 to 2,351 ft2. The average annual property tax for Ellman Park is $1,800.74. It is located in Orange County. |
$445,000 |
Emerald RidgeEmerald Ridge is a single-family home community in Winter Garden, Florida, built between 2003 and 2005. It currently has 2 single family homes for sale with an average list price of $570,000. The homes range in size from 1,700 ft2 to 3,906 ft2. The HOA fees range from $90 to $290 per month. The average annual property tax for Emerald Ridge is $3,911.95. It is located in Orange County. |
$522,000 |
Enclave at HamlinEnclave at Hamlin is a single-family home community in Winter Garden, Florida, built between 2020 and 2021. It currently has no homes for sale. The homes range in size from 2,342 ft2 to 4,265 ft2. The HOA fees range from $175 to $2,640 per month. The average annual property tax for Enclave at Hamlin is $3,516.01. It is located in Orange County. |
$823,000 |
Encore at OvationEncore at Ovation is a single-family home and townhouse community in Winter Garden, Florida, built between 2020 and 2024 by M/I Homes. It currently has 8 single family homes for sale with an average list price of $662,973.63 and 1 townhouse for sale with a list price of $435,070. The homes range in size from 1,567 ft2 to 3,826 ft2. The HOA fees range from $169 to $2,064 per month. The average annual property tax for Encore at Ovation is $3,286.99. It is located in Orange County. |
$502,495 |
Estates at Lakeview PreserveEstates at Lakeview Preserve is a single-family home community in Winter Garden, Florida, built between 2022 and 2024 by Pulte Homes. It currently has 5 single family homes for sale with an average list price of $883,945. The homes range in size from 2,298 ft2 to 4,674 ft2. The HOA fees range from $108 to $286 per month. The average annual property tax for Estates at Lakeview Preserve is $1,717.69. It is located in Lake County. |
$810,000 |
Fox MeadowFox Meadow is a single-family home community in Winter Garden, Florida, built between 2005 and 2006. It currently has no homes for sale. The homes range in size from 3,303 ft2 to 3,428 ft2. The HOA fees range from $1,000 to $1,000 per month. The average annual property tax for Fox Meadow is $6,246.50. It is located in Lake County. |
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FoxcrestFoxcrest is a single-family home community in Winter Garden, Florida, built between 2006 and 2007. It currently has no homes for sale. The homes range in size from 2,369 ft2 to 3,870 ft2. The HOA fees range from $350 to $1,400 per month. The average annual property tax for Foxcrest is $5,862.96. It is located in Orange County. |
$725,000 |
Fuller's LandingFuller's Landing is a charming, well-established neighborhood located near the picturesque Lake Apopka and the vibrant Historic Downtown Winter Garden. Managed by a mandatory Homeowners Association (HOA), Fuller's Landing offers residents amenities such as well-maintained landscaping and common area maintenance, fostering a tidy and welcoming environment. Its prime location provides easy access to the West Orange Trail for outdoor activities, as well as nearby parks like Chapin Station and Newton Park, which offer playgrounds, tennis courts, and a boat launch. With proximity to shopping at Winter Garden Village, dining, and major routes like FL-429, Fuller's Landing blends suburban tranquility with convenient urban access. Fuller's Landing is a single-family home community in Winter Garden, Florida, built between 2005 and 2006. It currently has 1 single family home for sale with a list price of $650,000. The homes range in size from 2,058 ft2 to 3,922 ft2. The HOA fees range from $135 to $667 per month. The average annual property tax for Fuller's Landing is $4,177.95. It is located in Orange County. |
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Fullers CrossingFullers Crossing is a single-family home community in Winter Garden, Florida, built between 2000 and 2019. It currently has 2 single family homes for sale with an average list price of $502,495. The homes range in size from 1,530 ft2 to 3,504 ft2. The HOA fees range from $99 to $500 per month. The average annual property tax for Fullers Crossing is $3,603.76. It is located in Orange County. |
$550,000 |
Garden HeightsGarden Heights is a single-family home community in Winter Garden, Florida, built between 1974 and 1984. It currently has 2 single family homes for sale with an average list price of $563,499.50. The homes range in size from 1,385 ft2 to 1,972 ft2. The average annual property tax for Garden Heights is $3,034.28. It is located in Orange County. |
$417,450 |
Garden WestGarden West is a single-family home community in Winter Garden, Florida, built between 2020 and 2023. It currently has no homes for sale. The homes range in size from 2,615 ft2 to 3,019 ft2. The HOA fees range from $232 to $232 per month. The average annual property tax for Garden West is $2,250.25. It is located in Orange County. |
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Glenview EstatesGlenview Estates is a single-family home community in Winter Garden, Florida, built between 1983 and 2003. It currently has 1 single family home for sale with a list price of $485,000. The homes range in size from 1,318 ft2 to 2,278 ft2. The average annual property tax for Glenview Estates is $3,052.15. It is located in Orange County. |
$427,500 |
Grove Park at Stone CrestGrove Park at Stone Crest is a single-family home community in Winter Garden, Florida, built between 2006 and 2024 by M/I Homes. It currently has 1 single family home for sale with a list price of $535,000. The homes range in size from 1,833 ft2 to 3,462 ft2. The HOA fees range from $95 to $225 per month. The average annual property tax for Grove Park at Stone Crest is $4,520.85. It is located in Orange County. |
$466,860 |
GrovehurstGrovehurst is a single-family home community in Winter Garden, Florida, built between 2005 and 2006. It currently has 1 single family home for sale with a list price of $579,900. The homes range in size from 1,705 ft2 to 3,430 ft2. The HOA fees range from $87 to $1,100 per month. The average annual property tax for Grovehurst is $4,333.04. It is located in Orange County. |
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Hamilton GardensHamilton Gardens is a single-family home and townhouse community in the Hamlin neighborhood of Winter Garden, Florida, built between 2019 and 2021 by Ryan Homes. It currently has 4 single family homes for sale with an average list price of $556,225. The homes range in size from 1,560 ft2 to 3,688 ft2. The HOA fees range from $64 to $376 per month. The average annual property tax for Hamilton Gardens is $4,237.20. It is located in Orange County. |
$499,000 |
Hamlin PointeHamlin Pointe is a single-family home community in Winter Garden, Florida, built between 2024 and 2025 by Dream Finders Homes. It currently has no homes for sale. The homes range in size from 1,836 ft2 to 2,083 ft2. The HOA fees range from $150 to $200 per month. The average annual property tax for Hamlin Pointe is $1,211. It is located in Orange County. |
$540,000 |
Hamlin ReserveHamlin Reserve is a single-family home and townhouse community in the Hamlin neighborhood of Winter Garden, Florida, built between 2015 and 2024 by Ashton Woods Homes and Pulte Homes. It currently has 9 single family homes for sale with an average list price of $741,400 and 7 townhouses for sale with an average list price of $430,570. The homes range in size from 1,568 ft2 to 4,000 ft2. The HOA fees range from $97 to $1,272 per month. The average annual property tax for Hamlin Reserve is $5,188.54. It is located in Orange County. |
$495,000 |
Hamlin RidgeHamlin Ridge is a townhouse community in Winter Garden, Florida, built between 2024 and 2025 by Dream Finders Homes. It currently has 6 townhouses for sale with an average list price of $462,178.33. The homes range in size from 1,644 ft2 to 1,736 ft2. The HOA fees range from $200 to $225 per month. The average annual property tax for Hamlin Ridge is $418.94. It is located in Orange County. |
$436,990 |
Harvest at OvationHarvest at Ovation is a single-family home and townhouse community in Winter Garden, Florida, built between 2023 and 2025 by RockWell Homes and Taylor Morrison. It currently has 15 single family homes for sale with an average list price of $748,830.60 and 5 townhouses for sale with an average list price of $485,306. The homes range in size from 1,785 ft2 to 3,432 ft2. The HOA fees range from $95 to $343 per month. The average annual property tax for Harvest at Ovation is $1,570.48. It is located in Orange County. |
$612,440 |
HawksmoorHawksmoor is a vibrant, master-planned community by Mattamy Homes, offering a luxurious lifestyle with an array of top-notch amenities. Residents enjoy a resort-style swimming pool, a children’s splash pad, and a modern clubhouse featuring an outdoor summer kitchen, perfect for entertaining. The community also boasts a fitness center, a yoga lawn, a shaded playground, a tot lot, and a network of scenic walking trails, ideal for active families and outdoor enthusiasts. With preserved wetlands and ample green spaces, Hawksmoor blends natural beauty with modern conveniences, creating an inviting and sophisticated environment for all ages. Hawksmoor is a townhouse and single-family home community in Winter Garden, Florida, built between 2018 and 2022. It currently has 5 single family homes for sale with an average list price of $770,178 and 4 townhouses for sale with an average list price of $445,724.75. The homes range in size from 1,505 ft2 to 4,722 ft2. The HOA fees range from $75 to $1,380 per month. The average annual property tax for Hawksmoor is $4,454.26. It is located in Orange County. |
$677,500 |
Heritage at Plant StreetHeritage at Plant Street is a single-family home and townhouse community in Winter Garden, Florida, built between 2018 and 2020 by M/I Homes. It currently has no homes for sale. The homes range in size from 1,567 ft2 to 3,577 ft2. The HOA fees range from $230 to $316 per month. The average annual property tax for Heritage at Plant Street is $4,411.44. It is located in Orange County. |
$625,000 |
Hickory HammockHickory Hammock, a gated community, offers an impressive array of resort-style amenities designed to enhance the lifestyle of its nearly 500 residents. Nestled along the scenic shores of Johns Lake, the neighborhood features a zero-entry community pool, perfect for gatherings and relaxation, alongside a well-equipped clubhouse and fitness center for active lifestyles. Outdoor enthusiasts can enjoy tennis courts, sand volleyball courts, a dog park, and multiple playgrounds, while nature lovers can explore walking trails winding through mossy oak trees and a community pier extending onto Johns Lake for fishing or scenic views. These amenities, combined with a vibrant community atmosphere and proximity to Winter Garden’s charming downtown, make Hickory Hammock a haven for both relaxation and recreation. Hickory Hammock is a single-family home and townhouse community in Winter Garden, Florida, built between 2014 and 2019 by M/I Homes. It currently has 2 single family homes for sale with an average list price of $2,124,611 and 1 townhouse for sale with a list price of $398,800. The homes range in size from 1,604 ft2 to 5,275 ft2. The HOA fees range from $132 to $352 per month. The average annual property tax for Hickory Hammock is $6,805.04. |
$798,750 |
Highland RidgeHighland Ridge is a single-family home community in Winter Garden, Florida, built between 2013 and 2025 by Meritage Homes. It currently has 16 single family homes for sale with an average list price of $539,240.63. The homes range in size from 1,678 ft2 to 2,490 ft2. The HOA fees range from $100 to $125 per month. The average annual property tax for Highland Ridge is $4,988.51. It is located in Orange County. |
$524,000 |
Highlands at Summerlake GrovesHighlands at Summerlake Groves is a single-family home and townhouse community in Winter Garden, Florida, built between 2015 and 2021 by K. Hovnanian Homes. It currently has 4 single family homes for sale with an average list price of $658,499.50 and 2 townhouses for sale with an average list price of $467,450. The homes range in size from 1,654 ft2 to 4,008 ft2. The HOA fees range from $25 to $405 per month. The average annual property tax for Highlands at Summerlake Groves is $4,960.46. It is located in Orange County. |
$590,000 |
HillcrestHillcrest is a single-family home community in Winter Garden, Florida, built between 1990 and 2025. It currently has 1 single family home for sale with a list price of $894,544. The homes range in size from 2,193 ft2 to 3,589 ft2. The average annual property tax for Hillcrest is $2,744.21. It is located in Orange County. |
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Horizon IsleHorizon Isle is a single-family home community in Winter Garden, Florida, built between 2024 and 2025. It currently has 6 single family homes for sale with an average list price of $773,960. The homes range in size from 2,207 ft2 to 5,760 ft2. The HOA fees range from $80 to $90 per month. The average annual property tax for Horizon Isle is $2,100.83. It is located in Orange County. |
$722,022 |
Horizon OaksHorizon Oaks is a single-family home community in Winter Garden, Florida, built in 1991. It currently has no homes for sale. The homes range in size from 1,036 ft2 to 1,400 ft2. The average annual property tax for Horizon Oaks is $1,497.71. It is located in Orange County. |
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Hull Island at OaklandHull Island at Oakland is a single-family home community in Winter Garden (Oakland), Florida, built between 2002 and 2023 by M/I Homes. It currently has 5 single family homes for sale with an average list price of $738,580. The homes range in size from 1,857 ft2 to 4,277 ft2. The HOA fees range from $122 to $188 per month. The average annual property tax for Hull Island at Oakland is $4,844.79. It is located in Orange County. |
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Isles of Lake HancockIsles of Lake Hancock is a single-family home community in Winter Garden, Florida, built between 2000 and 2019. It currently has 1 single family home for sale with a list price of $2,400,000. The homes range in size from 3,326 ft2 to 9,275 ft2. The HOA fees range from $2,500 to $3,400 per month. The average annual property tax for Isles of Lake Hancock is $15,864.69. It is located in Orange County. |
$2,737,500 |
Johns Lake PointeJohns Lake Pointe is a single-family home community in Winter Garden, Florida, built between 2007 and 2023 by Meritage Homes. It currently has 10 single family homes for sale with an average list price of $681,680 and 1 lot for sale with a list price of $154,900. The homes range in size from 1,567 ft2 to 5,501 ft2. The HOA fees range from $120 to $395 per month. The average annual property tax for Johns Lake Pointe is $5,192.21. It is located in Orange County. |
$740,000 |
Johns LandingJohns Landing is a picturesque, gated community in Oakland, Florida, nestled along the serene shores of Johns Lake. This upscale neighborhood of approximately 272 single-family homes offers a blend of luxury and tranquility with easy access to the Florida Turnpike, West Orange Trail, and nearby attractions. Residents enjoy a variety of amenities, including a multi-purpose court for tennis, pickleball, and basketball, a colorful children’s playground, and a scenic boat dock and ramp providing direct access to Johns Lake for water activities. Sidewalks winding through the community’s lush foliage and ponds create an inviting setting for strolls or bike rides, enhancing the peaceful, family-friendly atmosphere. Johns Landing is a single-family home community in Oakland (Winter Garden), Florida, built between 2000 and 2020. It currently has 14 single family homes for sale with an average list price of $784,535.43. The homes range in size from 1,621 ft2 to 5,222 ft2. The HOA fees range from $70 to $1,000 per month. The average annual property tax for Johns Landing is $5,513.31. It is located in Orange County. |
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King's BayKing's Bay is a single-family home community in Winter Garden, Florida, built between 1985 and 1987. It currently has 3 single family homes for sale with an average list price of $603,000. The homes range in size from 1,044 ft2 to 1,701 ft2. The HOA fees range from $75 to $105 per month. The average annual property tax for King's Bay is $2,747.14. It is located in Orange County. |
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Lake Apopka SoundLake Apopka Sound is a single-family home community in Winter Garden, Florida, built between 2022 and 2024 by D.R. Horton. It currently has 5 single family homes for sale with an average list price of $730,776. The homes range in size from 2,097 ft2 to 4,328 ft2. The HOA fees range from $70 to $210 per month. The average annual property tax for Lake Apopka Sound is $2,830.91. It is located in Lake County. |
$643,040 |
Lake Avalon GrovesLake Avalon Groves is a single-family home community in Winter Garden, Florida, built between 1929 and 2025. It currently has 8 single family homes for sale with an average list price of $1,837,375 and 5 lots for sale with an average list price of $2,149,198. The homes range in size from 852 ft2 to 10,907 ft2. The HOA fees range from $30 to $1,626 per month. The average annual property tax for Lake Avalon Groves is $4,652.03. It is located in Orange County. |
$958,559 |
Lake Cove PointeLake Cove Pointe is a single-family home community in Winter Garden, Florida, built between 2001 and 2016. It currently has 2 single family homes for sale with an average list price of $1,175,000. The homes range in size from 896 ft2 to 3,922 ft2. The HOA fees range from $42 to $1,200 per month. The average annual property tax for Lake Cove Pointe is $3,936.53. It is located in Orange County. |
$740,000 |
Lake Hancock PreserveLake Hancock Preserve is a single-family home community in Winter Garden, Florida, built between 2015 and 2017. It currently has 2 single family homes for sale with an average list price of $729,450. The homes range in size from 1,794 ft2 to 3,075 ft2. The HOA fees range from $155 to $208 per month. The average annual property tax for Lake Hancock Preserve is $4,943.68. It is located in Orange County. |
$570,000 |
Lake Roberts LandingLake Roberts Landing is a prestigious gated community known for its luxurious single-family homes nestled along the scenic 116-acre Lake Roberts. This exclusive enclave, located off Stoneybrook West Parkway, offers a serene and private setting with 56 expansive homes, many featuring lakefront or pond views, and some backing onto a lush 5-acre conservation area. Community amenities include a picturesque fishing pier and a community dock, perfect for enjoying tranquil lake activities, fishing, or watching Disney’s nightly fireworks display. The neighborhood’s prime location provides easy access to Winter Garden Village for shopping and dining, as well as proximity to major highways like SR 429 and the Florida Turnpike, connecting residents to Orlando’s attractions and amenities. The community’s elegant ambiance, marked by palm-lined streets and meticulously landscaped lots, makes it a sought-after destination for luxury living. Lake Roberts Landing is a single-family home community in Winter Garden, Florida, built between 2008 and 2010. It currently has 2 single family homes for sale with an average list price of $1,090,000. The homes range in size from 2,515 ft2 to 5,169 ft2. The HOA fees range from $200 to $200 per month. The average annual property tax for Lake Roberts Landing is $8,279.32. It is located in Orange County. |
$1,020,000 |
Lake Star at OvationLake Star at Ovation is a single-family home community in Winter Garden, Florida, built between 2024 and 2025 by M/I Homes. It currently has 10 single family homes for sale with an average list price of $709,452. The homes range in size from 1,857 ft2 to 4,728 ft2. The HOA fees range from $172 to $2,184 per month. The average annual property tax for Lake Star at Ovation is $4,824.93. It is located in Orange County. |
$800,490 |
LakeshoreLakeshore is a single-family home and townhouse community in Winter Garden, Florida, built between 2016 and 2021. It currently has no homes for sale. The homes range in size from 3,272 ft2 to 5,163 ft2. The HOA fees range from $294 to $1,084 per month. The average annual property tax for Lakeshore is $10,958.66. It is located in Orange County. |
$1,775,000 |
Lakeside at HamlinLakeside at Hamlin is a single-family home community in Winter Garden, Florida, built between 2022 and 2024 by Craft Homes and Dream Finders Homes. It currently has 1 single family home for sale with a list price of $825,000. The homes range in size from 1,767 ft2 to 4,388 ft2. The HOA fees range from $160 to $271 per month. The average annual property tax for Lakeside at Hamlin is $1,909.85. It is located in Orange County. |
$719,000 |
Lakeview PreserveLakeview Preserve is a single-family home community in Winter Garden, Florida, built between 2019 and 2023 by Pulte Homes and Taylor Morrison. It currently has 10 single family homes for sale with an average list price of $772,200. The homes range in size from 1,662 ft2 to 5,340 ft2. The HOA fees range from $100 to $135 per month. The average annual property tax for Lakeview Preserve is $3,420.87. It is located in Lake County. |
$677,000 |
Lakeview ReserveLakeview Reserve is a single-family home community in Winter Garden, Florida, built between 2001 and 2005. It currently has 1 single family home for sale with a list price of $450,000. The homes range in size from 1,618 ft2 to 3,728 ft2. The HOA fees range from $150 to $700 per month. The average annual property tax for Lakeview Reserve is $3,438.61. It is located in Orange County. |
$540,000 |
Longleaf at OaklandLongleaf at Oakland is a townhouse and single-family home community in Oakland, Florida, built between 2019 and 2021 by Pulte Homes. It currently has 3 single family homes for sale with an average list price of $546,637.67 and 2 townhouses for sale with an average list price of $403,950. The homes range in size from 1,472 ft2 to 3,059 ft2. The HOA fees range from $164 to $402 per month. The average annual property tax for Longleaf at Oakland is $4,163.74. It is located in Orange County. |
$388,000 |
Mcallister LandingMcallister Landing is a single-family home community in Winter Garden, Florida, built between 2019 and 2021 by Craft Homes and Meritage Homes. It currently has 1 single family home for sale with a list price of $709,900. The homes range in size from 2,687 ft2 to 5,790 ft2. The HOA fees range from $99 to $145 per month. The average annual property tax for Mcallister Landing is $4,854.74. It is located in Orange County. |
$797,550 |
McKinnon SquareMcKinnon Square is a single-family home community in Winter Garden, Florida, built between 2021 and 2022. It currently has 2 single family homes for sale with an average list price of $757,000. The homes range in size from 1,584 ft2 to 2,822 ft2. The HOA fees range from $320 to $1,179 per month. The average annual property tax for McKinnon Square is $1,533.84. It is located in Orange County. |
$707,500 |
MezzanoMezzano is a townhouse community in Winter Garden, Florida, built between 2023 and 2024 by Park Square Homes. It currently has 1 townhouse for sale with a list price of $467,000. The homes range in size from 1,723 ft2 to 2,032 ft2. The HOA fees range from $140 to $159 per month. The average annual property tax for Mezzano is $1,530.37. It is located in Orange County. |
$455,000 |
Mezzano TownhomesMezzano Townhomes is a townhouse community in Winter Garden, Florida, built in 2024 by Park Square Homes. It currently has no homes for sale. The homes range in size from 1,840 ft2 to 2,024 ft2. The HOA fees range from $140 to $158 per month. The average annual property tax for Mezzano Townhomes is $650. It is located in Orange County. |
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Mountain Park Orange GrovesMountain Park Orange Groves is a single-family home and townhouse community in the Hamlin neighborhood of Winter Garden, Florida, built between 1944 and 2025. It currently has 2 single family homes for sale with an average list price of $597,000. The homes range in size from 1,008 ft2 to 3,361 ft2. The HOA fees range from $150 to $400 per month. The average annual property tax for Mountain Park Orange Groves is $1,856.19. It is located in Orange County. |
$540,000 |
Northlake at OvationNorthlake at Ovation is a single-family home and townhouse community in Winter Garden, Florida, built between 2023 and 2024 by Ashton Woods Homes. It currently has 2 single family homes for sale with an average list price of $720,000. The homes range in size from 1,544 ft2 to 5,612 ft2. The HOA fees range from $83 to $996 per month. The average annual property tax for Northlake at Ovation is $6,936.40. It is located in Orange County. |
$715,000 |
Oak Park at Winter GardenOak Park at Winter Garden is a single-family home community in Winter Garden, Florida, built between 1997 and 1998. It currently has 1 single family home for sale with a list price of $475,000. The homes range in size from 1,222 ft2 to 1,660 ft2. The HOA fees range from $125 to $400 per month. The average annual property tax for Oak Park at Winter Garden is $3,352.58. It is located in Orange County. |
$467,500 |
Oakland HillsOakland Hills is a single-family home community in Winter Garden, Florida, built between 2020 and 2025. It currently has 1 single family home for sale with a list price of $2,095,000 and 1 lot for sale with a list price of $535,000. The homes range in size from 3,405 ft2 to 5,175 ft2. The HOA fees range from $750 to $960 per month. The average annual property tax for Oakland Hills is $4,359.62. It is located in Orange County. |
$2,421,000 |
Oakland ParkOakland Park is a single-family home community in Winter Garden, Florida, built between 2008 and 2025 by David Weekley Homes, Dream Finders Homes, and RockWell Homes. It currently has 10 single family homes for sale with an average list price of $1,232,783. The homes range in size from 1,584 ft2 to 5,754 ft2. The HOA fees range from $125 to $2,188 per month. The average annual property tax for Oakland Park is $5,473.08. It is located in Orange County. |
$932,000 |
Oakland TrailsOakland Trails is a single-family home community in Oakland, Florida, built between 2017 and 2020 by Meritage Homes. It currently has 9 single family homes for sale with an average list price of $543,277.78. The homes range in size from 1,640 ft2 to 3,449 ft2. The HOA fees range from $103 to $383 per month. The average annual property tax for Oakland Trails is $4,731.85. It is located in Orange County. |
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Oaks at Brandy LakeOaks at Brandy Lake is a single-family home and townhouse community in Winter Garden, Florida, built between 2007 and 2012. It currently has 3 single family homes for sale with an average list price of $558,300. The homes range in size from 1,472 ft2 to 3,510 ft2. The HOA fees range from $78 to $447 per month. The average annual property tax for Oaks at Brandy Lake is $3,598.39. It is located in Orange County. |
$495,000 |
Orange CoveOrange Cove is a single-family home community in Winter Garden, Florida, built between 1995 and 2023. It currently has 1 single family home for sale with a list price of $440,000. The homes range in size from 1,249 ft2 to 2,846 ft2. The HOA fees range from $215 to $465 per month. The average annual property tax for Orange Cove is $2,158.97. It is located in Orange County. |
$495,000 |
Osprey RanchOsprey Ranch is a single-family home and townhouse community in Winter Garden, Florida, built between 2023 and 2025 by K. Hovnanian Homes. It currently has 6 single family homes for sale with an average list price of $612,285 and 2 townhouses for sale with an average list price of $429,995. The homes range in size from 326 ft2 to 4,008 ft2. The HOA fees range from $95 to $194 per month. The average annual property tax for Osprey Ranch is $1,253.96. It is located in Orange County. |
$585,000 |
Oxford ChaseOxford Chase is a single-family home community in Winter Garden, Florida, built between 2018 and 2021. It currently has 4 single family homes for sale with an average list price of $869,600. The homes range in size from 2,235 ft2 to 4,739 ft2. The HOA fees range from $160 to $210 per month. The average annual property tax for Oxford Chase is $6,541.07. It is located in Orange County. |
$741,250 |
Panther ViewPanther View is a single-family home community in the Hamlin neighborhood of Winter Garden, Florida, built between 2017 and 2019 by Lennar. It currently has 2 single family homes for sale with an average list price of $712,500. The homes range in size from 2,089 ft2 to 3,505 ft2. The HOA fees range from $137 to $147 per month. The average annual property tax for Panther View is $6,335.37. It is located in Orange County. |
$585,000 |
Park Avenue EstatesPark Avenue Estates is a single-family home community in Winter Garden, Florida, built between 1995 and 2001. It currently has 1 single family home for sale with a list price of $330,000. The homes range in size from 1,026 ft2 to 1,516 ft2. The HOA fees range from $95 to $380 per month. The average annual property tax for Park Avenue Estates is $2,252.93. It is located in Orange County. |
$327,000 |
Parkview at HamlinParkview at Hamlin is a townhouse community in Winter Garden, Florida, built between 2024 and 2025 by DRB Homes. It currently has 10 townhouses for sale with an average list price of $475,334.50. The homes range in size from 1,846 ft2 to 2,072 ft2. The HOA fees range from $184 to $248 per month. The average annual property tax for Parkview at Hamlin is $1,264.64. It is located in Orange County. |
$468,785 |
RavennaRavenna is a townhouse and single-family home community in Winter Garden, Florida, built between 2019 and 2023 by Park Square Homes. It currently has no homes for sale. The homes range in size from 1,723 ft2 to 6,176 ft2. The HOA fees range from $85 to $210 per month. The average annual property tax for Ravenna is $4,018.67. It is located in Orange County. |
$455,000 |
Roper ReserveRoper Reserve is a single-family home community in Winter Garden, Florida, built between 2017 and 2019. It currently has 2 single family homes for sale with an average list price of $697,500. The homes range in size from 1,995 ft2 to 3,775 ft2. The HOA fees range from $133 to $142 per month. The average annual property tax for Roper Reserve is $5,859.43. It is located in Orange County. |
$692,500 |
Sanctuary at Twin WatersSanctuary at Twin Waters is a single-family home community in Winter Garden, Florida, built between 2019 and 2022 by M/I Homes. It currently has 2 single family homes for sale with an average list price of $1,417,500. The homes range in size from 2,252 ft2 to 4,532 ft2. The HOA fees range from $110 to $188 per month. The average annual property tax for Sanctuary at Twin Waters is $6,189.69. It is located in Orange County. |
$962,500 |
Serenade at OvationSerenade at Ovation is a townhouse and single-family home community in Winter Garden, Florida, built between 2024 and 2025 by Dream Finders Homes. It currently has 13 single family homes for sale with an average list price of $589,677.92 and 8 townhouses for sale with an average list price of $433,376.25. The homes range in size from 1,644 ft2 to 3,076 ft2. The HOA fees range from $150 to $220 per month. The average annual property tax for Serenade at Ovation is $2,422. It is located in Orange County. |
$431,595 |
Silverleaf ReserveSilverleaf Reserve is a single-family home community in Winter Garden, Florida, built between 2024 and 2025 by Meritage Homes. It currently has 6 single family homes for sale with an average list price of $799,648.33. The homes range in size from 2,080 ft2 to 3,871 ft2. The HOA fees range from $148 to $296 per month. The average annual property tax for Silverleaf Reserve is $6,836.91. It is located in Orange County. |
$784,985 |
Silverleaf Reserve at HamlinSilverleaf Reserve at Hamlin is a single-family home community in Winter Garden, Florida, built between 2023 and 2025 by Meritage Homes. It currently has 3 single family homes for sale with an average list price of $856,633.33. The homes range in size from 1,770 ft2 to 4,001 ft2. The HOA fees range from $135 to $150 per month. The average annual property tax for Silverleaf Reserve at Hamlin is $1,806.59. It is located in Orange County. |
$685,000 |
Silverleaf Reserve BungalowsSilverleaf Reserve Bungalows is a single-family home community in Winter Garden, Florida, built between 2022 and 2025 by Meritage Homes. It currently has 17 single family homes for sale with an average list price of $538,092.35. The homes range in size from 1,661 ft2 to 2,114 ft2. The HOA fees range from $140 to $148 per month. The average annual property tax for Silverleaf Reserve Bungalows is $1,617.13. It is located in Orange County. |
$538,227.50 |
Stanton EstatesStanton Estates is a single-family home community in Winter Garden, Florida, built between 2018 and 2021 by Jones Homes USA. It currently has 1 single family home for sale with a list price of $1,500,000. The homes range in size from 2,909 ft2 to 5,042 ft2. The HOA fees range from $400 to $515 per month. The average annual property tax for Stanton Estates is $6,676.37. It is located in Orange County. |
$1,350,000 |
Sterling PointeSterling Pointe is a single-family home and townhouse community in Winter Garden, Florida, built between 2001 and 2024. It currently has 1 single family home for sale with a list price of $449,900. The homes range in size from 1,425 ft2 to 2,115 ft2. The HOA fees range from $40 to $276 per month. The average annual property tax for Sterling Pointe is $2,293.02. It is located in Orange County. |
$430,000 |
Storey GroveStorey Grove is a single-family home and townhouse community in Winter Garden, Florida, built between 2016 and 2024 by Lennar. It currently has 21 single family homes for sale with an average list price of $671,538.91 and 7 townhouses for sale with an average list price of $436,319.86. The homes range in size from 1,599 ft2 to 3,505 ft2. The HOA fees range from $60 to $551 per month. The average annual property tax for Storey Grove is $3,159.56. It is located in Orange County. |
$511,500 |
SummerlakeSummerlake is a single-family home and townhouse community in Winter Garden, Florida, built between 2013 and 2018 by D.R. Horton, Lennar, and M/I Homes. It currently has 5 single family homes for sale with an average list price of $1,178,500. The homes range in size from 1,656 ft2 to 5,322 ft2. The HOA fees range from $91 to $313 per month. The average annual property tax for Summerlake is $5,405.08. It is located in Orange County. |
$549,000 |
Summerlake GrovesSummerlake Groves is a single-family home community in Winter Garden, Florida, built between 2015 and 2018 by M/I Homes. It currently has no homes for sale. The homes range in size from 1,691 ft2 to 4,374 ft2. The HOA fees range from $24 to $230 per month. The average annual property tax for Summerlake Groves is $4,999.37. It is located in Orange County. |
$632,000 |
Summerlake ReserveSummerlake Reserve is a single-family home community in Winter Garden, Florida, built between 2023 and 2025. It currently has 1 single family home for sale with a list price of $1,000,000. The homes range in size from 2,041 ft2 to 3,329 ft2. The HOA fees range from $75 to $86 per month. The average annual property tax for Summerlake Reserve is $1,902.49. It is located in Orange County. |
$789,360 |
Sunset LakesSunset Lakes is a single-family home community in Winter Garden, Florida, built between 1991 and 2004. It currently has no homes for sale. The homes range in size from 2,186 ft2 to 4,379 ft2. The HOA fees range from $60 to $720 per month. The average annual property tax for Sunset Lakes is $8,632.83. It is located in Orange County. |
$1,300,000 |
Temple GroveTemple Grove is a single-family home community in Winter Garden, Florida, built between 1962 and 2020. It currently has no homes for sale. The homes range in size from 1,917 ft2 to 3,185 ft2. The average annual property tax for Temple Grove is $3,290.38. It is located in Orange County. |
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The Grove Resort and SpaThe Grove Resort and Spa is a trio of condo buildings in Winter Garden, Florida, built between 2016 and 2018. It currently has 12 condos for sale with an average list price of $318,400. The homes range in size from 1,265 ft2 to 1,544 ft2. The HOA fees range from $583 to $8,112 per month. The average annual property tax for The Grove Resort and Spa is $6,086.91. It is located in Orange County. |
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The HarborThe Harbor is a single-family home community in Winter Garden, Florida, built between 1988 and 2002. It currently has no homes for sale. The homes range in size from 1,524 ft2 to 2,917 ft2. The HOA fees range from $205 to $215 per month. The average annual property tax for The Harbor is $2,949.91. It is located in Orange County. |
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The OrchardThe Orchard is a townhouse community in Winter Garden, Florida, built between 2006 and 2024 by Pulte Homes. It currently has no homes for sale. The homes range in size from 1,491 ft2 to 3,199 ft2. The HOA fees range from $250 to $4,080 per month. The average annual property tax for The Orchard is $2,854.45. It is located in Orange County. |
$340,000 |
The Overlook at Johns Lake PointeThe Overlook at Johns Lake Pointe is a single-family home community in the Johns Lake Pointe neighborhood of Winter Garden, Florida, built in 2014. It currently has 1 single family home for sale with a list price of $1,149,000. The homes range in size from 4,027 ft2 to 4,334 ft2. The HOA fees range from $365 to $385 per month. The average annual property tax for The Overlook at Johns Lake Pointe is $8,883.50. It is located in Orange County. |
$939,000 |
The Reserve at Carriage PointeThe Reserve at Carriage Pointe is a single-family home community in Winter Garden, Florida, built between 2013 and 2015 by Taylor Morrison. It currently has 4 single family homes for sale with an average list price of $858,250. The homes range in size from 2,592 ft2 to 4,319 ft2. The HOA fees range from $102 to $340 per month. The average annual property tax for The Reserve at Carriage Pointe is $5,704.76. It is located in Orange County. |
$700,000 |
Tilden Place at Winter GardenTilden Place at Winter Garden is a single-family home community in Winter Garden, Florida, built in 2022 by M/I Homes. It currently has 2 single family homes for sale with an average list price of $784,000. The homes range in size from 1,857 ft2 to 4,076 ft2. The HOA fees range from $185 to $2,200 per month. The average annual property tax for Tilden Place at Winter Garden is $3,769.05. It is located in Orange County. |
$705,000 |
Timber Creek PinesTimber Creek Pines is a single-family home community in Winter Garden, Florida, built in 2001. It currently has 1 single family home for sale with a list price of $534,000. The homes range in size from 1,345 ft2 to 1,754 ft2. The HOA fees range from $272 to $504 per month. The average annual property tax for Timber Creek Pines is $2,645.93. It is located in Orange County. |
$565,000 |
Timbercreek PinesTimbercreek Pines is a single-family home community in Winter Garden, Florida, built between 2004 and 2005. It currently has no homes for sale. The homes range in size from 1,584 ft2 to 3,960 ft2. The HOA fees range from $410 to $500 per month. The average annual property tax for Timbercreek Pines is $5,125.50. It is located in Orange County. |
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Trailside StationTrailside Station is a single-family home community in Oakland (Winter Garden), Florida, built between 2000 and 2002. It currently has no homes for sale. The homes range in size from 1,597 ft2 to 2,627 ft2. The HOA fees range from $350 to $360 per month. The average annual property tax for Trailside Station is $3,340.62. It is located in Orange County. |
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Tribute at OvationTribute at Ovation is a townhouse community in Winter Garden, Florida, built between 2024 and 2025 by M/I Homes. It currently has 8 townhouses for sale with an average list price of $450,615. The homes range in size from 1,577 ft2 to 1,835 ft2. The HOA fees range from $332 to $332 per month. The average annual property tax for Tribute at Ovation is $3,002.47. It is located in Orange County. |
$459,990 |
Tucker OaksTucker Oaks is a condo and townhouse community in Winter Garden, Florida, built between 2007 and 2014. It currently has 1 townhouse for sale with a list price of $329,000 and 5 condos for sale with an average list price of $298,580. The homes range in size from 1,198 ft2 to 1,780 ft2. The HOA fees range from $205 to $266 per month. The average annual property tax for Tucker Oaks is $2,413.34. It is located in Orange County. |
$344,000 |
Valencia ShoresValencia Shores is a single-family home community in Winter Garden, Florida, built between 1973 and 1980. It currently has 2 single family homes for sale with an average list price of $1,022,500. The homes range in size from 1,736 ft2 to 3,654 ft2. The HOA fees range from $155 to $155 per month. The average annual property tax for Valencia Shores is $3,314.36. It is located in Orange County. |
$620,000 |
Verde ParkVerde Park is a single-family home community in Winter Garden, Florida, built between 2014 and 2023 by Meritage Homes. It currently has 3 single family homes for sale with an average list price of $782,999.67. The homes range in size from 2,736 ft2 to 5,200 ft2. The HOA fees range from $86 to $363 per month. The average annual property tax for Verde Park is $5,381.01. It is located in Lake County. |
$742,500 |
Village GroveVillage Grove is a townhouse community in Winter Garden, Florida, built between 1984 and 2007. It currently has 4 townhouses for sale with an average list price of $260,500. The homes range in size from 756 ft2 to 1,538 ft2. The HOA fees range from $44 to $126 per month. The average annual property tax for Village Grove is $1,244.02. It is located in Orange County. |
$249,900 |
Walkers GroveWalkers Grove is a townhouse community in Winter Garden, Florida, built in 2015. It currently has 3 townhouses for sale with an average list price of $521,000. The homes range in size from 1,851 ft2 to 1,951 ft2. The HOA fees range from $225 to $285 per month. The average annual property tax for Walkers Grove is $3,839.19. It is located in Orange County. |
$522,500 |
WaterleighWaterleigh is a single-family home and townhouse community in Winter Garden, Florida, built between 2015 and 2025 by D.R. Horton. It currently has 43 single family homes for sale with an average list price of $776,772.86 and 9 townhouses for sale with an average list price of $454,554.44. The homes range in size from 1,567 ft2 to 4,328 ft2. The HOA fees range from $151 to $558 per month. The average annual property tax for Waterleigh is $2,113.11. It is located in Orange County. |
$723,913.50 |
WatermarkWatermark is a single-family home and townhouse community in Winter Garden, Florida, built between 2015 and 2020 by Meritage Homes. It currently has 15 single family homes for sale with an average list price of $823,919.93 and 3 townhouses for sale with an average list price of $452,966.67. The homes range in size from 1,626 ft2 to 4,519 ft2. The HOA fees range from $108 to $404 per month. The average annual property tax for Watermark is $5,546.04. It is located in Orange County. |
$523,000 |
WatersideWaterside is a single-family home community in Winter Garden, Florida, built between 1954 and 2022 by Lennar. It currently has 9 single family homes for sale with an average list price of $2,071,977.67. The homes range in size from 1,692 ft2 to 6,977 ft2. The HOA fees range from $118 to $1,488 per month. The average annual property tax for Waterside is $4,785.37. It is located in Orange County. |
$696,250 |
Westfield LakesWestfield Lakes is a single-family home community in Winter Garden, Florida, built between 1996 and 2005. It currently has 2 single family homes for sale with an average list price of $662,500. The homes range in size from 1,982 ft2 to 3,802 ft2. The HOA fees range from $275 to $745 per month. The average annual property tax for Westfield Lakes is $4,352.90. It is located in Orange County. |
$640,000 |
Westhaven at OvationWesthaven at Ovation is a single-family home and townhouse community in Winter Garden, Florida, built between 2023 and 2025 by Toll Brothers. It currently has 4 single family homes for sale with an average list price of $1,049,045.75 and 2 townhouses for sale with an average list price of $514,500. The homes range in size from 1,720 ft2 to 4,152 ft2. The HOA fees range from $110 to $1,320 per month. The average annual property tax for Westhaven at Ovation is $4,487.64. It is located in Orange County. |
$695,000 |
Westlake ManorWestlake Manor is a single-family home community in Winter Garden, Florida, built between 1956 and 2020. It currently has 2 single family homes for sale with an average list price of $752,000. The homes range in size from 1,116 ft2 to 2,930 ft2. The HOA fees range from $182 to $182 per month. The average annual property tax for Westlake Manor is $3,021.44. It is located in Orange County. |
$900,000 |
Wincey GrovesWincey Groves is a single-family home community in Winter Garden, Florida, built between 2020 and 2021 by Dream Finders Homes. It currently has 1 single family home for sale with a list price of $1,190,900. The homes range in size from 2,208 ft2 to 4,630 ft2. The HOA fees range from $108 to $120 per month. The average annual property tax for Wincey Groves is $3,869.07. It is located in Orange County. |
$797,500 |
Winding BayWinding Bay is a single-family home community in Winter Garden, Florida, built between 2019 and 2025 by K. Hovnanian Homes and RockWell Homes. It currently has 10 single family homes for sale with an average list price of $840,790. The homes range in size from 1,881 ft2 to 4,300 ft2. The HOA fees range from $53 to $214 per month. The average annual property tax for Winding Bay is $2,985.53. It is located in Orange County. |
$830,000 |
Winding Bay PreserveWinding Bay Preserve is a townhouse community in Winter Garden, Florida, built between 2019 and 2021 by K. Hovnanian Homes. It currently has 5 townhouses for sale with an average list price of $443,980. The homes range in size from 1,732 ft2 to 2,212 ft2. The HOA fees range from $200 to $339 per month. The average annual property tax for Winding Bay Preserve is $3,656.20. It is located in Orange County. |
$430,000 |
Winter GroveWinter Grove is an intimate is a gated community offering a charming blend of modern living and proximity to Orlando’s vibrant attractions.Residents enjoy a variety of amenities, including a park, playground, and ample parking, fostering a family-friendly environment. The community’s prime location provides easy access to shopping, dining, and entertainment, with nearby recreational options like the West Orange Trail and top-rated Orange County Public Schools, making Winter Grove an ideal choice for those seeking comfort and convenience in a desirable Orlando suburb. Winter Grove is a single-family home community in Winter Garden, Florida, built in 2025 by Pulte Homes. It currently has 4 single family homes for sale with an average list price of $1,046,305. The homes range in size from 2,567 ft2 to 4,546 ft2. The HOA fees range from $240 to $240 per month. The average annual property tax for Winter Grove is $1,914.34. |
$954,630 |
Winter OaksWinter Oaks is a single-family home community in Winter Garden, Florida, built between 2003 and 2007. It currently has 1 single family home for sale with a list price of $850,000. The homes range in size from 1,297 ft2 to 3,170 ft2. The HOA fees range from $117 to $1,200 per month. The average annual property tax for Winter Oaks is $3,697.10. It is located in Orange County. |
$511,875 |
Winters LandingThe community’s prime location provides easy access to the nearby Oakland Nature Preserve for outdoor enthusiasts and the West Orange Trail, perfect for biking, running, or leisurely strolls. Its proximity to major highways like SR 429 and Florida’s Turnpike also ensures convenient commuting to Downtown Orlando and nearby attractions. Winters Landing is a single-family home community in Oakland (Winter Garden), Florida, built between 2005 and 2007. It currently has no homes for sale. The homes range in size from 2,447 ft2 to 3,698 ft2. The HOA fees range from $140 to $250 per month. The average annual property tax for Winters Landing is $5,104.87. It is located in Orange County. |
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Woodbridge on The GreenWoodbridge on The Green is a single-family home community in Winter Garden, Florida, built between 1987 and 2015. It currently has 4 single family homes for sale with an average list price of $657,225. The homes range in size from 1,892 ft2 to 4,209 ft2. The HOA fees range from $315 to $945 per month. The average annual property tax for Woodbridge on The Green is $4,869.69. It is located in Orange County. |
$636,000 |
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