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 Oakland Hills with an average of $2,421,000. All the Winter Garden communities are listed below with links to view the homes for sale in the communities.

Spring is coming

Thinking of selling your home this spring?

Now is the time to start preparing your home so you'll be ready to beat the competition in Spring! Let our real estate professionals advise you on what improvements will make your home most appealing and add the most value. We can offer you tips on how to make your home stand out above the rest and increase your odds for a more successful sale.

Dan Kaiser

Call Dan Today! (888) 326-2726

Oakland Hills
$2,421,000
Isles of Lake Hancock
$2,000,000
Lakeshore
$1,750,000
Savannah Ridge
$1,500,000
Canopy Oaks
$1,325,000
Stanton Estates
$1,312,500
Sunset Lakes
$1,300,000
The Overlook at Johns Lake Pointe
$1,085,000
Lake Roberts Landing
$1,050,000
Dillard Pointe
$1,000,000

Most Recent Homes for Sale in Winter Garden

View all

All Subdivisions/Condo Buildings in Winter Garden

Community Median Price

Alexander Ridge

Alexander 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 $574,900. 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 $5,365.04. It is located in Orange County.
Median Price: $632,500

Amberleigh

Amberleigh 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 $455,000. The homes range in size from 1,713 ft2 to 3,239 ft2. The HOA fees range from $104 to $147 per month. The average annual property tax for Amberleigh is $3,586.61. It is located in Orange County.
Median Price: $552,500

Arrowhead Lakes

Arrowhead 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 $650,000 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.
Median Price: $490,000

Avalon Cove

Avalon Cove is a single-family home community in Winter Garden, Florida, built between 2020 and 2022 by Jones Homes USA. It currently has 2 single family homes for sale with an average list price of $2,287,500. 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.

Avalon Estates

Avalon Estates is a single-family home community in Winter Garden, Florida, built between 1999 and 2021. It currently has 3 single family homes for sale with an average list price of $1,552,966.67. The homes range in size from 1,700 ft2 to 6,400 ft2. The average annual property tax for Avalon Estates is $5,343.69. It is located in Lake County.
Median Price: $857,000

Avalon Hills

Avalon 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 $46 to $46 per month. The average annual property tax for Avalon Hills is $14,292.45. It is located in Lake County.

Avalon Reserve Village

Avalon Reserve Village is a single-family home community in Winter Garden, Florida, built between 2013 and 2015. It currently has 2 single family homes for sale with an average list price of $827,000. The homes range in size from 2,276 ft2 to 4,733 ft2. The HOA fees range from $63 to $108 per month. The average annual property tax for Avalon Reserve Village is $5,113.95. It is located in Orange County.
Median Price: $870,000

Avalon Woods

Avalon Woods is a single-family home community in Winter Garden, Florida, built in 2026 by Dream Finders Homes. It currently has 31 single family homes for sale with an average list price of $859,211.48. The homes range in size from 1,772 ft2 to 4,222 ft2. The HOA fees range from $100 to $150 per month. It is located in Orange County.

Banana Bay Estates

Banana 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 $178 per month. The average annual property tax for Banana Bay Estates is $7,188.34. It is located in Orange County.
Median Price: $770,000

Bay Isle

Bay Isle is a single-family home community in Winter Garden, Florida, built between 2002 and 2006. It currently has 2 single family homes for sale with an average list price of $884,000. The homes range in size from 2,204 ft2 to 4,015 ft2. The HOA fees range from $75 to $158 per month. The average annual property tax for Bay Isle is $6,100.45. It is located in Orange County.
Median Price: $842,500

Bay Street Park

Bay Street Park is a single-family home community in Winter Garden, Florida, built between 1961 and 1968. It currently has 3 single family homes for sale with an average list price of $256,300. The homes range in size from 814 ft2 to 1,874 ft2. The average annual property tax for Bay Street Park is $1,342.65. It is located in Orange County.
Median Price: $203,000

Belle Meade

Belle 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 $793,925. The homes range in size from 2,000 ft2 to 5,081 ft2. The HOA fees range from $83 to $167 per month. The average annual property tax for Belle Meade is $5,489.55. It is located in Orange County.
Median Price: $680,000

Black Lake Park

Black Lake Park is a single-family home community in Winter Garden, Florida, built between 2005 and 2008. It currently has 1 single family home for sale with a list price of $589,000. The homes range in size from 1,695 ft2 to 4,016 ft2. The HOA fees range from $31 to $275 per month. The average annual property tax for Black Lake Park is $3,870.02. It is located in Orange County.
Median Price: $545,000

Black Lake Preserve

Black 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 $709,666.67. The homes range in size from 2,511 ft2 to 5,296 ft2. The HOA fees range from $109 to $140 per month. The average annual property tax for Black Lake Preserve is $7,064.19. It is located in Orange County.
Median Price: $635,000

Bradford Creek

Bradford 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 $737,000. The homes range in size from 2,418 ft2 to 4,511 ft2. The HOA fees range from $100 to $197 per month. The average annual property tax for Bradford Creek is $6,837.19. It is located in Orange County.
Median Price: $875,000

Brandy Creek

Brandy Creek is a single-family home community in Winter Garden, Florida, built between 1997 and 2001. It currently has no homes for sale. The homes range in size from 1,431 ft2 to 2,352 ft2. The HOA fees range from $73 to $84 per month. The average annual property tax for Brandy Creek is $3,303.19. It is located in Orange County.
Median Price: $520,000

Bronsons Landing

Bronsons Landing is a single-family home community in Winter Garden, Florida, built between 2007 and 2009. It currently has 4 single family homes for sale with an average list price of $829,724.75. The homes range in size from 2,703 ft2 to 4,365 ft2. The HOA fees range from $150 to $265 per month. The average annual property tax for Bronsons Landing is $6,705.15. It is located in Orange County.
Median Price: $902,250

Burchshire

Burchshire 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 $514,666.67. The homes range in size from 705 ft2 to 2,448 ft2. The average annual property tax for Burchshire is $1,938.35. It is located in Orange County.
Median Price: $360,000

Cambridge Crossing

Cambridge 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 $819,900. The homes range in size from 2,520 ft2 to 3,754 ft2. The HOA fees range from $86 to $192 per month. The average annual property tax for Cambridge Crossing is $5,455.30. It is located in Orange County.
Median Price: $717,500

Canopy Oaks

Canopy 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 $1,315,000. The homes range in size from 3,624 ft2 to 4,682 ft2. The HOA fees range from $147 to $298 per month. The average annual property tax for Canopy Oaks is $11,523.55. It is located in Orange County.
Median Price: $1,325,000

Carriage Pointe

Carriage Pointe is a single-family home community in Winter Garden, Florida, built between 2006 and 2012. It currently has no homes for sale. The homes range in size from 1,610 ft2 to 3,435 ft2. The HOA fees range from $75 to $95 per month. The average annual property tax for Carriage Pointe is $4,696.17. It is located in Orange County.
Median Price: $610,000

Chapin Station

Chapin 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 $42 to $46 per month. The average annual property tax for Chapin Station is $3,435.99. It is located in Orange County.
Median Price: $579,000

Citrus Cove

Citrus Cove is a single-family home community in Winter Garden, Florida, built between 1984 and 1994. It currently has 1 single family home for sale with a list price of $749,900. The homes range in size from 1,347 ft2 to 2,706 ft2. The HOA fees range from $47 to $60 per month. The average annual property tax for Citrus Cove is $2,821.30. It is located in Lake County.
Median Price: $430,000

Cobblestone of Winter Garden

Cobblestone of Winter Garden 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 1,924 ft2 to 3,589 ft2. The HOA fees range from $83 to $115 per month. The average annual property tax for Cobblestone of Winter Garden is $3,424.46. It is located in Orange County.
Median Price: $539,500

Corsino Place

Corsino 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.

Country Lakes

Country Lakes is a single-family home community in Winter Garden, Florida, built between 1984 and 1995. It currently has no homes for sale. The homes range in size from 2,346 ft2 to 3,578 ft2. The HOA fees range from $31 to $52 per month. The average annual property tax for Country Lakes is $6,638.10. It is located in Orange County.

Country Trail Estates

Country Trail Estates is a subdivision in Winter Garden, Florida. It currently has no homes for sale. It is located in Orange County.
Median Price: $40,000

Courtlea Oaks

Courtlea Oaks is a single-family home community in Winter Garden, Florida, built between 1996 and 2003. It currently has 1 single family home for sale with a list price of $1,000,000. The homes range in size from 2,238 ft2 to 4,392 ft2. The HOA fees range from $67 to $100 per month. The average annual property tax for Courtlea Oaks is $4,611.68. It is located in Orange County.
Median Price: $720,000

Courtlea Park

Courtlea Park 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 $579,000. The homes range in size from 2,310 ft2 to 3,319 ft2. The HOA fees range from $102 to $102 per month. The average annual property tax for Courtlea Park is $3,895.06. It is located in Orange County.
Median Price: $762,000

Covington Chase

Covington 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 $559,475. The homes range in size from 1,532 ft2 to 3,269 ft2. The HOA fees range from $55 to $75 per month. The average annual property tax for Covington Chase is $3,634.51. It is located in Orange County.
Median Price: $520,000

Cow Trail

Cow 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.

Crown Point Springs

Crown 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 $579,000. The homes range in size from 1,336 ft2 to 2,799 ft2. The HOA fees range from $10 to $42 per month. The average annual property tax for Crown Point Springs is $2,854.08. It is located in Orange County.
Median Price: $480,000

Cypress Reserve

Cypress 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 $927,666.67. The homes range in size from 2,270 ft2 to 4,857 ft2. The HOA fees range from $75 to $130 per month. The average annual property tax for Cypress Reserve is $6,053.63. It is located in Orange County.
Median Price: $766,050

Daniel's Landing

Daniel's Landing is a townhouse community in Winter Garden, Florida, built between 2004 and 2005. It currently has 3 townhouses for sale with an average list price of $306,300. 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 $2,582.77. It is located in Orange County.
Median Price: $318,000

Daniels Crossing

Daniels Crossing is a single-family home community in Winter Garden, Florida, built between 1996 and 2001. It currently has 4 single family homes for sale with an average list price of $367,500. The homes range in size from 985 ft2 to 1,772 ft2. The HOA fees range from $32 to $100 per month. The average annual property tax for Daniels Crossing is $2,132.52. It is located in Orange County.
Median Price: $364,000

Deer Island

Deer Island is a single-family home community in Winter Garden, Florida, built between 1987 and 2025. It currently has 3 single family homes for sale with an average list price of $1,533,299.67. The homes range in size from 2,027 ft2 to 5,484 ft2. The HOA fees range from $186 to $352 per month. The average annual property tax for Deer Island is $7,436.88. It is located in Orange County.
Median Price: $858,126

Deerfield Place

Deerfield Place is a single-family home community in Winter Garden, Florida, built in 2005. It currently has 2 single family homes for sale with an average list price of $636,500. The homes range in size from 1,972 ft2 to 4,356 ft2. The HOA fees range from $47 to $58 per month. The average annual property tax for Deerfield Place is $4,447.95. It is located in Orange County.

Del Webb Oasis

Del Webb Oasis is an active adult 55+ single-family home community in Winter Garden, Florida, built between 2022 and 2026 by Pulte Homes. It currently has 15 single family homes for sale with an average list price of $555,939.20. The homes range in size from 1,574 ft2 to 3,653 ft2. The HOA fees range from $182 to $615 per month. The average annual property tax for Del Webb Oasis is $1,743.07. It is located in Orange County.
Median Price: $620,000

Dillard Pointe

Dillard 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.
Median Price: $1,000,000

East Garden Manor

East Garden Manor is a single-family home community in Winter Garden, Florida, built between 1954 and 1972. It currently has no homes for sale. The homes range in size from 774 ft2 to 1,922 ft2. The average annual property tax for East Garden Manor is $1,267.97. It is located in Orange County.
Median Price: $367,000

Edgewater Beach

Edgewater 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 $92 to $100 per month. The average annual property tax for Edgewater Beach is $3,225.18. It is located in Lake County.

Ellman Park

Ellman Park is a single-family home community in Winter Garden, Florida, built between 1938 and 2023. It currently has no homes for sale. The homes range in size from 948 ft2 to 2,351 ft2. The average annual property tax for Ellman Park is $2,193.52. It is located in Orange County.
Median Price: $395,000

Emerald Ridge

Emerald 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 $560,000. The homes range in size from 1,700 ft2 to 3,906 ft2. The HOA fees range from $53 to $97 per month. The average annual property tax for Emerald Ridge is $3,872.79. It is located in Orange County.
Median Price: $502,000

Enclave at Hamlin

Enclave 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.
Median Price: $823,000

Encore at Ovation

Encore 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 7 single family homes for sale with an average list price of $646,984.29 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 $324 per month. The average annual property tax for Encore at Ovation is $3,238.21. It is located in Orange County.
Median Price: $551,900

Estates at Lakeview Preserve

Estates at Lakeview Preserve is a single-family home community in Winter Garden, Florida, built between 2022 and 2024 by Pulte Homes. It currently has 3 single family homes for sale with an average list price of $925,941.67. 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 $2,069.77. It is located in Lake County.
Median Price: $810,000

Fox Meadow

Fox Meadow is a single-family home community in Winter Garden, Florida, built in 2006. It currently has no homes for sale. The homes have an average size of 3,428 ft2. The HOA fees range from $83 to $83 per month. The average annual property tax for Fox Meadow is $6,534. It is located in Lake County.

Foxcrest

Foxcrest is a single-family home community in Winter Garden, Florida, built between 2006 and 2007. It currently has 2 single family homes for sale with an average list price of $819,975. The homes range in size from 2,369 ft2 to 3,870 ft2. The HOA fees range from $117 to $130 per month. The average annual property tax for Foxcrest is $5,939.28. It is located in Orange County.
Median Price: $802,500

Fuller's Landing

Fuller'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 no homes for sale. The homes range in size from 2,058 ft2 to 3,922 ft2. The HOA fees range from $45 to $50 per month. The average annual property tax for Fuller's Landing is $4,273.72. It is located in Orange County.
Median Price: $485,000

Fullers Crossing

Fullers 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.
Median Price: $665,000

Fullers Oak

Fullers Oak is a single-family home community in Winter Garden, Florida, built between 2017 and 2019 by Meritage Homes. It currently has no homes for sale. The homes range in size from 3,036 ft2 to 5,109 ft2. The HOA fees range from $99 to $584 per month. The average annual property tax for Fullers Oak is $6,817.71. It is located in Orange County.
Median Price: $805,000

Garden Heights

Garden Heights is a single-family home community in Winter Garden, Florida, built between 1974 and 1984. It currently has 1 single family home for sale with a list price of $541,999. 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.
Median Price: $417,450

Garden West

Garden 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.

Glenview Estates

Glenview Estates is a single-family home community in Winter Garden, Florida, built between 1983 and 2003. It currently has no homes for sale. The homes range in size from 1,318 ft2 to 3,050 ft2. The average annual property tax for Glenview Estates is $3,181.14. It is located in Orange County.
Median Price: $535,000

Glynwood

Key amenities include a community swimming pool, clubhouse for gatherings, tennis courts, a playground for children, and scenic walking paths encircling a picturesque pond, with some additional facilities like pickleball courts and a community park enhancing recreational opportunities for all ages. Glynwood is a single-family home community in Winter Garden, Florida, built between 2002 and 2005. It currently has 2 single family homes for sale with an average list price of $848,500. The homes range in size from 2,481 ft2 to 3,963 ft2. The HOA fees range from $117 to $532 per month. The average annual property tax for Glynwood is $5,564.89. It is located in Orange County.
Median Price: $887,500

Grove Park at Stone Crest

Grove 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 $755,000. The homes range in size from 1,833 ft2 to 3,720 ft2. The HOA fees range from $79 to $225 per month. The average annual property tax for Grove Park at Stone Crest is $4,506.88. It is located in Orange County.
Median Price: $520,000

Grovehurst

Grovehurst 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 1,705 ft2 to 3,430 ft2. The HOA fees range from $83 to $102 per month. The average annual property tax for Grovehurst is $4,139.58. It is located in Orange County.

Hamilton Gardens

Hamilton Gardens is a single-family home and townhouse community in the Hamlin neighborhood of Winter Garden, Florida, built between 2019 and 2026 by Ryan Homes. It currently has 6 single family homes for sale with an average list price of $672,149.17 and 1 townhouse for sale with a list price of $450,000. 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 $4,252.64. It is located in Orange County.
Median Price: $517,000

Hamlin Pointe

Hamlin 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.
Median Price: $540,000

Hamlin Reserve

Hamlin 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 8 single family homes for sale with an average list price of $773,975 and 4 townhouses for sale with an average list price of $422,325. The homes range in size from 1,568 ft2 to 4,000 ft2. The HOA fees range from $97 to $566 per month. The average annual property tax for Hamlin Reserve is $5,272.86. It is located in Orange County.
Median Price: $482,500

Hamlin Ridge

Hamlin 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 $458,011.67. 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 $396.41. It is located in Orange County.
Median Price: $435,990

Harvest at Ovation

Harvest 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 8 single family homes for sale with an average list price of $738,003.50, 2 townhouses for sale with an average list price of $478,500, and 1 condo for sale with a list price of $227,900. The homes range in size from 1,785 ft2 to 3,432 ft2. The HOA fees range from $25 to $343 per month. The average annual property tax for Harvest at Ovation is $1,587.52. It is located in Orange County.
Median Price: $650,000

Hawksmoor

Hawksmoor 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 4 single family homes for sale with an average list price of $857,722.50 and 6 townhouses for sale with an average list price of $452,233.17. The homes range in size from 1,505 ft2 to 4,722 ft2. The HOA fees range from $75 to $286 per month. The average annual property tax for Hawksmoor is $4,519.05. It is located in Orange County.
Median Price: $630,000

Heritage at Plant Street

Heritage 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 $5,168.15. It is located in Orange County.

Hickory Hammock

Hickory 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 1 single family home for sale with a list price of $2,950,000 and 2 townhouses for sale with an average list price of $505,000. The homes range in size from 1,604 ft2 to 5,602 ft2. The HOA fees range from $132 to $352 per month. The average annual property tax for Hickory Hammock is $6,989.21.
Median Price: $798,750

Highland Ridge

Highland Ridge is a single-family home community in Winter Garden, Florida, built between 2013 and 2025 by Meritage Homes. It currently has 14 single family homes for sale with an average list price of $535,271.07. 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 $5,027.74. It is located in Orange County.
Median Price: $517,000

Highlands at Summerlake Groves

Highlands 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 townhouses for sale with an average list price of $467,475. 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 $4,986.37. It is located in Orange County.
Median Price: $565,000

Hillcrest

Hillcrest is a single-family home community in Winter Garden, Florida, built between 1990 and 2025. It currently has 1 lot for sale with a list price of $415,000. 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.

Horizon Isle

Horizon Isle is a single-family home community in Winter Garden, Florida, built between 2024 and 2025. It currently has 2 single family homes for sale with an average list price of $849,238. The homes range in size from 2,207 ft2 to 5,760 ft2. The HOA fees range from $80 to $115 per month. The average annual property tax for Horizon Isle is $2,106.17. It is located in Orange County.
Median Price: $737,500

Horizon Oaks

Horizon 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.

Hull Island at Oakland

Hull 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 2 single family homes for sale with an average list price of $892,000. 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 $4,830.08. It is located in Orange County.

Independence

Independence is a master-planned community spanning over 1,300 acres, featuring a diverse array of luxurious single-family homes, townhomes, many with scenic lakefront views along Lake Hancock and Lake Speer, appealing to families, professionals, and retirees seeking a blend of elegance and convenience near Walt Disney World and downtown Orlando. Residents revel in an impressive lineup of amenities, including two resort-style community pools, two grand clubhouses with fitness centers, billiards rooms, arcades, and indoor play areas, a large central park, tennis and basketball courts, two dog parks, a boat ramp for lake access, extensive 10-15-foot-wide walking and biking trails weaving through preserved green spaces and wooded areas, plus a full-time activity director orchestrating year-round events like the explosive July 4th fireworks extravaganza, Spring and Fall Festivals, and community gatherings that rival theme park spectacles. With 24/7 staffed resident centers, on-site elementary school, and easy proximity to shopping at The Hamlin, major highways like the 429 Expressway, and top-rated healthcare, Independence fosters a safe, family-friendly haven where active lifestyles and serene natural beauty converge seamlessly. The neighborhood was originally known as Signature Lakes. Independence is a single-family home and townhouse community in Winter Garden, Florida, built between 2005 and 2024. It currently has 20 single family homes for sale with an average list price of $774,905 and 7 townhouses for sale with an average list price of $418,985.71. The homes range in size from 1,066 ft2 to 6,601 ft2. The HOA fees range from $30 to $409 per month. The average annual property tax for Independence is $5,441.38. It is located in Orange County.
Median Price: $530,000

Isles of Lake Hancock

Isles 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 $1,295,000. The homes range in size from 3,326 ft2 to 9,275 ft2. The HOA fees range from $208 to $283 per month. The average annual property tax for Isles of Lake Hancock is $15,791.48. It is located in Orange County.
Median Price: $2,000,000

Johns Lake Pointe

Johns Lake Pointe is a single-family home community in Winter Garden, Florida, built between 2007 and 2021 by Meritage Homes. It currently has 5 single family homes for sale with an average list price of $698,760. The homes range in size from 1,567 ft2 to 4,900 ft2. The HOA fees range from $108 to $207 per month. The average annual property tax for Johns Lake Pointe is $4,982.75. It is located in Orange County.
Median Price: $630,000

Johns Landing

Johns 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 11 single family homes for sale with an average list price of $619,054.09. The homes range in size from 1,621 ft2 to 5,222 ft2. The HOA fees range from $33 to $358 per month. The average annual property tax for Johns Landing is $5,482.00. It is located in Orange County.

King's Bay

King's Bay is a single-family home community in Winter Garden, Florida, built between 1985 and 1987. It currently has 1 single family home for sale with a list price of $600,000. The homes range in size from 1,044 ft2 to 1,701 ft2. The HOA fees range from $6 to $9 per month. The average annual property tax for King's Bay is $2,747.14. It is located in Orange County.
Median Price: $540,000

Lake Apopka Sound

Lake Apopka Sound is a single-family home community in Winter Garden, Florida, built between 2022 and 2024 by D.R. Horton. It currently has 4 single family homes for sale with an average list price of $723,470 and 1 lot for sale with a list price of $475,000. The homes range in size from 2,097 ft2 to 4,328 ft2. The HOA fees range from $23 to $70 per month. The average annual property tax for Lake Apopka Sound is $2,841.80. It is located in Lake County.
Median Price: $650,000

Lake Avalon Groves

Lake Avalon Groves is a single-family home community in Winter Garden, Florida, built between 1929 and 2025. It currently has 7 single family homes for sale with an average list price of $1,700,571.29 and 5 lots for sale with an average list price of $2,155,400. The homes range in size from 852 ft2 to 10,907 ft2. The HOA fees range from $3 to $271 per month. The average annual property tax for Lake Avalon Groves is $4,508.35. It is located in Orange County.
Median Price: $940,364

Lake Cove Pointe

Lake Cove Pointe is a single-family home community in Winter Garden, Florida, built between 2002 and 2016. It currently has no homes for sale. The homes range in size from 2,175 ft2 to 4,176 ft2. The HOA fees range from $38 to $100 per month. The average annual property tax for Lake Cove Pointe is $5,164.34. It is located in Orange County.
Median Price: $825,000

Lake Hancock Preserve

Lake Hancock Preserve is a single-family home community in Winter Garden, Florida, built between 2015 and 2017. It currently has 4 single family homes for sale with an average list price of $665,974.75. 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 $5,044.81. It is located in Orange County.
Median Price: $570,000

Lake Roberts Landing

Lake 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 no homes for sale. 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 $8,438.12. It is located in Orange County.
Median Price: $1,050,000

Lake Star at Ovation

Lake 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 8 single family homes for sale with an average list price of $739,355. The homes range in size from 1,857 ft2 to 4,728 ft2. The HOA fees range from $86 to $218 per month. The average annual property tax for Lake Star at Ovation is $4,835.03. It is located in Orange County.
Median Price: $842,495

Lakeshore

Lakeshore 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.
Median Price: $1,750,000

Lakeside at Hamlin

Lakeside 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 3 single family homes for sale with an average list price of $721,666.67. 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 $2,136.57. It is located in Orange County.
Median Price: $618,250

Lakeview Pointe

The neighborhood boasts a variety of amenities designed for an active lifestyle, such as a clubhouse, fitness center, resort-style community pool with a children's splash pad, playground, community park, walking trails, and scenic ponds and lakes for added tranquility. Its prime location provides convenient access to nearby shopping centers, dining options, top-rated schools, and major highways, making it an ideal choice for families and professionals seeking a blend of suburban charm and modern conveniences in Central Florida. Lakeview Pointe is a single-family home and townhouse community in Winter Garden, Florida, built between 1985 and 2025. It currently has 6 single family homes for sale with an average list price of $981,411.33 and 1 lot for sale with a list price of $2,450,000. The homes range in size from 1,456 ft2 to 6,442 ft2. The HOA fees range from $98 to $394 per month. The average annual property tax for Lakeview Pointe is $4,817.23. It is located in Orange County.
Median Price: $545,000

Lakeview Preserve

Lakeview 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 8 single family homes for sale with an average list price of $676,125. The homes range in size from 1,662 ft2 to 5,340 ft2. The HOA fees range from $100 to $138 per month. The average annual property tax for Lakeview Preserve is $3,451.00. It is located in Lake County.
Median Price: $653,000

Lakeview Reserve

Lakeview Reserve is a single-family home community in Winter Garden, Florida, built between 2001 and 2005. It currently has 4 single family homes for sale with an average list price of $873,725. The homes range in size from 1,618 ft2 to 3,728 ft2. The HOA fees range from $50 to $67 per month. The average annual property tax for Lakeview Reserve is $3,441.41. It is located in Orange County.
Median Price: $525,000

Latham Park North

Key amenities elevate the lifestyle, including a resort-style community pool and cabana for leisurely swims, a well-equipped amenity center and clubhouse for social gatherings, a playground and park for children's playtime, and winding nature trails perfect for evening strolls amid Florida's lush greenery. With low HOA fees covering maintenance and recreation, proximity to top-rated schools such as Independence Elementary and Bridgewater Middle, and quick drives to Disney World and shopping hubs like Publix and Walmart, Latham Park North offers an idyllic blend of comfort, convenience, and natural beauty that makes it a sought-after investment in Central Florida real estate. Latham Park North is a single-family home community in Winter Garden, Florida, built between 2015 and 2019 by Ashton Woods Homes. It currently has 4 single family homes for sale with an average list price of $845,750. The homes range in size from 1,709 ft2 to 3,800 ft2. The HOA fees range from $74 to $117 per month. The average annual property tax for Latham Park North is $5,845.30. It is located in Orange County.
Median Price: $569,999

Latham Park South

Residents enjoy an array of upscale amenities, including a resort-style community pool and cabana for leisurely swims, a well-equipped amenity center for social gatherings, a dedicated playground and tot lot for children's play, and a scenic nature trail winding through lush greenery—fostering a balanced lifestyle just minutes from Disney's fireworks displays, top-rated schools like Independence Elementary, and easy access to the 429 Expressway for Orlando commutes. Latham Park South is a single-family home community in Winter Garden, Florida, built between 2018 and 2020 by Ashton Woods Homes. It currently has 4 single family homes for sale with an average list price of $1,051,434.50. The homes range in size from 2,066 ft2 to 3,880 ft2. The HOA fees range from $78 to $123 per month. The average annual property tax for Latham Park South is $8,009.83. It is located in Orange County.
Median Price: $815,000

Longleaf at Oakland

Longleaf at Oakland is a townhouse and single-family home community in Oakland, Florida, built between 2019 and 2021 by Pulte Homes. It currently has 4 single family homes for sale with an average list price of $558,725 and 2 townhouses for sale with an average list price of $401,950. 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 $4,136.22. It is located in Orange County.
Median Price: $388,000

Mcallister Landing

Mcallister 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 $4,875.12. It is located in Orange County.
Median Price: $794,500

McKinnon Square

McKinnon 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 $705,250. The homes range in size from 1,584 ft2 to 2,835 ft2. The HOA fees range from $182 to $393 per month. The average annual property tax for McKinnon Square is $1,040.72. It is located in Orange County.
Median Price: $707,500

Mezzano

Mezzano is a townhouse community in Winter Garden, Florida, built between 2023 and 2024 by Park Square Homes. It currently has 4 townhouses for sale with an average list price of $505,000. The homes range in size from 1,840 ft2 to 2,032 ft2. The HOA fees range from $140 to $159 per month. The average annual property tax for Mezzano is $1,581.08. It is located in Orange County.
Median Price: $455,000

Mezzano Townhomes

Mezzano 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.

Mountain Park Orange Groves

Mountain 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 $557,500. 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.
Median Price: $541,807

Northlake at Ovation

Northlake at Ovation is a single-family home and townhouse community in Winter Garden, Florida, built between 2023 and 2025 by Ashton Woods Homes. It currently has 8 single family homes for sale with an average list price of $792,871.13 and 2 townhouses for sale with an average list price of $449,990. The homes range in size from 1,544 ft2 to 5,612 ft2. The HOA fees range from $83 to $266 per month. The average annual property tax for Northlake at Ovation is $4,936.37. It is located in Orange County.
Median Price: $639,658

Oak Park at Winter Garden

Oak Park at Winter Garden is a single-family home community in Winter Garden, Florida, built between 1997 and 1998. It currently has no homes for sale. The homes range in size from 1,222 ft2 to 1,660 ft2. The HOA fees range from $21 to $33 per month. The average annual property tax for Oak Park at Winter Garden is $3,352.58. It is located in Orange County.
Median Price: $482,500

Oakglen Estates

Oakglen Estates is a single-family home community in Winter Garden, Florida, built between 2005 and 2007. It currently has no homes for sale. The homes range in size from 1,858 ft2 to 3,062 ft2. The HOA fees range from $33 to $64 per month. The average annual property tax for Oakglen Estates is $4,231.59. It is located in Orange County.
Median Price: $542,450

Oakland Hills

Oakland Hills is a single-family home community in Winter Garden, Florida, built between 2020 and 2025. It currently has 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 $250 to $320 per month. The average annual property tax for Oakland Hills is $4,359.62. It is located in Orange County.
Median Price: $2,421,000

Oakland Park

Oakland 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 $1,223,823. The homes range in size from 1,611 ft2 to 5,754 ft2. The HOA fees range from $125 to $729 per month. The average annual property tax for Oakland Park is $6,223.58. It is located in Orange County.
Median Price: $932,000

Oakland Trails

Oakland Trails is a single-family home community in Oakland, Florida, built between 2017 and 2020 by Meritage Homes. It currently has 8 single family homes for sale with an average list price of $589,437.50. The homes range in size from 1,640 ft2 to 3,528 ft2. The HOA fees range from $103 to $133 per month. The average annual property tax for Oakland Trails is $4,856.68. It is located in Orange County.
Median Price: $539,000

Oaks at Brandy Lake

Oaks at Brandy Lake is a single-family home and townhouse community in Winter Garden, Florida, built between 2007 and 2012. It currently has 2 single family homes for sale with an average list price of $577,500. 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 $3,638.67. It is located in Orange County.
Median Price: $495,000

Orange Cove

Orange Cove is a single-family home community in Winter Garden, Florida, built between 1995 and 2023. It currently has no homes for sale. The homes range in size from 1,249 ft2 to 2,846 ft2. The HOA fees range from $36 to $42 per month. The average annual property tax for Orange Cove is $2,158.97. It is located in Orange County.
Median Price: $462,500

Orchard Hills

Residents enjoy an array of resort-style amenities, including a sparkling community pool, a well-equipped fitness center, a welcoming clubhouse, and a playground perfect for families. The community also features a dog park, well-maintained parks, and scenic walking trails that encourage an active lifestyle. With lawn care included in the HOA fees, Orchard Hills provides a low-maintenance, carefree living experience just minutes from Winter Garden Village, top-rated schools, and major attractions like Disney World. Orchard Hills is a single-family home and townhouse community in Winter Garden, Florida, built between 2014 and 2025. It currently has 8 single family homes for sale with an average list price of $648,875 and 1 townhouse for sale with a list price of $445,990. The homes range in size from 1,576 ft2 to 5,056 ft2. The HOA fees range from $57 to $338 per month. The average annual property tax for Orchard Hills is $5,381.35. It is located in Orange County.
Median Price: $620,000

Osprey Ranch

Osprey 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 2 single family homes for sale with an average list price of $531,400 and 1 townhouse for sale with a list price of $495,000. The homes range in size from 326 ft2 to 3,045 ft2. The HOA fees range from $95 to $194 per month. The average annual property tax for Osprey Ranch is $1,236.46. It is located in Orange County.
Median Price: $585,000

Oxford Chase

Oxford Chase is a single-family home community in Winter Garden, Florida, built between 2018 and 2021. It currently has 2 single family homes for sale with an average list price of $999,500. 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 $6,628.18. It is located in Orange County.
Median Price: $735,000

Panther View

Panther 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 1 single family home for sale with a list price of $875,000. 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.
Median Price: $585,000

Park Avenue Estates

Park Avenue Estates is a single-family home community in Winter Garden, Florida, built between 1995 and 2001. It currently has no homes for sale. The homes range in size from 1,026 ft2 to 1,516 ft2. The HOA fees range from $32 to $41 per month. The average annual property tax for Park Avenue Estates is $2,264.30. It is located in Orange County.
Median Price: $334,500

Park Place

Park Place is a townhouse community in Winter Garden, Florida, built between 2019 and 2021. It currently has 2 townhouses for sale with an average list price of $1,166,500. The homes range in size from 1,777 ft2 to 2,938 ft2. The HOA fees range from $299 to $475 per month. The average annual property tax for Park Place is $6,259.12. It is located in Orange County.
Median Price: $950,000

Parkview at Hamlin

Parkview at Hamlin is a townhouse community in Winter Garden, Florida, built between 2024 and 2025 by DRB Homes. It currently has 8 townhouses for sale with an average list price of $467,020.63. 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 $1,264.59. It is located in Orange County.
Median Price: $467,580

Pleasant Park

Pleasant Park is a single-family home community in Winter Garden, Florida, built between 1928 and 2021. It currently has 1 single family home for sale with a list price of $890,000. The homes range in size from 819 ft2 to 2,560 ft2. The average annual property tax for Pleasant Park is $2,084.11. It is located in Orange County.
Median Price: $465,000

Ravenna

Situated near Seidel Road and Bowery Drive, across from the scenic Lake Hancock Preserve, Ravenna provides easy access to major highways like the Florida Turnpike and 429 Expressway, making it just a short drive from Walt Disney World, downtown Orlando, and vibrant shopping destinations such as Winter Garden Village and Hamlin Town Center. The community features approximately 80 townhomes with 3 to 4 bedrooms, and 20 luxurious single-family homes. Residents enjoy a variety of amenities, including a sparkling community pool, private cabana for gatherings, a playground for children, and nearby parks, lakes, and recreational opportunities that enhance the family-friendly lifestyle in this safe and growing neighborhood. Ravenna is a townhouse and single-family home community in Winter Garden, Florida, built between 2019 and 2023 by Park Square Homes. It currently has 1 single family home for sale with a list price of $800,000 and 1 townhouse for sale with a list price of $449,900. The homes range in size from 1,723 ft2 to 6,176 ft2. The HOA fees range from $85 to $223 per month. The average annual property tax for Ravenna is $4,303.84. It is located in Orange County.
Median Price: $450,000

Regency Oaks

Regency Oaks is a vibrant residential community offering a blend of comfort and convenience in a prime location near historic downtown Winter Garden, Florida Hospital Winter Garden, and popular shopping destinations like Winter Garden Village. Residents enjoy a range of community amenities, including a large clubhouse, a swimming pool, tennis courts, walking trails, and two playgrounds, fostering an active and family-friendly lifestyle. With easy access to major highways like the 429 and Florida Turnpike, Regency Oaks combines suburban tranquility with proximity to Orlando’s attractions, making it an ideal place to call home. Regency Oaks 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 $607,449.50. The homes range in size from 1,318 ft2 to 3,599 ft2. The HOA fees range from $80 to $508 per month. The average annual property tax for Regency Oaks is $4,283.47.
Median Price: $525,000

Roper Reserve

Roper Reserve is a single-family home community in Winter Garden, Florida, built between 2017 and 2019. It currently has 1 single family home for sale with a list price of $799,000. 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 $5,820.72. It is located in Orange County.
Median Price: $685,000

Sanctuary at Twin Waters

Sanctuary 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 1 single family home for sale with a list price of $1,195,000. 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.
Median Price: $962,500

Savannah Ridge

Savannah Ridge is a single-family home community in Winter Garden, Florida, built in 2016. It currently has 1 single family home for sale with a list price of $3,499,999. The homes have an average size of 7,428 ft2. The HOA fees range from $210 to $210 per month. The average annual property tax for Savannah Ridge is $27,337.42. It is located in Lake County.
Median Price: $1,500,000

Serenade at Ovation

Serenade 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 8 single family homes for sale with an average list price of $585,744.75. The homes range in size from 1,644 ft2 to 3,076 ft2. The HOA fees range from $121 to $220 per month. The average annual property tax for Serenade at Ovation is $1,971.89. It is located in Orange County.
Median Price: $435,500

Shadow Lawn

Shadow Lawn is a single-family home community in Winter Garden, Florida, built between 1939 and 1954. It currently has no homes for sale. The homes range in size from 836 ft2 to 2,354 ft2. The average annual property tax for Shadow Lawn is $1,048.03. It is located in Orange County.
Median Price: $284,500

Silverleaf Oaks

Residents enjoy a variety of amenities that enhance the lifestyle, including a resort-style pool with cabana for relaxation, a community playground for children, scenic walking trails for outdoor activities, a dedicated dog park for pets, and ample open green spaces for recreation. Silverleaf Oaks is a single-family home and townhouse community in Winter Garden, Florida, built between 2024 and 2025 by Pulte Homes. It currently has 2 single family homes for sale with an average list price of $680,000 and 3 townhouses for sale with an average list price of $437,026.67. The homes range in size from 1,553 ft2 to 3,878 ft2. The HOA fees range from $147 to $277 per month. The average annual property tax for Silverleaf Oaks is $1,374.22. It is located in Orange County.
Median Price: $560,895

Silverleaf Reserve

Silverleaf Reserve is a single-family home community in Winter Garden, Florida, built between 2023 and 2025 by Meritage Homes. It currently has 5 single family homes for sale with an average list price of $727,560. The homes range in size from 1,788 ft2 to 3,871 ft2. The HOA fees range from $140 to $168 per month. The average annual property tax for Silverleaf Reserve is $8,500.80. It is located in Orange County.
Median Price: $778,497.50

Silverleaf Reserve at Hamlin

Silverleaf Reserve at Hamlin is a single-family home community in Winter Garden, Florida, built between 2023 and 2025 by Meritage Homes. It currently has 1 single family home for sale with a list price of $660,000. 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 $1,802.06. It is located in Orange County.
Median Price: $700,300

Silverleaf Reserve Bungalows

Silverleaf Reserve Bungalows is a single-family home community in Winter Garden, Florida, built between 2022 and 2025 by Meritage Homes. It currently has 8 single family homes for sale with an average list price of $537,860.63. The homes range in size from 1,661 ft2 to 2,114 ft2. The HOA fees range from $105 to $148 per month. The average annual property tax for Silverleaf Reserve Bungalows is $1,861.46. It is located in Orange County.
Median Price: $533,675

Southern Pines

Southern Pines Condominiums is a vibrant gated community offering residents a blend of comfortable living and convenient access to outdoor recreation near Johns Lake, where activities like canoeing and kayaking are popular. The community boasts an array of amenities designed for relaxation and active lifestyles, including a large swimming pool, jacuzzi spa, indoor air-conditioned basketball court, fitness center, BBQ and grilling areas, tennis courts, racquetball facilities, a media room with pool tables and TVs, an on-site car wash, children's play area, and even a business center with internet access. Southern Pines is a condo community in Winter Garden, Florida, built between 2005 and 2006. It currently has 6 condos for sale with an average list price of $302,333.33. The homes range in size from 738 ft2 to 1,499 ft2. The HOA fees range from $181 to $575 per month. The average annual property tax for Southern Pines is $2,466.10. It is located in Orange County.
Median Price: $276,000

Stanton Estates

Stanton Estates is a single-family home community in Winter Garden, Florida, built between 2018 and 2021 by Jones Homes USA. It currently has no homes for sale. The homes range in size from 2,909 ft2 to 5,042 ft2. The HOA fees range from $133 to $172 per month. The average annual property tax for Stanton Estates is $6,676.37. It is located in Orange County.
Median Price: $1,312,500

Sterling Pointe

Sterling Pointe is a single-family home and townhouse community in Winter Garden, Florida, built between 2001 and 2024. It currently has no homes for sale. The homes range in size from 1,425 ft2 to 2,115 ft2. The HOA fees range from $40 to $184 per month. The average annual property tax for Sterling Pointe is $2,293.02. It is located in Orange County.
Median Price: $415,000

Stone Creek

Stone Creek is a single-family home community in Winter Garden, Florida, built between 2000 and 2006. It currently has 5 single family homes for sale with an average list price of $441,380. The homes range in size from 1,252 ft2 to 2,404 ft2. The HOA fees range from $31 to $47 per month. The average annual property tax for Stone Creek is $3,525.60. It is located in Orange County.
Median Price: $434,500

Storey Grove

Storey Grove is a single-family home and townhouse community in Winter Garden, Florida, built between 2016 and 2024 by Lennar. It currently has 17 single family homes for sale with an average list price of $653,953.35 and 10 townhouses for sale with an average list price of $431,812.90. The homes range in size from 1,599 ft2 to 3,505 ft2. The HOA fees range from $21 to $551 per month. The average annual property tax for Storey Grove is $3,242.65. It is located in Orange County.
Median Price: $510,000

Summerlake

Summerlake 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 $698,780. 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 $5,414.48. It is located in Orange County.
Median Price: $564,500

Summerlake Groves

Summerlake Groves is a single-family home community in Winter Garden, Florida, built between 2015 and 2018 by M/I Homes. It currently has 1 single family home for sale with a list price of $625,000. 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 $5,128.58. It is located in Orange County.
Median Price: $632,000

Summerlake Reserve

Summerlake Reserve is a single-family home community in Winter Garden, Florida, built between 2023 and 2025. It currently has 2 single family homes for sale with an average list price of $934,500. 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.
Median Price: $795,250

Sunset Lakes

Sunset Lakes is a single-family home community in Winter Garden, Florida, built between 1991 and 2004. It currently has 2 single family homes for sale with an average list price of $1,050,500. The homes range in size from 2,186 ft2 to 4,379 ft2. The HOA fees range from $53 to $60 per month. The average annual property tax for Sunset Lakes is $8,475.51. It is located in Orange County.
Median Price: $1,300,000

Temple Grove

Temple Grove is a single-family home community in Winter Garden, Florida, built between 1962 and 2020. It currently has 1 single family home for sale with a list price of $1,050,000. The homes range in size from 1,917 ft2 to 3,185 ft2. The average annual property tax for Temple Grove is $3,523.38. It is located in Orange County.

The Cove at Hamlin

The Cove at Hamlin is a picturesque residential community offering a blend of modern homes and serene lakefront living along Lake Hancock. Residents enjoy a resort-style lifestyle with an array of amenities, including a luxurious clubhouse featuring a state-of-the-art fitness center, a large community pool with fire pits and a splash pad for family fun, scenic walking and biking trails, a children's playground, tennis courts, sports fields, and a waterfront amphitheater for gatherings. The neighborhood also provides access to lakeside features like community canoes, a marina, boardwalk, and nearby shopping and dining at the Hamlin Town Center, making it an ideal spot for those seeking both relaxation and convenience in Central Florida. The Cove at Hamlin is a single-family home community in Winter Garden, Florida, built between 2015 and 2018. It currently has 1 single family home for sale with a list price of $524,900. The homes range in size from 1,989 ft2 to 2,656 ft2. The HOA fees range from $225 to $321 per month. The average annual property tax for The Cove at Hamlin is $4,705.99. It is located in Orange County.

The Grove Resort and Spa

The Grove Resort & Water Park in Winter Garden, Florida, is a family-friendly destination nestled on 106 acres overlooking Lake Austin, offering a serene escape just minutes from Walt Disney World via complimentary shuttle service. On-site amenities abound, including the thrilling Surfari Water Park with a FlowRider surf simulator, multiple water slides, a lazy river, and three outdoor pools featuring splash zones and cabanas for relaxation. Guests can unwind at the Escape Spa with massages and treatments, enjoy arcade games at the Hoopla Activity Center, or explore nearby Orlando attractions like theme parks and outdoor adventures. The Grove Resort and Spa is a trio of condo buildings in Winter Garden, Florida, built between 2016 and 2018. It currently has 14 condos for sale with an average list price of $327,914.21. The homes range in size from 1,265 ft2 to 1,544 ft2. The HOA fees range from $583 to $899 per month. The average annual property tax for The Grove Resort and Spa is $6,197.42. It is located in Orange County.

The Harbor

The 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.

The Orchard

The Orchard is a townhouse community in Winter Garden, Florida, built between 2006 and 2024 by Pulte Homes. It currently has 1 townhouse for sale with a list price of $319,900. The homes range in size from 1,491 ft2 to 3,199 ft2. The HOA fees range from $250 to $504 per month. The average annual property tax for The Orchard is $2,803.21. It is located in Orange County.
Median Price: $340,000

The Overlook at Johns Lake Pointe

The Overlook at Johns Lake Pointe is a single-family home community in the Johns Lake Pointe neighborhood of Winter Garden, Florida, built between 2013 and 2023. It currently has 1 single family home for sale with a list price of $1,399,000. The homes range in size from 3,447 ft2 to 5,501 ft2. The HOA fees range from $43 to $128 per month. The average annual property tax for The Overlook at Johns Lake Pointe is $7,530.71. It is located in Orange County.
Median Price: $1,085,000

The Reserve at Carriage Pointe

The Reserve at Carriage Pointe is a single-family home community in Winter Garden, Florida, built between 2013 and 2022 by Taylor Morrison. It currently has 3 single family homes for sale with an average list price of $824,666.33. The homes range in size from 2,592 ft2 to 4,319 ft2. The HOA fees range from $102 to $178 per month. The average annual property tax for The Reserve at Carriage Pointe is $5,470.93. It is located in Orange County.
Median Price: $725,000

Tilden Place at Winter Garden

Tilden Place at Winter Garden is a single-family home community in Winter Garden, Florida, built in 2022 by M/I Homes. It currently has 1 single family home for sale with a list price of $760,000. The homes range in size from 1,857 ft2 to 4,076 ft2. The HOA fees range from $183 to $185 per month. The average annual property tax for Tilden Place at Winter Garden is $3,769.05. It is located in Orange County.

Timber Creek Pines

Timber Creek Pines is a single-family home community in Winter Garden, Florida, built between 1999 and 2006. It currently has 2 single family homes for sale with an average list price of $517,000. The homes range in size from 896 ft2 to 1,962 ft2. The HOA fees range from $38 to $84 per month. The average annual property tax for Timber Creek Pines is $2,452.68. It is located in Orange County.
Median Price: $560,000

Timbercreek Pines

Timbercreek 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.

Trails of Winter Garden

Trails of Winter Garden is a single-family home community in Winter Garden, Florida, built between 2005 and 2007. It currently has 1 single family home for sale with a list price of $525,000. The homes range in size from 1,679 ft2 to 2,568 ft2. The HOA fees range from $52 to $55 per month. The average annual property tax for Trails of Winter Garden is $4,156.32. It is located in Orange County.

Trailside Station

Trailside 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 $29 to $30 per month. The average annual property tax for Trailside Station is $3,340.62. It is located in Orange County.

Tribute at Ovation

Tribute 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 $444,615. 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 $2,816.57. It is located in Orange County.
Median Price: $445,990

Tucker Oaks

Tucker Oaks is a condo and townhouse community in Winter Garden, Florida, built between 2007 and 2014. It currently has 2 townhouses for sale with an average list price of $369,897.50 and 3 condos for sale with an average list price of $312,633.33. The homes range in size from 1,198 ft2 to 1,780 ft2. The HOA fees range from $18 to $270 per month. The average annual property tax for Tucker Oaks is $2,406.60. It is located in Orange County.
Median Price: $335,000

Valencia Shores

Valencia Shores is a single-family home community in Winter Garden, Florida, built between 1973 and 1980. It currently has 1 single family home for sale with a list price of $579,900. The homes range in size from 1,736 ft2 to 3,654 ft2. The HOA fees range from $13 to $13 per month. The average annual property tax for Valencia Shores is $3,314.36. It is located in Orange County.
Median Price: $670,000

Verde Park

Verde 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 $766,333. The homes range in size from 2,736 ft2 to 5,200 ft2. The HOA fees range from $66 to $160 per month. The average annual property tax for Verde Park is $5,381.01. It is located in Lake County.
Median Price: $750,000

Village Grove

Village Grove is a townhouse community in Winter Garden, Florida, built between 1984 and 2007. It currently has 5 townhouses for sale with an average list price of $237,400. The homes range in size from 756 ft2 to 1,538 ft2. The HOA fees range from $42 to $63 per month. The average annual property tax for Village Grove is $1,216.41. It is located in Orange County.
Median Price: $272,450

Walkers Grove

Walkers Grove is a townhouse community in Winter Garden, Florida, built in 2015. It currently has 1 townhouse for sale with a list price of $525,000. 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 $3,831.26. It is located in Orange County.
Median Price: $527,500

Waterleigh

Waterleigh is a single-family home and townhouse community in Winter Garden, Florida, built between 2015 and 2025 by D.R. Horton. It currently has 54 single family homes for sale with an average list price of $737,573.37 and 15 townhouses for sale with an average list price of $435,595.27. The homes range in size from 1,567 ft2 to 4,328 ft2. The HOA fees range from $19 to $558 per month. The average annual property tax for Waterleigh is $2,221.92. It is located in Orange County.
Median Price: $723,301

Watermark

Watermark 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 $753,800 and 4 townhouses for sale with an average list price of $431,450. 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 $5,486.14. It is located in Orange County.
Median Price: $526,500

Waterside

Waterside is a single-family home community in Winter Garden, Florida, built between 1954 and 2022 by Lennar. It currently has 6 single family homes for sale with an average list price of $579,816.50. The homes range in size from 1,692 ft2 to 6,977 ft2. The HOA fees range from $118 to $368 per month. The average annual property tax for Waterside is $4,793.11. It is located in Orange County.
Median Price: $740,000

Westfield Lakes

Westfield Lakes is a single-family home community in Winter Garden, Florida, built between 1996 and 2005. It currently has 3 single family homes for sale with an average list price of $740,000. The homes range in size from 1,982 ft2 to 3,802 ft2. The HOA fees range from $51 to $275 per month. The average annual property tax for Westfield Lakes is $4,346.32. It is located in Orange County.
Median Price: $631,000

Westhaven at Ovation

Westhaven 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 $1,055,520.75 and 2 townhouses for sale with an average list price of $509,500. The homes range in size from 1,720 ft2 to 4,152 ft2. The HOA fees range from $110 to $220 per month. The average annual property tax for Westhaven at Ovation is $3,219.01. It is located in Orange County.
Median Price: $900,000

Westlake Manor

Westlake 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 $739,000. 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 $3,277.74. It is located in Orange County.
Median Price: $900,000

Westside Townhomes

Westside Townhomes offers a charming residential enclave of 291 individually owned townhomes, blending suburban tranquility with convenient urban access just off West Colonial Drive. This deed-restricted community provides an inviting lifestyle for families and professionals alike, with easy proximity to major roadways like the Florida Turnpike, SR-408, and SR-429, as well as the bustling Downtown Winter Garden featuring eclectic shops, a historic theater, weekly farmers markets, and seasonal events. Key amenities elevate everyday living, including a refreshing community swimming pool and cabana for leisurely swims and gatherings, a dedicated playground for children's outdoor play, well-maintained sidewalks for scenic strolls, and comprehensive on-site maintenance services to ensure hassle-free living. Residents also enjoy quick access to nearby natural escapes like the West Orange Trail for biking and running, and Tucker Ranch Nature Preserve for picnics and kayaking, making Westside Townhomes a seamless fusion of comfort, recreation, and community spirit. Westside Townhomes is a townhouse community in Winter Garden, Florida, built between 1986 and 2005. It currently has 5 townhouses for sale with an average list price of $235,780. The homes range in size from 639 ft2 to 1,497 ft2. The HOA fees range from $47 to $150 per month. The average annual property tax for Westside Townhomes is $1,799.17. It is located in Orange County.
Median Price: $226,000

Wincey Groves

Wincey Groves is a single-family home community in Winter Garden, Florida, built between 2020 and 2021 by Dream Finders Homes. It currently has 3 single family homes for sale with an average list price of $781,633.33. 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 $3,764.87. It is located in Orange County.
Median Price: $797,500

Winding Bay

Winding 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 8 single family homes for sale with an average list price of $837,912.50. 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 $2,948.13. It is located in Orange County.
Median Price: $725,000

Winding Bay Preserve

Winding Bay Preserve is a townhouse community in Winter Garden, Florida, built between 2019 and 2021 by K. Hovnanian Homes. It currently has 4 townhouses for sale with an average list price of $425,750. 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 $3,852.89. It is located in Orange County.
Median Price: $420,000

Windtree Gardens

Windtree Gardens, located on the south side of Colonial Drive, is ideal for those seeking a convenient location near Winter Garden Village, Publix, Target, and local parks. The community features a range of amenities, including a clubhouse, a swimming pool, a basketball court, and tennis courts, fostering a vibrant and active lifestyle. Windtree Gardens is a condo community in Winter Garden, Florida, built between 1983 and 1985. It currently has 3 condos for sale with an average list price of $198,000. The homes have an average size of 918 ft2. The HOA fees range from $150 to $260 per month. The average annual property tax for Windtree Gardens is $1,629.94. It is located in Orange County.
Median Price: $215,000

Winter Grove

Winter 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 between 2025 and 2026 by Pulte Homes. It currently has 4 single family homes for sale with an average list price of $887,412.50. The homes range in size from 2,400 ft2 to 4,442 ft2. The HOA fees range from $240 to $240 per month. The average annual property tax for Winter Grove is $1,931.86.
Median Price: $852,780

Winter Oaks

Winter 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 $739,000. The homes range in size from 1,297 ft2 to 3,170 ft2. The HOA fees range from $51 to $146 per month. The average annual property tax for Winter Oaks is $3,694.22. It is located in Orange County.
Median Price: $553,500

Wintermere Harbor

Wintermere Harbor is a serene, gated community offering residents a blend of suburban tranquility and convenient access to nearby attractions. Known for its family-friendly atmosphere and picturesque surroundings, including views of Lake Luntz and scenic ponds for some homes, the neighborhood features a range of appealing amenities that enhance daily living. These include a luxurious clubhouse at the community's heart, a sparkling swimming pool for relaxation and recreation, well-maintained walking trails for outdoor strolls, inviting parks for leisure activities, and a basketball court for sports enthusiasts. Additionally, the area boasts proximity to numerous grocery stores, cafes, and restaurants, making it an ideal spot for those seeking both community perks and urban conveniences. Wintermere Harbor is a single-family home community in Winter Garden, Florida, built between 1999 and 2003. It currently has no homes for sale. The homes range in size from 2,532 ft2 to 3,775 ft2. The HOA fees range from $78 to $131 per month. The average annual property tax for Wintermere Harbor is $5,315.96. It is located in Orange County.
Median Price: $782,500

Wintermere Pointe

Wintermere Pointe is a well-established gated community offering residents a serene suburban lifestyle with convenient access to nearby shopping and dining at Winter Garden Village. The neighborhood boasts a range of amenities, including two ponds for waterfront views, a playground, a tennis court, sidewalks for easy strolling, security features, and several wetland or wooded areas that enhance its natural appeal. Wintermere Pointe is a single-family home community in Winter Garden, Florida, built between 1999 and 2004. It currently has 2 single family homes for sale with an average list price of $546,950. The homes range in size from 1,843 ft2 to 4,241 ft2. The HOA fees range from $67 to $90 per month. The average annual property tax for Wintermere Pointe is $5,107.20. It is located in Orange County.
Median Price: $625,000

Winters Landing

The 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 1 single family home for sale with a list price of $899,000. The homes range in size from 2,447 ft2 to 3,698 ft2. The HOA fees range from $21 to $60 per month. The average annual property tax for Winters Landing is $5,104.87. It is located in Orange County.

Woodbridge on The Green

Woodbridge on The Green is a single-family home community in Winter Garden, Florida, built between 1987 and 2015. It currently has 1 single family home for sale with a list price of $674,000. The homes range in size from 1,892 ft2 to 4,209 ft2. The HOA fees range from $105 to $315 per month. The average annual property tax for Woodbridge on The Green is $4,869.69. It is located in Orange County.
Median Price: $685,000
Sold Homes

We have helped thousands of families buy and sell homes!

HomesByMarco agents are experts in the area. If you're looking to buy or sell a home, give us a call today at 888-326-2726.