Subdivisions & Condo Buildings that attend West Orange High School, Winter Garden, FL

Community Median Price
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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 $5,306.79. It is located in Orange County.
Median Price: 623,750
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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 $544,900. The homes range in size from 1,892 ft2 to 3,239 ft2. The HOA fees range from $104 to $147 per month. The average annual property tax for Amberleigh is $3,425.47. It is located in Orange County.
Median Price: 585,000
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Arlington Bay

The Arlington Bay subdivision is a gated, single family home community in Orlando, FL. Arlington Bay features 93 homes, most were constructed in 2005 and 2006. The homes range in square footage from 1,561 sqft to 3,041 sqft. 15 homes are nestled on the 2 ponds situated in Arlington Bay. This subdivision is located West of Winter Garden Vineland Road, in between Lake Sheen and Lake Mabel. Arlington Bay is a single-family home community in Orlando, Florida, built between 2005 and 2006. It currently has 2 single family homes for sale with an average list price of $553,500. The homes range in size from 2,042 ft2 to 2,824 ft2. The HOA fees range from $41 to $49 per month. The average annual property tax for Arlington Bay is $4,841.48. It is located in Orange County.
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Ashlin Park

Ashlin Park is a single-family home and townhouse community in the Lakeside Village neighborhood of Windermere, Florida, built between 2015 and 2017. It currently has 3 single family homes for sale with an average list price of $685,633.33 and 2 townhouses for sale with an average list price of $429,500. The homes range in size from 1,569 ft2 to 3,644 ft2. The HOA fees range from $60 to $347 per month. The average annual property tax for Ashlin Park is $5,113.09. It is located in Orange County.
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Avalon Reserve Village

Avalon 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 $63 to $95 per month. The average annual property tax for Avalon Reserve Village is $5,466.10. It is located in Orange County.
Median Price: 740,000
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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 $533 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
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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 $897,500. 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: 775,000
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Bay Street Park

Bay Street Park is a single-family home community in Winter Garden, Florida, built between 1961 and 1968. It currently has 4 single family homes for sale with an average list price of $248,225. The homes range in size from 814 ft2 to 1,874 ft2. The average annual property tax for Bay Street Park is $1,355.76. It is located in Orange County.
Median Price: 192,000
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Belle Meade

Belle Meade is a single-family home community in Winter Garden, Florida, built between 2006 and 2011. It currently has 5 single family homes for sale with an average list price of $775,140. 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 $5,450.41. It is located in Orange County.
Median Price: 715,000
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Belmere Village

Belmere Village is a single-family home community in Windermere, Florida, built between 2001 and 2006. It currently has 10 single family homes for sale with an average list price of $657,316. The homes range in size from 1,581 ft2 to 3,800 ft2. The HOA fees range from $100 to $160 per month. The average annual property tax for Belmere Village is $5,335.10. It is located in Orange County.
Median Price: 610,000
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Black Lake Park

Black 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 $799,000. 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 $3,839.02. It is located in Orange County.
Median Price: 555,000
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Black Lake Preserve

Black Lake Preserve is a single-family home community in Winter Garden, Florida, built between 2015 and 2018. It currently has 2 single family homes for sale with an average list price of $690,000. 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 $6,913.54. It is located in Orange County.
Median Price: 720,000
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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 3 single family homes for sale with an average list price of $1,138,333.33. 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 $6,877.65. It is located in Orange County.
Median Price: 650,000
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Brandy Creek

Brandy 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 $84 per month. The average annual property tax for Brandy Creek is $3,303.19. It is located in Orange County.
Median Price: 510,000
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Briley Farm

Briley Farm is a single-family home community in Oakland, Florida, built in 2026. It currently has 9 lots for sale with an average list price of $820,000. The homes have an average size of 6,428 ft2. The HOA fees range from $150 to $150 per month. The average annual property tax for Briley Farm is $4,711. It is located in Orange County.
Median Price: 1,987,500
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Bronsons Landing

Bronsons 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 $896,299.67. 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 $6,811.16. It is located in Orange County.
Median Price: 750,000
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Brookestone

Brookestone is a well-established gated community offering a serene suburban escape just minutes from downtown Orlando, the Florida Turnpike, and major attractions like Walt Disney World. This family-friendly neighborhood boasts an array of amenities designed to enhance outdoor living, including a shaded recreational area with tennis and basketball courts, a children's playground, multiple green spaces, scenic sidewalks for leisurely strolls, and five picturesque community ponds that provide tranquil natural views. Brookestone is a single-family home community in Ocoee, Florida, built between 2000 and 2004. It currently has 2 single family homes for sale with an average list price of $632,500. The homes range in size from 2,025 ft2 to 3,850 ft2. The HOA fees range from $71 to $108 per month. The average annual property tax for Brookestone is $4,604.16. It is located in Orange County.
Median Price: 610,000
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Brookhaven Oaks

Brookhaven Oaks is a sought-after residential neighborhood within the Wesmere community, offering residents a serene suburban escape with resort-style living just minutes from Orlando's bustling attractions. This family-friendly enclave features tree-lined streets and an array of premium amenities designed to enhance everyday leisure and wellness, including a sparkling community pool for lazy afternoons, lighted tennis courts for competitive matches, a dedicated playground for children to unleash their energy, and scenic walking and biking paths that wind through lush landscapes. Pet owners and fitness enthusiasts alike will appreciate the nearby dog park and 24-hour gym access, while the central clubhouse serves as a hub for social gatherings with an outdoor BBQ area perfect for neighborhood barbecues. With easy connectivity to major highways like the 408, 429, and Florida's Turnpike, Brookhaven Oaks combines these upscale conveniences with proximity to West Oaks Mall, Universal Studios, and Disney World, making it an ideal haven for those seeking comfort, community, and convenience in Central Florida. Brookhaven Oaks is a single-family home community in Ocoee, Florida, built between 1996 and 1997. It currently has 3 single family homes for sale with an average list price of $649,999.67. The homes range in size from 2,105 ft2 to 2,971 ft2. The HOA fees range from $40 to $252 per month. The average annual property tax for Brookhaven Oaks is $4,353.52. It is located in Orange County.
Median Price: 595,000
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Burchshire

Burchshire is a single-family home community in Winter Garden, Florida, built between 1947 and 2024. It currently has 2 single family homes for sale with an average list price of $557,000. 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.
Median Price: 260,000
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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 $849,900. 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 $5,440.02. It is located in Orange County.
Median Price: 830,000
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Canopy Oaks

Canopy Oaks is a single-family home community in Winter Garden, Florida, built between 2016 and 2020. It currently has 3 single family homes for sale with an average list price of $1,336,666.67. 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 $11,341.34. It is located in Orange County.
Median Price: 1,410,000
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Carriage Pointe

Carriage 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 $580,000. 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 $4,686.31. It is located in Orange County.
Median Price: 713,000
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Cheshire Woods

Cheshire Woods is a single-family home community in Ocoee, Florida, built between 1997 and 1999. It currently has 1 single family home for sale with a list price of $429,000. The homes range in size from 1,525 ft2 to 1,975 ft2. The HOA fees range from $101 to $252 per month. The average annual property tax for Cheshire Woods is $3,629.30. It is located in Orange County.
Median Price: 425,000
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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 $125 per month. The average annual property tax for Cobblestone of Winter Garden is $3,651.00. It is located in Orange County.
Median Price: 545,000
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Country Lakes

Country 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 $759,000. The homes range in size from 2,018 ft2 to 3,578 ft2. The HOA fees range from $31 to $52 per month. The average annual property tax for Country Lakes is $6,864.37. It is located in Orange County.
Median Price: 1,260,000
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Courtlea Oaks

Courtlea Oaks is a single-family home community in Winter Garden, Florida, built between 1996 and 2003. It currently has 2 single family homes for sale with an average list price of $837,500. 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: 845,000
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Courtlea Park

Courtlea Park 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 $687,000. 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: 685,000
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Cross Creek

Cross Creek is a single-family home community in Ocoee, Florida, built between 1995 and 2000. It currently has 3 single family homes for sale with an average list price of $466,333.33. The homes range in size from 1,414 ft2 to 2,858 ft2. The HOA fees range from $50 to $93 per month. The average annual property tax for Cross Creek is $3,898.40. It is located in Orange County.
Median Price: 475,000
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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 2 single family homes for sale with an average list price of $859,500. 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 $5,922.21. It is located in Orange County.
Median Price: 749,900
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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 $2,559.10. It is located in Orange County.
Median Price: 320,000
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Daniels Crossing

Daniels Crossing is a single-family home community in Winter Garden, Florida, built between 1997 and 2001. It currently has 4 single family homes for sale with an average list price of $375,000. 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 $1,976.63. It is located in Orange County.
Median Price: 375,000
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Deer Island

Deer 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 $1,213,282. 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: 1,325,000
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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.
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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: 902,500
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East Garden Manor

East Garden Manor is a single-family home community in Winter Garden, Florida, built between 1954 and 2021. It currently has 1 single family home for sale with a list price of $1,199,999. 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.
Median Price: 352,500
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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 $275 to $300 per month. The average annual property tax for Edgewater Beach is $3,225.18. It is located in Lake County.
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Ellman Park

Ellman Park is a single-family home community in Winter Garden, Florida, built between 1938 and 2023. It currently has 1 single family home for sale with a list price of $425,000. 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: 445,000
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Emerald Ridge

Emerald Ridge is a single-family home community in Winter Garden, Florida, built between 2003 and 2005. It currently has 1 single family home for sale with a list price of $545,000. 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 $3,911.95. It is located in Orange County.
Median Price: 572,000
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Estates at Windermere

Estates at Windermere is a single-family home community in Windermere, Florida, built between 1996 and 2001. It currently has 1 single family home for sale with a list price of $1,347,000. The homes range in size from 2,634 ft2 to 5,186 ft2. The HOA fees range from $155 to $183 per month. The average annual property tax for Estates at Windermere is $8,177.33. It is located in Orange County.
Median Price: 1,100,000
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Fairfax Village

Fairfax Village is a single-family home community in Ocoee, Florida, built between 1993 and 1995. It currently has no homes for sale. The homes range in size from 1,683 ft2 to 2,118 ft2. The HOA fees range from $200 to $235 per month. The average annual property tax for Fairfax Village is $3,376.09. It is located in Orange County.
Median Price: 497,500
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Fenwick Cove

Fenwick Cove is a single-family home community in Ocoee, Florida, built between 1998 and 1999. It currently has 2 single family homes for sale with an average list price of $554,950. The homes range in size from 1,474 ft2 to 2,434 ft2. The HOA fees range from $200 to $252 per month. The average annual property tax for Fenwick Cove is $4,398.27. It is located in Orange County.
Median Price: 482,000
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Foxcrest

Foxcrest 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 $729,950. 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 $5,862.96. It is located in Orange County.
Median Price: 725,000
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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.
Median Price: 1,074,000
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Glenmuir

Glenmuir is a single-family home community in Windermere, Florida, built between 2002 and 2003. It currently has 6 single family homes for sale with an average list price of $886,550. The homes range in size from 2,019 ft2 to 3,596 ft2. The HOA fees range from $20 to $170 per month. The average annual property tax for Glenmuir is $6,053.75. It is located in Orange County.
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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 3 single family homes for sale with an average list price of $865,666.67. 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: 852,000
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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 no homes for sale. 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.
Median Price: 590,000
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Grovehurst

Grovehurst 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.
Median Price: 600,000
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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 $678,365.83. 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 $4,213.87. It is located in Orange County.
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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 $780,337.50 and 6 townhouses for sale with an average list price of $429,248.33. 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 $5,230.11. It is located in Orange County.
Median Price: 393,400
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Hampton Woods

Hampton Woods is a single-family home community in Ocoee, Florida, built between 1997 and 1998. It currently has 1 single family home for sale with a list price of $445,000. The homes range in size from 1,558 ft2 to 2,502 ft2. The HOA fees range from $200 to $235 per month. The average annual property tax for Hampton Woods is $4,255.46. It is located in Orange County.
Median Price: 490,000
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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 14 single family homes for sale with an average list price of $737,076.36, 6 townhouses for sale with an average list price of $471,666.67, 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 $95 to $343 per month. The average annual property tax for Harvest at Ovation is $1,575.92. It is located in Orange County.
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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.
Median Price: 502,500
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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 $2,225,000. 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.
Median Price: 812,500
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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 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 $4,951.12. It is located in Orange County.
Median Price: 439,900
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Highlands of Ocoee

Highlands of Ocoee is a single-family home community in Ocoee, Florida, built between 1993 and 1994. It currently has . The homes range in size from 1,472 ft2 to 1,672 ft2. The HOA fees range from $46 to $64 per month. The average annual property tax for Highlands of Ocoee is $2,272.06. It is located in Orange County.
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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.
Median Price: 829,000
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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 23 single family homes for sale with an average list price of $756,617.39 and 13 townhouses for sale with an average list price of $413,899.23. 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 $5,420.66. It is located in Orange County.
Median Price: 642,500
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John's Cove

John's Cove is a single-family home community in Oakland, Florida, built between 2001 and 2020. It currently has 1 single family home for sale with a list price of $729,999. The homes range in size from 2,465 ft2 to 6,065 ft2. The HOA fees range from $100 to $157 per month. The average annual property tax for John's Cove is $9,295.40. It is located in Orange County.
Median Price: 1,570,000
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Johns Lake Pointe

Johns 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 $677,130 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 $43 to $207 per month. The average annual property tax for Johns Lake Pointe is $5,192.21. It is located in Orange County.
Median Price: 670,000
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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 13 single family homes for sale with an average list price of $752,807.39. 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 $5,544.02. It is located in Orange County.
Median Price: 600,000
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Keenes Pointe

Keenes Pointe is a single-family home community in Windermere, Florida, built between 1999 and 2018. It currently has 37 single family homes for sale with an average list price of $2,730,026.60 and 2 lots for sale with an average list price of $3,250,000. The homes range in size from 2,117 ft2 to 10,485 ft2. The HOA fees range from $8 to $290 per month. The average annual property tax for Keenes Pointe is $15,116.75. It is located in Orange County.
Median Price: 1,402,500
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Kelso on Lake Butler

Kelso on Lake Butler is a single-family home community in Windermere, Florida, built between 1975 and 2009. It currently has no homes for sale. The homes range in size from 2,696 ft2 to 6,448 ft2. The HOA fees range from $38 to $63 per month. The average annual property tax for Kelso on Lake Butler is $16,001.59. It is located in Orange County.
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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 $625,000. 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: 550,000
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Lake Avalon Groves

Lake Avalon Groves is a single-family home community in Winter Garden, Florida, built between 1929 and 2025. It currently has 10 single family homes for sale with an average list price of $1,718,200 and 4 lots for sale with an average list price of $2,445,500. 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 $4,691.66. It is located in Orange County.
Median Price: 1,000,000
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Lake Burden South

Lake Burden South is a townhouse and single-family home community in Windermere, Florida, built between 2007 and 2016 by K. Hovnanian Homes. It currently has 5 single family homes for sale with an average list price of $1,142,899.60 and 4 townhouses for sale with an average list price of $410,200. The homes range in size from 1,224 ft2 to 5,159 ft2. The HOA fees range from $60 to $282 per month. The average annual property tax for Lake Burden South is $5,667.34. It is located in Orange County.
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Lake Cove Pointe

Lake Cove Pointe is a single-family home community in Winter Garden, Florida, built between 2001 and 2016. It currently has 3 single family homes for sale with an average list price of $1,068,333.33. The homes range in size from 896 ft2 to 4,176 ft2. The HOA fees range from $23 to $331 per month. The average annual property tax for Lake Cove Pointe is $4,232.08. It is located in Orange County.
Median Price: 822,500
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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 1 single family home for sale with a list price of $990,000. 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.
Median Price: 1,050,000
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Lake Sawyer South

Lake Sawyer South is a single-family home and townhouse community in the Lakeside Village neighborhood of Windermere, Florida, built between 2007 and 2013 by Lennar and Pulte Homes. It currently has 4 single family homes for sale with an average list price of $712,225 and 2 townhouses for sale with an average list price of $419,900. The homes range in size from 1,644 ft2 to 3,653 ft2. The HOA fees range from $38 to $296 per month. The average annual property tax for Lake Sawyer South is $4,830.77. It is located in Orange County.
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Lakes of Windermere

Lakes of Windermere is a single-family home community in Windermere, Florida, built between 2002 and 2020. It currently has 11 single family homes for sale with an average list price of $797,400. The homes range in size from 1,857 ft2 to 4,523 ft2. The HOA fees range from $23 to $210 per month. The average annual property tax for Lakes of Windermere is $5,181.50. It is located in Orange County.
Median Price: 837,500
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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.
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Lakeside at Lakes of Windermere

Lakeside at Lakes of Windermere is a condo community in Windermere, Florida, built between 2006 and 2012. It currently has 2 townhouses for sale with an average list price of $342,000 and 6 condos for sale with an average list price of $336,999.17. The homes range in size from 1,161 ft2 to 1,644 ft2. The HOA fees range from $322 to $485 per month. The average annual property tax for Lakeside at Lakes of Windermere is $2,860.99. It is located in Orange County.
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Lakeview Reserve

Lakeview 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.
Median Price: 565,000
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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 3 single family homes for sale with an average list price of $553,304.33 and 3 townhouses for sale with an average list price of $393,300. 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 $4,164.06. It is located in Orange County.
Median Price: 384,000
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Mabel Bridge

Mabel Bridge is a single-family home community in Orlando, Florida, built between 2011 and 2016. It currently has 3 single family homes for sale with an average list price of $704,333.33. The homes range in size from 1,723 ft2 to 4,214 ft2. The HOA fees range from $67 to $296 per month. The average annual property tax for Mabel Bridge is $5,660.96. It is located in Orange County.
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Magnolia Springs

Magnolia Springs is a single-family home community in Orlando, Florida, built between 1984 and 1989. It currently has 1 single family home for sale with a list price of $320,000. The homes range in size from 1,373 ft2 to 2,103 ft2. The HOA fees range from $4 to $5 per month. The average annual property tax for Magnolia Springs is $4,552.94. It is located in Orange County.
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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 $732,500. The homes range in size from 1,584 ft2 to 2,822 ft2. The HOA fees range from $320 to $393 per month. The average annual property tax for McKinnon Square is $1,533.84. It is located in Orange County.
Median Price: 707,500
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Merrick Landing

Merrick Landing is a townhouse community in Windermere, Florida, built in 2003. It currently has 1 townhouse for sale with a list price of $380,000. The homes range in size from 1,093 ft2 to 1,556 ft2. The HOA fees range from $167 to $276 per month. The average annual property tax for Merrick Landing is $3,070.10. It is located in Orange County.
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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: 488,750
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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
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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 12 single family homes for sale with an average list price of $1,085,735.83. The homes range in size from 1,584 ft2 to 5,754 ft2. The HOA fees range from $125 to $729 per month. The average annual property tax for Oakland Park is $5,539.14. It is located in Orange County.
Median Price: 980,000
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Oakland Pointe

Oakland Pointe is a single-family home community in Oakland, Florida, built between 1998 and 2021. It currently has no homes for sale. The homes range in size from 1,640 ft2 to 3,100 ft2. The HOA fees range from $21 to $35 per month. The average annual property tax for Oakland Pointe is $4,314.67. It is located in Orange County.
Median Price: 619,000
Oakland Trails

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 $530,687.50. The homes range in size from 1,640 ft2 to 3,449 ft2. The HOA fees range from $103 to $128 per month. The average annual property tax for Oakland Trails is $4,731.85. It is located in Orange County.
Median Price: 490,000
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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 1 single family home for sale with a list price of $500,000. 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 $3,596.36. It is located in Orange County.
Median Price: 585,000
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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
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Oxford Chase

Oxford Chase is a single-family home community in Winter Garden, Florida, built between 2018 and 2021. It currently has 3 single family homes for sale with an average list price of $809,800. 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.
Median Price: 753,750
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Oxford Moor

Oxford Moor is a single-family home community in Windermere, Florida, built between 2002 and 2011. It currently has 1 single family home for sale with a list price of $2,299,995. The homes range in size from 3,793 ft2 to 5,867 ft2. The HOA fees range from $150 to $550 per month. The average annual property tax for Oxford Moor is $10,080.54. It is located in Orange County.
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Park Avenue Estates

Park 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.
Median Price: 322,500
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Park Place

Park Place is a townhouse community in Winter Garden, Florida, built between 2019 and 2023. It currently has 1 townhouse for sale with a list price of $1,049,000. 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 $5,914.59. It is located in Orange County.
Median Price: 950,000
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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 $950,000. 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: 627,500
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Providence

Providence is a single-family home community in Windermere, Florida, built between 2002 and 2013. It currently has 5 single family homes for sale with an average list price of $957,580. The homes range in size from 2,086 ft2 to 5,369 ft2. The HOA fees range from $30 to $103 per month. The average annual property tax for Providence is $6,442.83. It is located in Orange County.
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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 3 single family homes for sale with an average list price of $599,966.33. 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: 506,000
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Reserve at Belmere

Reserve at Belmere is a single-family home community in Windermere, Florida, built between 2002 and 2007. It currently has 2 single family homes for sale with an average list price of $1,212,500. The homes range in size from 2,023 ft2 to 7,370 ft2. The HOA fees range from $121 to $262 per month. The average annual property tax for Reserve at Belmere is $9,549.69. It is located in Orange County.
Median Price: 956,500
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Reserve at Lake Butler Sound

Reserve at Lake Butler Sound is a single-family home community in Windermere, Florida, built between 2002 and 2020. It currently has 10 single family homes for sale with an average list price of $2,271,199.90. The homes range in size from 3,211 ft2 to 10,368 ft2. The HOA fees range from $350 to $550 per month. The average annual property tax for Reserve at Lake Butler Sound is $23,333.01. It is located in Orange County.
Median Price: 2,275,000
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Reserve at Waterford Pointe

Reserve at Waterford Pointe is a single-family home community in Windermere, Florida, built between 1999 and 2007. It currently has no homes for sale. The homes range in size from 3,273 ft2 to 5,265 ft2. The HOA fees range from $245 to $325 per month. The average annual property tax for Reserve at Waterford Pointe is $9,567.06. It is located in Orange County.
Median Price: 1,143,000
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Roper Reserve

Roper 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 $702,500. 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 $5,832.46. It is located in Orange County.
Median Price: 720,000
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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 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.
Median Price: 785,000
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Sawyer Shores

Sawyer Shores is a single-family home community in the Lakeside Village neighborhood of Windermere, Florida, built between 1967 and 2025. It currently has 1 single family home for sale with a list price of $2,000,000. The homes range in size from 1,035 ft2 to 4,644 ft2. The average annual property tax for Sawyer Shores is $7,688.46. It is located in Orange County.
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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
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Silver Bend

Silver Bend is a single-family home community in Ocoee, Florida, built between 1992 and 1997. It currently has 1 single family home for sale with a list price of $450,000 and 1 lot for sale with a list price of $1,100,000. The homes range in size from 1,388 ft2 to 2,273 ft2. The HOA fees range from $13 to $40 per month. The average annual property tax for Silver Bend is $2,914.42. It is located in Orange County.
Median Price: 395,000
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Southern Oaks at Oakland Shores

Southern Oaks at Oakland Shores is a single-family home community in Oakland, Florida, built between 1998 and 2015. It currently has 1 single family home for sale with a list price of $728,000. The homes range in size from 2,164 ft2 to 3,838 ft2. The HOA fees range from $54 to $67 per month. The average annual property tax for Southern Oaks at Oakland Shores is $5,124.97. It is located in Orange County.
Median Price: 842,500
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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 7 condos for sale with an average list price of $291,114.29. 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 $2,444.23. It is located in Orange County.
Median Price: 276,500
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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
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Sterling Pointe

Sterling 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 $424,900. 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.
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Stone Creek

Stone Creek is a single-family home community in Winter Garden, Florida, built between 2000 and 2006. It currently has 4 single family homes for sale with an average list price of $442,975. 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 $3,523.20. It is located in Orange County.
Median Price: 435,000
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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 6 single family homes for sale with an average list price of $673,833.17. 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 $5,389.18. It is located in Orange County.
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Summerport Trails

Summerport Trails is a single-family home community in Windermere, Florida, built between 2014 and 2016. It currently has no homes for sale. The homes range in size from 1,636 ft2 to 2,238 ft2. The HOA fees range from $98 to $704 per month. The average annual property tax for Summerport Trails is $4,518.40. It is located in Orange County.
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Sunset Bay

This serene neighborhood, surrounded by the stunning Butler Chain of Lakes, offers residents breathtaking lakefront views and vibrant sunsets that inspire its namesake. Community amenities include direct lake access with private docks for boating, as well as proximity to top-rated schools like Windermere Elementary, Chain of Lakes Middle, and Olympia High. Many homes feature resort-style amenities such as oversized swimming pools, private garden trails, and gated entries for added privacy. With its prime location near fine dining, world-class shopping, golf courses, and Orlando’s renowned attractions, Sunset Bay provides a perfect blend of tranquil luxury and convenient access to vibrant local amenities. Sunset Bay is a single-family home community in Windermere, Florida, built between 1983 and 2005. It currently has 4 single family homes for sale with an average list price of $5,150,000. The homes range in size from 4,105 ft2 to 14,435 ft2. The HOA fees range from $150 to $229 per month. The average annual property tax for Sunset Bay is $28,413.16. It is located in Orange County.
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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 $1,060,500. 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: 1,250,000
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Tennyson Park at Summerport

Tennyson Park at Summerport is a townhouse community in Windermere, Florida, built between 2005 and 2006. It currently has 1 townhouse for sale with a list price of $410,000. The homes range in size from 1,415 ft2 to 1,642 ft2. The HOA fees range from $104 to $304 per month. The average annual property tax for Tennyson Park at Summerport is $3,195.01. It is located in Orange County.
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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.
Median Price: 540,000
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The Orchard

The 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.
Median Price: 338,000
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The Reserve at Carriage Pointe

The 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 $823,249.50. The homes range in size from 2,592 ft2 to 4,319 ft2. The HOA fees range from $102 to $113 per month. The average annual property tax for The Reserve at Carriage Pointe is $5,690.65. It is located in Orange County.
Median Price: 700,000
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Thornhill

Thornhill is a single-family home community in Orlando, Florida, built between 2006 and 2010. It currently has no homes for sale. The homes range in size from 2,079 ft2 to 3,972 ft2. The HOA fees range from $167 to $620 per month. The average annual property tax for Thornhill is $5,915.67. It is located in Orange County.
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Tildens Grove

Tildens Grove is a single-family home community in Windermere, Florida, built between 2002 and 2008. It currently has 3 single family homes for sale with an average list price of $2,908,333. The homes range in size from 3,079 ft2 to 8,289 ft2. The HOA fees range from $104 to $297 per month. The average annual property tax for Tildens Grove is $13,256.92. It is located in Orange County.
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Timber Creek Pines

Timber Creek Pines is a single-family home community in Winter Garden, Florida, built between 1999 and 2001. It currently has 3 single family homes for sale with an average list price of $528,000. The homes range in size from 1,345 ft2 to 1,754 ft2. The HOA fees range from $42 to $45 per month. The average annual property tax for Timber Creek Pines is $2,481.72. It is located in Orange County.
Median Price: 565,000
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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.
Median Price: 740,000
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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 $350 to $360 per month. The average annual property tax for Trailside Station is $3,340.62. It is located in Orange County.
Median Price: 410,000
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Tucker Oaks

Tucker 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 2 condos for sale with an average list price of $289,000. The homes range in size from 1,198 ft2 to 1,780 ft2. The HOA fees range from $18 to $266 per month. The average annual property tax for Tucker Oaks is $2,413.34. It is located in Orange County.
Median Price: 342,500
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Twin Lakes Manor

Twin Lakes Manor is a single-family home community in Ocoee, Florida, built between 1971 and 2020. It currently has 3 single family homes for sale with an average list price of $376,000. The homes range in size from 1,000 ft2 to 2,936 ft2. The HOA fees range from $85 to $175 per month. The average annual property tax for Twin Lakes Manor is $2,259.92. It is located in Orange County.
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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: 685,000
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Village Grove

Village 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 $235,500. 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 $1,218.05. It is located in Orange County.
Median Price: 262,400
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Villages of Wesmere

The Villages of Wesmere is a serene, gated community nestled in the heart of Ocoee, Florida, offering residents an idyllic suburban retreat just minutes from the vibrant Winter Garden Village and the upscale charm of downtown Windermere. This family-friendly neighborhood boasts resort-style amenities designed for leisure and active living, including a sparkling community pool, a well-equipped clubhouse for social gatherings, a dedicated playground for children, scenic walking trails for leisurely strolls, a fitness center to keep wellness routines on track, and sports facilities such as tennis and basketball courts, along with a serene park ideal for picnics and relaxation. Villages of Wesmere is a single-family home and townhouse community in Ocoee, Florida, built between 2008 and 2014. It currently has 5 single family homes for sale with an average list price of $531,960. The homes range in size from 1,161 ft2 to 2,705 ft2. The HOA fees range from $125 to $424 per month. The average annual property tax for Villages of Wesmere is $4,308.32. It is located in Orange County.
Median Price: 425,400
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Walkers Grove

Walkers 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 $511,633.33. 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.
Median Price: 514,000
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Waterford Pointe

Waterford Pointe is a single-family home community in Windermere, Florida, built between 1991 and 2006. It currently has 1 single family home for sale with a list price of $2,999,999. The homes range in size from 2,805 ft2 to 8,755 ft2. The HOA fees range from $216 to $325 per month. The average annual property tax for Waterford Pointe is $13,594.67. It is located in Orange County.
Median Price: 2,025,000
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Waterside

Waterside is a single-family home community in Winter Garden, Florida, built between 1954 and 2022 by Lennar. It currently has 8 single family homes for sale with an average list price of $732,949.88. 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 $4,788.55. It is located in Orange County.
Median Price: 701,250
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Wesmere at Ocoee

Wesmere at Ocoee is a single-family home community in Ocoee, Florida, built between 1991 and 1998. It currently has 1 single family home for sale with a list price of $564,900. The homes range in size from 1,864 ft2 to 2,884 ft2. The HOA fees range from $67 to $252 per month. The average annual property tax for Wesmere at Ocoee is $4,845.55. It is located in Orange County.
Median Price: 550,000
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Westfield Lakes

Westfield Lakes is a single-family home community in Winter Garden, Florida, built between 1996 and 2005. It currently has 4 single family homes for sale with an average list price of $815,000. The homes range in size from 1,982 ft2 to 3,802 ft2. The HOA fees range from $42 to $275 per month. The average annual property tax for Westfield Lakes is $4,486.71. It is located in Orange County.
Median Price: 650,000
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Westlake Manor

Westlake Manor is a single-family home community in Winter Garden, Florida, built between 1956 and 2020. It currently has 3 single family homes for sale with an average list price of $729,000. 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 $3,338.54. It is located in Orange County.
Median Price: 750,000
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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 8 townhouses for sale with an average list price of $241,137.50. 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 $1,803.88. It is located in Orange County.
Median Price: 220,000
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Whitney Isles at Belmere

Whitney Isles at Belmere is a single-family home community in Windermere, Florida, built between 2003 and 2006. It currently has 6 single family homes for sale with an average list price of $887,300. The homes range in size from 2,433 ft2 to 4,067 ft2. The HOA fees range from $38 to $136 per month. The average annual property tax for Whitney Isles at Belmere is $6,963.40. It is located in Orange County.
Median Price: 757,000
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Wickham Park

Wickham Park is a townhouse and single-family home community in the Lakeside Village neighborhood of Windermere, Florida, built between 2007 and 2012. It currently has 4 townhouses for sale with an average list price of $386,135. The homes range in size from 1,280 ft2 to 2,196 ft2. The HOA fees range from $114 to $263 per month. The average annual property tax for Wickham Park is $3,910.10. It is located in Orange County.
Median Price: 425,000
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Windermere Grande

Windermere Grande is a single-family home community in Windermere, Florida, built between 2004 and 2005. It currently has 1 single family home for sale with a list price of $1,146,000. The homes range in size from 3,053 ft2 to 4,608 ft2. The HOA fees range from $228 to $229 per month. The average annual property tax for Windermere Grande is $9,085.68. It is located in Orange County.
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Windermere Pointe at Lake Roper

Windermere Pointe at Lake Roper is a single-family home community in Windermere, Florida, built between 2001 and 2003. It currently has 1 single family home for sale with a list price of $1,150,000. The homes range in size from 3,204 ft2 to 4,589 ft2. The HOA fees range from $142 to $250 per month. The average annual property tax for Windermere Pointe at Lake Roper is $10,380.64. It is located in Orange County.
Median Price: 1,302,500
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Windermere Sound

Windermere Sound is a single-family home and townhouse community in the Lakeside Village neighborhood of Windermere, Florida, built between 2014 and 2017 by Lennar. It currently has 7 single family homes for sale with an average list price of $712,128.43 and 1 townhouse for sale with a list price of $420,000. The homes range in size from 1,496 ft2 to 4,507 ft2. The HOA fees range from $70 to $277 per month. The average annual property tax for Windermere Sound is $5,334.43. It is located in Orange County.
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Windermere Terrace

Windermere Terrace is a single-family home community in the Lakeside Village neighborhood of Windermere, Florida, built between 2013 and 2014. It currently has 2 single family homes for sale with an average list price of $698,500. The homes range in size from 1,753 ft2 to 3,365 ft2. The HOA fees range from $75 to $115 per month. The average annual property tax for Windermere Terrace is $5,272.25. It is located in Orange County.
Median Price: 530,000
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Windermere Trails

Windermere Trails is a single-family home and townhouse community in the Lakeside Village neighborhood of Windermere, Florida, built between 2012 and 2018. It currently has 17 single family homes for sale with an average list price of $804,411.71 and 1 townhouse for sale with a list price of $401,990. The homes range in size from 1,539 ft2 to 5,098 ft2. The HOA fees range from $6 to $356 per month. The average annual property tax for Windermere Trails is $6,334.05. It is located in Orange County.
Median Price: 692,500
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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 6 condos for sale with an average list price of $211,500. 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 $1,697.45. It is located in Orange County.
Median Price: 222,500
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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 in 2025 by Pulte Homes. It currently has 3 single family homes for sale with an average list price of $958,073.33. The homes range in size from 2,567 ft2 to 4,442 ft2. The HOA fees range from $240 to $240 per month. The average annual property tax for Winter Grove is $1,921.17.
Median Price: 850,090
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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 $725,000. 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 $3,697.10. It is located in Orange County.
Median Price: 542,500
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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 1 single family home for sale with a list price of $839,900. 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: 770,000
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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 3 single family homes for sale with an average list price of $551,600. 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: 810,000
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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 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.
Median Price: 799,900
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