Top Communities in Winter Park, FL
We have calculated the top communities in Winter Park based on the median sale prices of homes. The Winter Park community with the highest average home sale price was Golfview Heights with an average of $3,450,000. All the Winter Park communities are listed below with links to view the homes for sale in the communities.
| Golfview Heights | |
| Galloway Place | |
| Morseland Gardens | |
| Osceola Summit | |
| Virginia Heights | |
| Charmont | |
| Waterbridge | |
| Conwill Estates | |
| Bear Gully Pointe | |
| Hamilton Place |
All Subdivisions/Condo Buildings in Winter Park
| Community | Median Price |
|---|---|
Albert Lee RidgeAlbert Lee Ridge is a single-family home community in Winter Park, Florida, built between 1955 and 1959. It currently has 4 single family homes for sale with an average list price of $431,972. The homes range in size from 1,079 ft2 to 1,974 ft2. The HOA fees range from $1 to $1 per month. The average annual property tax for Albert Lee Ridge is $2,771.65. It is located in Orange County. |
$405,000 |
Bear Gully BayBear Gully Bay is a single-family home community in Winter Park, Florida, built between 1987 and 1989. It currently has 1 single family home for sale with a list price of $650,000. The homes range in size from 2,170 ft2 to 3,613 ft2. The HOA fees range from $400 to $450 per month. The average annual property tax for Bear Gully Bay is $5,187.56. It is located in Seminole County. |
$950,000 |
Bear Gully ForestBear Gully Forest is a single-family home community in Winter Park, Florida, built in 2003. It currently has 1 single family home for sale with a list price of $385,000. The homes range in size from 1,307 ft2 to 2,336 ft2. The HOA fees range from $246 to $311 per month. The average annual property tax for Bear Gully Forest is $2,701.88. It is located in Seminole County. |
$535,000 |
Bear Gully PointeBear Gully Pointe is a single-family home community in Winter Park, Florida, built between 1991 and 1995. It currently has 3 single family homes for sale with an average list price of $1,096,500. The homes range in size from 3,321 ft2 to 7,895 ft2. The HOA fees range from $400 to $500 per month. The average annual property tax for Bear Gully Pointe is $8,660.92. It is located in Seminole County. |
$1,150,000 |
BridgewaterBridgewater is a single-family home community in Winter Park, Florida, built between 1988 and 1990. It currently has 1 single family home for sale with a list price of $424,900. The homes range in size from 1,298 ft2 to 1,685 ft2. The HOA fees range from $220 to $230 per month. The average annual property tax for Bridgewater is $2,720.00. It is located in Seminole County. |
$392,000 |
Cedar RidgeCedar Ridge is a single-family home community in Winter Park, Florida, built between 1979 and 1983. It currently has 1 single family home for sale with a list price of $365,000. The homes range in size from 1,120 ft2 to 2,044 ft2. The average annual property tax for Cedar Ridge is $2,556.54. It is located in Seminole County. |
$390,000 |
CharmontCharmont is a single-family home community in Winter Park, Florida, built between 1935 and 2025. It currently has 2 single family homes for sale with an average list price of $1,512,450. The homes range in size from 1,118 ft2 to 5,782 ft2. The average annual property tax for Charmont is $9,666.31. It is located in Orange County. |
$1,480,369.50 |
Citrus PointCitrus Point is a single-family home community in Winter Park, Florida, built between 1985 and 1987. It currently has no homes for sale. The homes range in size from 1,407 ft2 to 2,043 ft2. The HOA fees range from $125 to $125 per month. The average annual property tax for Citrus Point is $2,044.50. It is located in Seminole County. |
|
Conwill EstatesConwill Estates is a single-family home community in Winter Park, Florida, built between 1954 and 2025. It currently has 6 single family homes for sale with an average list price of $1,659,999.83. The homes range in size from 1,387 ft2 to 4,425 ft2. The average annual property tax for Conwill Estates is $7,324.36. It is located in Orange County. |
$1,199,500 |
Enclave at AlomaEnclave at Aloma is a single-family home community in Winter Park, Florida, built between 2013 and 2016. It currently has 6 single family homes for sale with an average list price of $615,731.67. The homes range in size from 1,843 ft2 to 3,568 ft2. The HOA fees range from $100 to $433 per month. The average annual property tax for Enclave at Aloma is $4,767.41. It is located in Seminole County. |
$735,000 |
Galloway PlaceGalloway Place is a single-family home community in Winter Park, Florida, built between 1928 and 2023. It currently has 1 single family home for sale with a list price of $675,000. The homes range in size from 1,804 ft2 to 3,738 ft2. The average annual property tax for Galloway Place is $13,723.38. It is located in Orange County. |
$3,237,500 |
Garden GroveGarden Grove is a single-family home community in Winter Park, Florida, built between 1985 and 1987. It currently has no homes for sale. The homes range in size from 1,120 ft2 to 1,786 ft2. The HOA fees range from $155 to $155 per month. The average annual property tax for Garden Grove is $2,422.92. It is located in Seminole County. |
$350,061.50 |
Golfview HeightsGolfview Heights is a single-family home community in Winter Park, Florida, built between 1977 and 2025. It currently has 1 single family home for sale with a list price of $1,299,900. The homes range in size from 1,488 ft2 to 4,812 ft2. The average annual property tax for Golfview Heights is $11,131.63. It is located in Orange County. |
$3,450,000 |
Golfview TerraceGolfview Terrace is a single-family home community in Winter Park, Florida, built between 1918 and 2013. It currently has no homes for sale. The homes range in size from 4,617 ft2 to 6,730 ft2. The average annual property tax for Golfview Terrace is $22,073.75. It is located in Orange County. |
|
Grayson SquareGrayson Square is a townhouse community in Winter Park, Florida, built between 2022 and 2024 by Pulte Homes. It currently has 4 townhouses for sale with an average list price of $461,072.50. The homes range in size from 1,782 ft2 to 1,907 ft2. The HOA fees range from $275 to $375 per month. The average annual property tax for Grayson Square is $799.28. It is located in Seminole County. |
$430,000 |
Hamilton PlaceHamilton Place is a single-family home community in Winter Park, Florida, built between 2007 and 2015. It currently has 1 single family home for sale with a list price of $1,300,000. The homes range in size from 2,810 ft2 to 3,363 ft2. The HOA fees range from $122 to $850 per month. The average annual property tax for Hamilton Place is $7,562.96. It is located in Orange County. |
$1,125,000 |
Harbour RidgeHarbour Ridge is a single-family home community in Winter Park, Florida, built between 1982 and 1986. It currently has 1 single family home for sale with a list price of $369,000. The homes range in size from 1,318 ft2 to 2,464 ft2. The HOA fees range from $100 to $100 per month. The average annual property tax for Harbour Ridge is $2,677.36. It is located in Seminole County. |
$437,250 |
Hyde ParkHyde Park is a single-family home community in Winter Park, Florida, built between 1986 and 1989. It currently has 4 single family homes for sale with an average list price of $427,375. The homes range in size from 1,408 ft2 to 2,018 ft2. The HOA fees range from $28 to $440 per month. The average annual property tax for Hyde Park is $2,640.58. It is located in Seminole County. |
$400,000 |
Killarney Bay CondominiumsKillarney Bay Condominiums is a condo community in Winter Park, Florida, built in 1986. It currently has 5 condos for sale with an average list price of $447,100. The homes range in size from 1,140 ft2 to 1,718 ft2. The HOA fees range from $238 to $446 per month. The average annual property tax for Killarney Bay Condominiums is $2,810.72. It is located in Orange County. |
$385,000 |
Killarney CircleKillarney Circle is a single-family home community in Winter Park, Florida, built between 1951 and 2005. It currently has 2 single family homes for sale with an average list price of $984,500. The homes range in size from 729 ft2 to 2,812 ft2. The average annual property tax for Killarney Circle is $3,847.56. It is located in Orange County. |
$468,000 |
Lake Florence PreserveLake Florence Preserve is an exclusive, gated waterfront community featuring 28 luxurious single-family homes situated along the serene southern bank of Lake Florence. This prestigious neighborhood offers a tranquil and upscale lifestyle in one of Central Florida’s most sought-after areas, known for its high-end boutiques, renowned restaurants, and top-rated schools. While the community itself has limited amenities, focusing on privacy and natural beauty, residents benefit from proximity to Winter Park’s abundant recreational offerings, including the Winter Park Chain of Lakes for boating, fishing, and kayaking, as well as nearby parks like Lake Baldwin Park with its dog-friendly trails, pavilions, and picnic areas. Lake Florence Preserve is a single-family home community in Winter Park, Florida, built between 2018 and 2019 by K. Hovnanian Homes. It currently has 2 single family homes for sale with an average list price of $1,474,450. The homes range in size from 2,592 ft2 to 4,173 ft2. The HOA fees range from $179 to $186 per month. The average annual property tax for Lake Florence Preserve is $8,179.12. It is located in Seminole County. |
|
Lake Killarney CondominiumsLake Killarney Condominiums, located at 151 N Orlando Ave in Winter Park, FL, offers a serene lakeside living experience in the charming Fairview neighborhood. This two-story complex with 121 units provides residents with a blend of tranquility and urban convenience, just five miles from Orlando. The community boasts an array of amenities, including a private lakefront park with a boat dock featuring approximately 14 slips, a boat ramp, and facilities for wakeboarding, waterskiing, and seaplane landings. Residents can enjoy a waterfront swimming pool, shuffleboard courts, a well-equipped gym, and a large lawn with Adirondack chairs, grills, and picnic tables for social gatherings. Additional perks include bike racks, a game room, multiple laundry rooms, community storage, recycling facilities, and pet-friendly policies, making Lake Killarney Condominiums an ideal choice for a relaxed, active lifestyle. Lake Killarney Condominiums is a condo building in Winter Park, Florida, built in 1960. It currently has 3 condos for sale with an average list price of $378,333. The homes range in size from 582 ft2 to 1,875 ft2. The HOA fees range from $305 to $708 per month. The average annual property tax for Lake Killarney Condominiums is $1,775.70. It is located in Orange County. |
$260,000 |
Lake Spier CrossingLake Spier Crossing is a townhouse community in Winter Park, Florida, built between 2023 and 2024. It currently has 2 townhouses for sale with an average list price of $849,450. The homes range in size from 2,051 ft2 to 2,104 ft2. The HOA fees range from $300 to $300 per month. The average annual property tax for Lake Spier Crossing is $2,105.56. It is located in Orange County. |
$850,000 |
LawndaleLawndale is a single-family home community in Winter Park, Florida, built between 1925 and 2025. It currently has 2 single family homes for sale with an average list price of $922,500 and 1 lot for sale with a list price of $385,000. The homes range in size from 564 ft2 to 3,267 ft2. The HOA fees range from $267 to $267 per month. The average annual property tax for Lawndale is $3,561.34. It is located in Orange County. |
$450,000 |
Lugano TerraceLugano Terrace is a single-family home community in Winter Park, Florida, built between 1960 and 2003. It currently has 3 single family homes for sale with an average list price of $2,413,333.33. The homes range in size from 1,894 ft2 to 7,000 ft2. The average annual property tax for Lugano Terrace is $12,761.95. It is located in Orange County. |
$1,105,000 |
Meadows at Hawks CrestMeadows at Hawks Crest is a single-family home community in Winter Park, Florida, built between 2019 and 2022 by Taylor Morrison. It currently has no homes for sale. The homes range in size from 1,589 ft2 to 2,894 ft2. The HOA fees range from $174 to $936 per month. The average annual property tax for Meadows at Hawks Crest is $2,624.52. It is located in Seminole County. |
|
Morseland GardensMorseland Gardens is a single-family home community in Winter Park, Florida, built between 1953 and 2004. It currently has no homes for sale. The homes range in size from 2,691 ft2 to 4,733 ft2. The average annual property tax for Morseland Gardens is $17,695.32. It is located in Orange County. |
$3,150,000 |
Northwood TerraceNorthwood Terrace is a single-family home community in Winter Park, Florida, built between 1953 and 2024. It currently has 2 single family homes for sale with an average list price of $1,392,500. The homes range in size from 1,230 ft2 to 3,590 ft2. The average annual property tax for Northwood Terrace is $4,120.79. It is located in Orange County. |
$740,000 |
Orangewood ParkOrangewood Park is a single-family home community in Winter Park, Florida, built between 1952 and 1954. It currently has 1 single family home for sale with a list price of $625,000. The homes range in size from 1,015 ft2 to 1,925 ft2. The average annual property tax for Orangewood Park is $3,506.08. It is located in Orange County. |
$500,000 |
Osceola SummitResidents enjoy proximity to the upscale Park Avenue District, just a short drive or walk away, where world-renowned boutique shopping, award-winning restaurants, and cultural attractions like museums and art galleries await. The neighborhood’s location near the Winter Park Chain of Lakes provides opportunities for outdoor activities such as boating, kayaking, and scenic tours, with some properties offering lakefront access and private boat slips. Additionally, Osceola Summit is close to top-rated schools, parks like Mead Botanical Garden, and recreational facilities, making it a perfect choice for families and professionals seeking a vibrant yet peaceful lifestyle. Osceola Summit is a single-family home community in Winter Park, Florida, built between 1938 and 2008. It currently has 2 single family homes for sale with an average list price of $1,274,950. The homes range in size from 1,382 ft2 to 6,008 ft2. The average annual property tax for Osceola Summit is $17,015.64. It is located in Orange County. |
$2,750,000 |
Park GreenPark Green is a townhouse community in Winter Park, Florida, built between 1982 and 1992. It currently has 2 townhouses for sale with an average list price of $372,000. The homes range in size from 1,226 ft2 to 2,020 ft2. The HOA fees range from $122 to $327 per month. The average annual property tax for Park Green is $2,079.35. It is located in Orange County. |
$420,000 |
Quail HollowQuail Hollow is a single-family home community in Winter Park, Florida, built between 1972 and 1976. It currently has no homes for sale. The homes range in size from 1,981 ft2 to 3,912 ft2. The HOA fees range from $200 to $200 per month. The average annual property tax for Quail Hollow is $5,971.38. It is located in Orange County. |
|
Ridge HighRidge High is a single-family home community in Winter Park, Florida, built between 1958 and 1971. It currently has 3 single family homes for sale with an average list price of $431,333.33. The homes range in size from 998 ft2 to 3,020 ft2. The HOA fees range from $10 to $10 per month. The average annual property tax for Ridge High is $2,231.50. It is located in Seminole County. |
$485,000 |
Temple TerraceTemple Terrace is a single-family home community in Winter Park, Florida, built between 1953 and 2026. It currently has 1 single family home for sale with a list price of $1,201,000. The homes range in size from 1,000 ft2 to 2,910 ft2. The average annual property tax for Temple Terrace is $3,650.21. It is located in Orange County. |
$405,000 |
The Enclave at Hawks CrestThe Enclave at Hawks Crest is a townhouse community in the Hawks Crest neighborhood of Winter Park, Florida, built between 2018 and 2023 by Meritage Homes and Taylor Morrison. It currently has 4 townhouses for sale with an average list price of $465,750. The homes range in size from 1,755 ft2 to 4,295 ft2. The HOA fees range from $225 to $320 per month. The average annual property tax for The Enclave at Hawks Crest is $3,673.20. It is located in Seminole County. |
$450,000 |
The Landings at Hawks CrestThe Landings at Hawks Crest is a single-family home community in the Hawks Crest neighborhood of Winter Park, Florida, built between 2019 and 2023 by Meritage Homes and Taylor Morrison. It currently has 3 single family homes for sale with an average list price of $788,333.33. The homes range in size from 1,770 ft2 to 3,094 ft2. The HOA fees range from $23 to $425 per month. The average annual property tax for The Landings at Hawks Crest is $3,614.19. It is located in Seminole County. |
$655,000 |
The Meadows at Hawks CrestThe Meadows at Hawks Crest is a single-family home community in the Hawks Crest neighborhood of Winter Park, Florida, built between 2019 and 2022 by Taylor Morrison. It currently has 2 single family homes for sale with an average list price of $776,450. The homes range in size from 1,631 ft2 to 2,894 ft2. The HOA fees range from $174 to $851 per month. The average annual property tax for The Meadows at Hawks Crest is $4,040.84. It is located in Seminole County. |
$745,000 |
The Preserve at Hawks CrestThe Preserve at Hawks Crest is a single-family home community in the Hawks Crest neighborhood of Winter Park, Florida, built between 2018 and 2020 by Meritage Homes. It currently has 1 single family home for sale with a list price of $799,000. The homes range in size from 1,908 ft2 to 4,266 ft2. The HOA fees range from $170 to $236 per month. The average annual property tax for The Preserve at Hawks Crest is $4,164.16. It is located in Seminole County. |
$787,500 |
Tuscany PlaceTuscany Place is a single-family home community in Winter Park, Florida, built between 1978 and 1979. It currently has 1 single family home for sale with a list price of $1,285,000. The homes range in size from 2,458 ft2 to 3,949 ft2. The HOA fees range from $575 to $1,250 per month. The average annual property tax for Tuscany Place is $8,379.20. It is located in Orange County. |
$1,000,000 |
Via LagoVia Lago is a townhouse and condo community in Winter Park, Florida, built between 2007 and 2010. It currently has 2 townhouses for sale with an average list price of $349,499.50. The homes range in size from 1,554 ft2 to 1,893 ft2. The HOA fees range from $305 to $402 per month. The average annual property tax for Via Lago is $2,535.04. It is located in Orange County. |
|
Via Lago at Hanging MossVia Lago at Hanging Moss is a subdivision in Winter Park, Florida. It currently has no homes for sale. It is located in Orange County. |
|
Virginia HeightsVirginia Heights is a single-family home community in Winter Park, Florida, built between 1924 and 2022. It currently has 4 single family homes for sale with an average list price of $2,118,625 and 1 townhouse for sale with a list price of $1,050,000. The homes range in size from 1,559 ft2 to 5,681 ft2. The HOA fees range from $100 to $100 per month. The average annual property tax for Virginia Heights is $11,703.54. It is located in Orange County. |
$2,319,500 |
WaterbridgeWaterbridge is a single-family home and townhouse community in Winter Park, Florida, built between 1979 and 1985. It currently has no homes for sale. The homes range in size from 1,312 ft2 to 4,961 ft2. The HOA fees range from $40 to $550 per month. The average annual property tax for Waterbridge is $7,103.44. It is located in Orange County. |
$1,240,000 |
Waters Edge at Hawks CrestWaters Edge at Hawks Crest is a single-family home community in the Hawks Crest neighborhood of Winter Park, Florida, built between 2019 and 2021 by Meritage Homes. It currently has 1 single family home for sale with a list price of $1,200,000. The homes range in size from 2,702 ft2 to 4,468 ft2. The HOA fees range from $170 to $236 per month. The average annual property tax for Waters Edge at Hawks Crest is $5,824.19. It is located in Seminole County. |
$1,065,000 |
Willa GroveWilla Grove is a single-family home community in Winter Park, Florida, built between 1984 and 1989. It currently has 2 single family homes for sale with an average list price of $439,950. The homes range in size from 1,603 ft2 to 2,313 ft2. The average annual property tax for Willa Grove is $2,883.87. It is located in Seminole County. |
|
Winter GreenWinter Green is a townhouse and single-family home community in Winter Park, Florida, built between 1981 and 1995. It currently has no homes for sale. The homes range in size from 1,090 ft2 to 1,652 ft2. The HOA fees range from $160 to $208 per month. The average annual property tax for Winter Green is $2,156.27. It is located in Seminole County. |
$284,900 |
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.
