Top Communities in Winter Park

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 Virginia Heights with an average of $1,750,000. All the Winter Park communities are listed below with links to view the homes for sale in the communities.

Virginia Heights
$1,750,000
Waters Edge at Hawks Crest
$1,200,000
Hamilton Place
$1,060,000
Quail Hollow
$1,030,500
Lake Spier Crossing
$924,500
The Preserve at Hawks Crest
$805,000
The Landings at Hawks Crest
$650,000
Enclave at Aloma
$622,000
The Meadows at Hawks Crest
$605,000
The Enclave at Hawks Crest
$457,500

Most Recent Homes for Sale in Winter Park

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All Subdivisions/Condo Buildings in Winter Park

Community Median Price

Enclave at Aloma

Enclave at Aloma is a single-family home community in Winter Park, Florida, built between 2013 and 2016. It currently has 3 single family homes for sale with an average list price of $714,933. The homes range in size from 1,843 ft2 to 3,496 ft2. The average annual property tax for Enclave at Aloma is $4,704.
Median Price: $622,000

Galloway Place

Galloway Place is a single-family home community in Winter Park, Florida, built between 1928 and 1957. It currently has no homes for sale. The homes range in size from 3,196 ft2 to 3,686 ft2. The average annual property tax for Galloway Place is $11,023.

Grayson Square

Grayson Square is a townhouse community in Winter Park, Florida, built between 2022 and 2024 by Pulte Homes. It currently has 9 townhouses for sale with an average list price of $454,068. The homes range in size from 1,782 ft2 to 1,907 ft2. The average annual property tax for Grayson Square is $681.
Median Price: $434,090

Hamilton Place

Hamilton Place is a single-family home community in Winter Park, Florida, built between 2007 and 2008. It currently has no homes for sale. The homes range in size from 2,300 ft2 to 2,907 ft2. The average annual property tax for Hamilton Place is $7,138.
Median Price: $1,060,000

Lake Spier Crossing

Lake Spier Crossing is a townhouse community in Winter Park, Florida, built in 2023. It currently has 2 townhouses for sale with an average list price of $1,012,450. The homes range in size from 2,063 ft2 to 2,104 ft2. The average annual property tax for Lake Spier Crossing is $2,074.
Median Price: $924,500

Lugano Terrace

Lugano Terrace is a single-family home community in Winter Park, Florida, built between 1960 and 2003. It currently has 4 single family homes for sale with an average list price of $2,487,000. The homes range in size from 1,894 ft2 to 6,854 ft2. The average annual property tax for Lugano Terrace is $11,992.

Orangewood Park

Orangewood 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 $635,000. The homes range in size from 1,015 ft2 to 1,925 ft2. The average annual property tax for Orangewood Park is $3,572.

Quail Hollow

Quail Hollow is a single-family home community in Winter Park, Florida, built between 1972 and 1978. It currently has no homes for sale. The homes range in size from 1,981 ft2 to 3,912 ft2. The average annual property tax for Quail Hollow is $5,756.
Median Price: $1,030,500

The Enclave at Hawks Crest

The 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 1 single family home for sale with a list price of $995,000 and 2 townhouses for sale with an average list price of $467,500. The homes range in size from 1,755 ft2 to 4,486 ft2. The average annual property tax for The Enclave at Hawks Crest is $3,028.
Median Price: $457,500

The Landings at Hawks Crest

The 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 $738,333. The homes range in size from 1,989 ft2 to 4,268 ft2. The average annual property tax for The Landings at Hawks Crest is $2,102.
Median Price: $650,000

The Meadows at Hawks Crest

The 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 no homes for sale. The homes range in size from 1,631 ft2 to 2,894 ft2. The average annual property tax for The Meadows at Hawks Crest is $2,913.
Median Price: $605,000

The Preserve at Hawks Crest

The 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 no homes for sale. The homes range in size from 1,908 ft2 to 4,266 ft2. The average annual property tax for The Preserve at Hawks Crest is $2,863.
Median Price: $805,000

Via Lago

Via Lago is a townhouse and condo community in Winter Park, Florida, built between 2007 and 2010. It currently has no homes for sale. The homes range in size from 1,554 ft2 to 1,893 ft2. The average annual property tax for Via Lago is $2,433.
Median Price: $343,000

Via Lago at Hanging Moss

Via Lago at Hanging Moss is a subdivision in Winter Park, Florida. It currently has no homes for sale.

Virginia Heights

Virginia Heights is a single-family home community in Winter Park, Florida, built between 1924 and 2022. It currently has 6 single family homes for sale with an average list price of $2,435,500. The homes range in size from 1,994 ft2 to 4,905 ft2. The average annual property tax for Virginia Heights is $12,100.
Median Price: $1,750,000

Waters Edge at Hawks Crest

Waters 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 $1,299,990. The homes range in size from 2,702 ft2 to 5,239 ft2. The average annual property tax for Waters Edge at Hawks Crest is $4,321.
Median Price: $1,200,000
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