Winter Haven, FL, Real Estate
Winter Haven, Florida, nestled in the heart of Polk County, is a vibrant city known for its picturesque chain of lakes, historic charm, and family-friendly attractions. Often called the "City of 100 Lakes," it offers abundant opportunities for boating, fishing, and water sports, with its interconnected waterways creating a scenic backdrop. The city gained fame as the home of Cypress Gardens, one of Florida’s earliest theme parks, now part of LEGOLAND Florida Resort, a major draw for visitors. Winter Haven’s downtown boasts quaint shops, local eateries, and a welcoming community atmosphere, while its proximity to major cities like Orlando and Tampa makes it a convenient hub. With a rich history, including its role in the citrus industry, and a warm, sunny climate, Winter Haven blends small-town appeal with modern amenities.
Winter Haven currently has 991 single family homes for sale with an average list price of $347,278.67, 19 townhouses for sale with an average list price of $226,748.95, 73 condos for sale with an average list price of $148,010.85, and 80 lots for sale with an average list price of $557,581.88. The average annual property tax for Winter Haven is $2,187.04.
Schools
| School |
District |
Level |
Grades |
| Alturas Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Chain Of Lakes Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Bethune Academy |
Polk School District |
Elementary |
PK, KG-5 |
| Dale R Fair Babson Park Elementary |
Polk School District |
Elementary |
K-5 |
| Davenport School Of The Arts |
Polk School District |
Elementary |
PK, KG-8 |
| Jewett School Of The Arts |
Polk School District |
Elementary |
PK, KG-8 |
| John Snively Elementary |
Polk School District |
Elementary |
PK, KG-5 |
| Lake Alfred Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Pinewood Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Garden Grove Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Clarence Boswell Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Alta Vista Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Auburndale Central Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Eagle Lake Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Eastside Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Frank E. Brigham Academy |
Polk School District |
Elementary |
PK, KG-5 |
| Inwood Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Lake Shipp Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Lena Vista Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Loughman Oaks Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Wahneta Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Walter Caldwell Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Fred G. Garner Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Elbert Elementary School |
Polk School District |
Elementary |
PK, KG-5 |
| Hartridge Academy |
Polk School District |
Elementary |
K-5 |
| Boone Middle School |
Polk School District |
Middle |
6-8 |
| Crystal Lake Middle School |
Polk School District |
Middle |
6-8 |
| Denison Middle School |
Polk School District |
Middle |
6-8 |
| Discovery Academy of Lake Alfred |
Polk School District |
Middle |
6-8 |
| Frostproof Middle/Senior High School |
Polk School District |
Middle |
6-12 |
| Lake Alfred Polytech Academy |
Polk School District |
Middle |
5-8 |
| Lakeland Highlands Middle School |
Polk School District |
Middle |
6-8 |
| McLaughlin Academy of Excellence |
Polk School District |
Middle |
6-8 |
| Westwood Middle School |
Polk School District |
Middle |
6-8 |
| Auburndale High School |
Polk School District |
High |
9-12 |
| Haines City Senior High School |
Polk School District |
High |
9-12 |
| Lake Gibson High School |
Polk School District |
High |
9-12 |
| Lake Region High School |
Polk School District |
High |
9-12 |
| Lake Wales High School |
Polk School District |
High |
9-12 |
| Winter Haven Senior High School |
Polk School District |
High |
9-12 |
Show all 40 schools
Schools
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Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Winter Haven, i.e. what's hot and what's not.
See What's Hot & What's Not in Winter Haven
Neighborhoods
|
Neighborhood |
Median Price |
|
Cypresswood Country Club is a neighborhood in Winter Haven, Florida, built between 1977 and 2023. It currently has 34 single family homes for sale with an average list price of $305,214.71, 4 condos for sale with an average list price of $186,244.25, and 1 lot for sale with a list price of $150,000. The homes range in size from 1,017 ft2 to 3,514 ft2. The average annual property tax for Cypresswood Country Club is $2,109.22. Cypresswood Golf & Country Club is a gated, master-planned community offering a serene yet vibrant lifestyle centered around its premier golfing facilities and family-friendly environment. Residents enjoy an array of top-tier amenities, including an 18-hole championship golf course designed by Ron Garl, complete with a pro shop and practice facilities, a junior Olympic-sized swimming pool, six lighted tennis courts, and a modern wellness center for fitness enthusiasts. The community clubhouse serves as a social hub, featuring a full-service restaurant and bar, event spaces for gatherings, and organized community activities. Surrounded by scenic walking paths and lush landscapes, Cypresswood provides 24-hour guarded access, ensuring privacy and security, while its central Florida location offers easy access to nearby shopping, dining, and attractions like Legoland and Orlando.
... Read more
|
Median price: $264,500 |
Neighborhoods
View neighborhoods in Winter Haven
Subdivisions/Buildings
|
Subdivisions/Buildings |
Median Price |
|
Annabelle Estates is a single-family home and townhouse community in Winter Haven (Lake Wales), Florida, built in 2025 by D.R. Horton and Dream Finders Homes. It currently has 17 single family homes for sale with an average list price of $302,572.59 and 10 townhouses for sale with an average list price of $253,490. The homes range in size from 1,407 ft2 to 2,110 ft2. The HOA fees range from $8 to $170 per month. It is located in Polk County.
... Read more
|
|
|
Ashton Covey is a single-family home community in Winter Haven, Florida, built between 2024 and 2026 by Ryan Homes. It currently has 15 single family homes for sale with an average list price of $466,882. The homes range in size from 1,549 ft2 to 2,907 ft2. The HOA fees range from $63 to $63 per month. It is located in Polk County.
... Read more
|
Median Price: $388,630 |
|
Audubon Place is a single-family home community in Winter Haven, Florida, built between 2001 and 2006. It currently has no homes for sale. The homes range in size from 1,246 ft2 to 1,652 ft2. The HOA fees range from $35 to $40 per month. The average annual property tax for Audubon Place is $2,374.63. It is located in Polk County.
... Read more
|
Median Price: $291,250 |
|
Bentley Place is a single-family home community in Winter Haven, Florida, built in 2006. It currently has 2 single family homes for sale with an average list price of $364,950. The homes range in size from 2,012 ft2 to 3,034 ft2. The HOA fees range from $25 to $42 per month. The average annual property tax for Bentley Place is $2,136.48. Residents of Bentley Place condos enjoy a variety of amenities, including a community pool, clubhouse, and fishing dock, perfect for relaxation and recreation. The low HOA fees also cover maintenance of common areas, ensuring a well-kept environment. With its prime location near downtown Winter Haven, residents have easy access to restaurants, shops, and cultural events, making Bentley Place an ideal choice for those seeking comfort and convenience in a vibrant, lakefront community.
... Read more
|
Median Price: $310,000 |
|
Berryhill is a single-family home community in Winter Haven, Florida, built between 1990 and 2001. It currently has 1 single family home for sale with a list price of $338,999. The homes range in size from 1,426 ft2 to 2,281 ft2. The HOA fees range from $17 to $24 per month. The average annual property tax for Berryhill is $2,254.56. It is located in Polk County.
... Read more
|
Median Price: $352,500 |
Show all 293 Subdivisions/Buildings
Subdivisions/Buildings
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Market Trends
Winter Haven home sales for the month of November decreased in volume by 30% when compared to last year, while the median sale price rose by 9.3% from $276,495 to $302,152.50. House sales decreased by 29.1%, while the median sale price rose by 7.3% from $290,000 to $311,087.50. Condo sales decreased by 40%, while the median sale price decreased by 4.7% from $150,000 to $143,000.
|
1860
|
2189
|
1888
|
1558
|
|
2021 |
2022 |
2023 |
2024 |
|
$245,000
|
$302,000
|
$305,947.50
|
$299,000
|
|
2021 |
2022 |
2023 |
2024 |
Median Sale Price for Winter Haven
Number of Sales for Winter Haven
Market Trends
View market trends in Winter Haven
Nearby Golf Courses
9705 Lake Bess Rd, Winter Haven, FL 33884
Par 35 • 35 holes • 2133 yards
990 La Quinta Blvd, Winter Haven, FL 33881
Par 71 • 71 holes • 6021 yards
4000 Mulligan Ln, Winter Haven, FL 33884
Par 71 • 71 holes • 6306 yards
1 Century Dr, Winter Haven, FL 33881
Nearby Golf Courses
View golf courses near Berryhill
Real Estate News
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Winter Haven had 18 sales during the week of Tuesday, November 25 to Monday, December 1, including including 15 single family homes for sale with an average list price of ...
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Winter Haven had new homes for sale with an in-ground swimming pool during the month of Sunday, November 23 to Saturday, November 29, including 3 single family homes for ...
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Winter Haven had 32 new homes for sale during the week of Friday, November 21 to Thursday, November 27, including including 26 single family homes for sale with an average ...
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Winter Haven had 11 new construction homes during the week of Wednesday, November 19 to Tuesday, November 25, including 11 single family homes for sale with an average list price ...
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Winter Haven had 33 sales during the week of Tuesday, November 18 to Monday, November 24, including including 28 single family homes for sale with an average list price of ...
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Real Estate News
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