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peter@pickleballrealestate.net
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    433 Plaza Real - Suite 275
    Boca Raton, Florida 33432
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MIAMI ASSOCIATION OF REALTORS® All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than Marjo Realty Co. may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS.

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Chain of Lakes City

Houses in Winter Haven, FL

Welcome to Winter Haven, the Polk County "Chain of Lakes City" between Tampa and Orlando, home to Legoland Florida and dozens of canal-connected lakes.

Winter Haven is a mid-sized city in Polk County, Florida, positioned in the center of the state between Tampa and Orlando along the Interstate 4 corridor. Its defining geographical feature is water: the city is touched by dozens of lakes, with more than 20 of them linked by navigable canals to form the celebrated Chain of Lakes. That interconnected waterway, unusual among Florida cities, has shaped the community's identity, economy, and housing patterns for more than a century. The city's modern history is closely tied to tourism. Cypress Gardens, founded in 1936, became one of Florida's signature mid-century attractions, famous for its botanical gardens and pioneering water ski shows. Although the theme park closed in 2009, its legacy endures: the gardens were preserved within Legoland Florida, which opened on the site in 2011 and now anchors the area's tourism economy. The Cypress Gardens Water Ski Team continues to perform on Lake Eloise, keeping a piece of the city's heritage alive. Winter Haven's economy extends beyond tourism to healthcare, agriculture, and logistics, with the city serving as a commercial hub for eastern Polk County. Its population has grown steadily, drawing families, retirees, and commuters who appreciate the lakeside lifestyle and the city's position between two major metros. For residents, Winter Haven offers a distinctive combination: genuine lake living with public water access, a major family attraction in Legoland, and convenient highway connections to Tampa, Orlando, and Lakeland. It is a city where recreation on the water is woven into everyday life rather than reserved for vacations.

Population 64,648
County Polk County
Active Listings 1431
Browse by Listing Type
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homeHouses apartmentCondos & Apartments holiday_villageTownhouses & Duplexes crop_landscapeLots & Land parkFarms & Ranches

Frequently Asked Questions

What county is Winter Haven in?

Winter Haven is located in Polk County, Florida, in the central part of the state between Tampa and Orlando. It sits within the Interstate 4 corridor, one of Florida's busiest growth areas.

Why is Winter Haven called the Chain of Lakes City?

Winter Haven is called the Chain of Lakes City because dozens of lakes touch the city, with more than 20 connected by navigable canals. The city maintains boat ramps, waterfront parks, and public docks that make the chain central to boating, fishing, and daily life.

What is Legoland Florida?

Legoland Florida is a large theme park and resort that opened in 2011 on the historic grounds of Cypress Gardens. It preserved the original botanical gardens, which have been a Florida attraction since 1936, and offers themed rides, water park attractions, and family entertainment.

What school district serves Winter Haven?

Winter Haven is served by the Polk County Public School District, one of the largest districts in Florida with about 160 school sites. Winter Haven Senior High School is among the district's campuses serving the city.

How far is Winter Haven from Tampa and Orlando?

Winter Haven sits roughly midway between Tampa and Orlando, with Lakeland about 19 miles to the west. U.S. Highways 27 and 17 and State Roads 540 and 544 serve the city, placing both metropolitan areas within a short drive.

MARKET SNAPSHOT

The Market at a Glance

How homes have been selling here over the last 90 days.

home_work New This Week 50
Went Under Contract 3
trending_down Price Reductions 0
payments Median Sale Price $281,000 -1.7%
square_foot Price per Sq Ft $133
schedule Avg Days on Market 86
sell Homes Sold 364
percent Sale-to-List Ratio 99.0%
inventory_2 Months of Inventory 8.3

Price & Sales History

Market data reflects closed sales over the last 90 days and is provided for informational purposes.

BROWSE BY ZIP

Zip Codes

Browse listings by postal code in this area.

010 homes for saleMedian sale$295K1 sale in the last 90 days
003 homes for saleMedian sale$295K
0001 home for saleMedian sale$295K
00006 homes for saleMedian sale$295K
0000026 homes for saleMedian sale$370KPer sq ft$199 sales in the last 90 days
006034 homes for saleMedian sale$235KPer sq ft$7273 sales in the last 90 days
006231 home for saleMedian sale$240KPer sq ft$19214 sales in the last 90 days
006462 homes for saleMedian sale$1.5MPer sq ft$59625 sales in the last 90 days
006921 home for saleMedian sale$345KPer sq ft$20613 sales in the last 90 days
007292 homes for saleMedian sale$170KPer sq ft$1653 sales in the last 90 days
007731 home for saleMedian sale$318KPer sq ft$60312 sales in the last 90 days
080301 home for saleMedian sale$235KPer sq ft$19625 sales in the last 90 days
View All Zip Codes
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679 ave g #1 For Rent
$1,000
679 ave g #1Winter Haven, FL 33880
  • 1 bd
  • 1 ba
  • A12074774
110 Broward #1 For Rent
$2,100
110 Broward #1Winter Haven, FL 33884
  • 3 bd
  • 2 ba
  • A12074364
679 SE For Rent
$2,000
679 SEWinter Haven, FL 33880
  • 3 bd
  • 2 ba
  • A12061660
1858 4th Street SE For Sale
$220,000
1858 4th Street SEWinter Haven, FL 33880
  • 5 bd
  • 3 ba
  • 2100 sqft
  • Built 1960
  • B26046167
412 NE Avenue M NE For Sale
$260,000
412 NE Avenue M NEWinter Haven, FL 33881
  • 3 bd
  • 2 ba
  • 1451 sqft
  • Built 2024
  • B26034930
1681 Teagan Lane For Sale
$268,000
1681 Teagan LaneWinter Haven, FL 33884
  • 3 bd
  • 2 ba
  • 1487 sqft
  • Built 2024
  • B26006343
123 Ruby Lake Drive For Sale
$287,000
123 Ruby Lake DriveWinter Haven, FL 33884
  • 3 bd
  • 2 ba
  • 1919 sqft
  • Built 2000
  • F10549163
657 Ave C SW For Sale
$250,000
657 Ave C SWWinter Haven, FL 33880
  • 3 bd
  • 2 ba
  • 1144 sqft
  • Built 1957
  • R11069743
117 NE 5TH ST NE #113 For Rent
$1,600
117 NE 5TH ST NE #113Winter Haven, FL 33881
  • 2 bd
  • 1.5 ba
  • A12022934
173 Tracy Circle For Sale
$310,000
173 Tracy CircleWinter Haven, FL 33884
  • 3 bd
  • 2 ba
  • 1788 sqft
  • Built 2014
  • A12015657
2782 Pioneer Trail For Rent
$1,940
2782 Pioneer TrailWinter Haven, FL 33839
  • 3 bd
  • 2 ba
  • 1486 sqft
  • A12004154
237 Mclean Point For Sale
$720,000
237 Mclean PointWinter Haven, FL 33884
  • 4 bd
  • 4 ba
  • 2961 sqft
  • Built 2001
  • A11994679
542 Eagle Landing Blvd. For Sale
$265,000
542 Eagle Landing Blvd.Winter Haven, FL 33880
  • 3 bd
  • 2 ba
  • Built 2021
  • A11993765
920 CAMBRIDGE DR For Sale
$270,000
920 CAMBRIDGE DRWinter Haven, FL 33881
  • 4 bd
  • 2 ba
  • 1846 sqft
  • Built 2021
  • A11981177
330 Sterling Drive For Sale
$295,000
330 Sterling DriveWinter Haven, FL 33884
  • 3 bd
  • 2 ba
  • 1426 sqft
  • Built 1997
  • A11978099
740 Grove Street For Rent
$3,100
740 Grove StreetWinter Haven, FL 33881
  • 5 bd
  • 3 ba
  • 2845 sqft
  • Built 2023
  • A11960037
3829 GIORGIO For Sale
$242,000
3829 GIORGIOWinter Haven, FL 33884
  • 3 bd
  • 2 ba
  • Built 2024
  • A11945132
934 CATTLEMAN STREET For Sale
$350,000
934 CATTLEMAN STREETWinter Haven, FL 33884
  • 5 bd
  • 2.5 ba
  • 2215 sqft
  • Built 2023
  • A11810178
18

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