Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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8 Photos 28 Casarena Court Winter Haven, FL 33881

28 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential

MLS# S5146381 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed... 

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$175,000
Reduced -$10,000
Provided courtesy of REALTYCITY INC
17 Photos 208 Lake Howard Drive UNIT #104 Winter Haven, FL 33880

208 Lake Howard Drive UNIT #104
Winter Haven, FL 33880
Lake Howard Terrace
Residential

MLS# P4937862 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Howard Terrace

This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjo... 

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$174,900
Reduced -$4,100
Provided courtesy of COLLANY PROPERTIES
49 Photos 345 24th Street UNIT #23 Winter Haven, FL 33880

345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential

MLS# L4960143 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 942 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Villas

**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta... 

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$170,000
Reduced -$14,900
Provided courtesy of COLDWELL BANKER REALTY
22 Photos 665 Broadmoor Circle Winter Haven, FL 33884

665 Broadmoor Circle
Winter Haven, FL 33884
Cypresswood Tennis Villas
Residential

MLS# TB8496998 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1139 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Tennis Villas

Discover how easy life can feel in this beautifully maintained 2-bedroom, 2-bath villa offering over 1,100 square feet of comfortable, thoughtfully... 

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$170,000
Reduced -$10,000
Provided courtesy of COMPASS FLORIDA LLC
52 Photos 6044 Grand Oaks Drive Winter Haven, FL 33884

6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# S5126925 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ... 

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$169,900
Reduced -$15,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
22 Photos 702 Country Lane UNIT #702 Winter Haven, FL 33881

702 Country Lane UNIT #702
Winter Haven, FL 33881
Country Lake Condo Ph 01
Residential

MLS# P4938732 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1252 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Lake Condo Ph 01

LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE F... 

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$169,500
Provided courtesy of FLORIDA HOME CHOICE REALTY
38 Photos 6081 Southern Oaks Drive Winter Haven, FL 33884

6081 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# L4959229 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1080 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Welcome to 6081 Southern Oaks Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks wh... 

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$169,500
Provided courtesy of LOCKHART & ASSOCIATES INC
44 Photos 628 Ridge Terrace Winter Haven, FL 33881

628 Ridge Terrace
Winter Haven, FL 33881
Winter Ridge Condo
Residential

MLS# L4956747 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1073 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Ridge Condo

Updated 3-Bed, 2-Bath Condo in a Lakefront Community!Experience easy Florida living in this beautifully updated 3-bedroom, 2-bath single-story cond... 

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$169,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
36 Photos 2600 Lucerne Park Road UNIT #521 Winter Haven, FL 33881

2600 Lucerne Park Road UNIT #521
Winter Haven, FL 33881
Lake Point Landing
Residential

MLS# P4938931 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 845 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Point Landing

Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of bea... 

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$169,000
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
42 Photos 6518 Raintree Lane Winter Haven, FL 33881

6518 Raintree Lane
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# S5136893 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1525 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

Welcome to this beautifully maintained home offering 2 bedrooms and 2 bathrooms plus an office in the desirable 55+ community of Brookhaven Village... 

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$165,000
Reduced -$5,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-10-2026 8:43 AM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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