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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Displaying results 461-470 of 753
51 Photos 447 San Jose Drive Winter Haven, FL 33884

447 San Jose Drive
Winter Haven, FL 33884
Orchid Springs Patio Homes
Residential

MLS# P4937807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1600 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Patio Homes

With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven ... 

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$239,900
Reduced -$10,000
Provided courtesy of COLDWELL BANKER REALTY
52 Photos 183 Lake Thomas Winter Haven, FL 33880

183 Lake Thomas
Winter Haven, FL 33880
Lake Thomas Woods Eight Add
Residential

MLS# P4937839 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2385 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Thomas Woods Eight Add

RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas - No HOADiscover the perfect blend of comfortable family living a... 

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$460,000
Reduced -$5,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
35 Photos 1568 S Lake Shipp Drive Winter Haven, FL 33880

1568 S Lake Shipp Drive
Winter Haven, FL 33880
Lake Shipp Heights
Residential

MLS# P4937858 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1032 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Shipp Heights

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new met... 

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$264,900
Reduced -$5,000
Provided courtesy of ALLSTATE REALTY SERVICES
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
61 Photos 47 Enclave Drive Winter Haven, FL 33884

47 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 2
Residential

MLS# P4937867 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 2

PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Ho... 

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$245,000
Reduced -$15,000
Provided courtesy of XCELLENCE REALTY, INC
70 Photos 5264 Green Drive Winter Haven, FL 33884

5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4937885 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2011 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with res... 

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$335,000
Provided courtesy of LAKE ASHTON REALTY INC.
43 Photos 132 Alachua Drive Winter Haven, FL 33884

132 Alachua Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Un
Residential

MLS# P4937917 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2466 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Un

Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offe... 

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$320,000
Reduced -$1,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
66 Photos 4410 Limewood Street Winter Haven, FL 33880

4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937929 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area... 

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$110,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
44 Photos 111 Sunset Drive Winter Haven, FL 33881

111 Sunset Drive
Winter Haven, FL 33881
Chris Brown Cemetery Replat
Residential

MLS# P4937961 / Active
4 Beds, 1.00 Total Baths, 1 Full Bath, 2078 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Chris Brown Cemetery Replat

PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for hom... 

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$200,000
Reduced -$15,000
Provided courtesy of LA ROSA REALTY PRESTIGE
24 Photos 688 Augusta Road Winter Haven, FL 33884

688 Augusta Road
Winter Haven, FL 33884
Cypresswood Fairway Patio Homes
Residential

MLS# P4937966 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1586 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Fairway Patio Homes

Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Cou... 

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$337,000
Increase +$17,100
Provided courtesy of JOHN WOOD REALTY, INC.

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 06-14-2026 2:00 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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