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 471-480 of 750
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.
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
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
40 Photos 3363 Livingston Way Winter Haven, FL 33884

3363 Livingston Way
Winter Haven, FL 33884
Traditions Phase 1
Residential

MLS# TB8478803 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1118 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Phase 1

Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throug... 

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$245,000
Reduced -$10,000
Provided courtesy of AGILE GROUP REALTY
45 Photos 265 Lake Thomas Drive Winter Haven, FL 33880

265 Lake Thomas Drive
Winter Haven, FL 33880
Timber Wood
Residential

MLS# L4959685 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1517 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Timber Wood

Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern ... 

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$339,950
Reduced -$9,000
Provided courtesy of PORCHLIGHT HOMES LLC
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
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
25 Photos 3308 Country Walk Club Circle Winter Haven, FL 33881

3308 Country Walk Club Circle
Winter Haven, FL 33881
Country Walk/winter Haven Ph 2
Residential

MLS# O6385130 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Walk/winter Haven Ph 2

Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perf... 

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$314,990
Provided courtesy of LA ROSA REALTY LLC
57 Photos 961 Drexel Avenue Winter Haven, FL 33881

961 Drexel Avenue
Winter Haven, FL 33881
Anna Mar
Residential

MLS# L4959592 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1856 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Anna Mar

***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elber... 

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$305,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
31 Photos 3322 White Indigo Road Winter Haven, FL 33884

3322 White Indigo Road
Winter Haven, FL 33884
Harmony On Lake Eloise
Residential

MLS# O6384999 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1665 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony On Lake Eloise

Under Construction. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illust... 

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$297,900
Reduced -$2,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

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 06-15-2026 9:09 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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