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 241-250 of 763
49 Photos 305 Meadowbrook Boulevard Winter Haven, FL 33881

305 Meadowbrook Boulevard
Winter Haven, FL 33881
Lucerne Park Reserve
Residential

MLS# O6381073 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2696 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! SELLER MOTIVATED! Needs new carpet - giving buyers a clear opportunity to update... 

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$340,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE REALTY
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
42 Photos 6825 S Lake Henry Drive Winter Haven, FL 33881

6825 S Lake Henry Drive
Winter Haven, FL 33881
Lucerne Park Fruit Assn
Residential

MLS# S5143698 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1790 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Fruit Assn

One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 sq... 

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$239,000
Reduced -$10,900
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
70 Photos 4056 Rolling Oaks Drive Winter Haven, FL 33880

4056 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937783 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1104 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice... 

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$125,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
3 Photos 113 Citrus Drive Winter Haven, FL 33884

113 Citrus Drive
Winter Haven, FL 33884
Elwood Heights
Residential

MLS# O6382305 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2016 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Elwood Heights

Short Sale. SHORT SALE APPROVED. LIST PRICE APPROVED BY BANK. Amazing opportunity to purchase a 3 bedroom, 2 bath home situated on a spacious acre ... 

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$288,000
Provided courtesy of THE AGENCY FL
22 Photos 1700 6th Street UNIT C31 Winter Haven, FL 33881

1700 6th Street UNIT C31
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential

MLS# L4959370 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 840 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Harbour Apts Condo

HUGE PRICE DROP! Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully upda... 

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$99,900
Reduced -$9,890
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
19 Photos 1798 White Elephant Loop Winter Haven, FL 33884

1798 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8476320 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1526 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort an... 

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$298,900
Provided courtesy of LGI REALTY- FLORIDA, LLC
38 Photos 1701 36th Street Winter Haven, FL 33881

1701 36th Street
Winter Haven, FL 33881
Inwood
Residential

MLS# S5143914 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space... 

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$259,999
Reduced -$3,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
45 Photos 2128 Bretton Ridge Boulevard Winter Haven, FL 33884

2128 Bretton Ridge Boulevard
Winter Haven, FL 33884
Bretton Ridge
Residential

MLS# O6382048 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bretton Ridge

Welcome to 2128 Bretton Ridge Blvd, Winter Haven, FL 33884, a beautifully maintained 4-bedroom, 2-bath home built in 2017 and ideally situated in t... 

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$289,900
Provided courtesy of KISHROY REALTY GROUP LLC
27 Photos 3406 Fox Ridge Street Winter Haven, FL 33884

3406 Fox Ridge Street
Winter Haven, FL 33884
Fox Ridge Ph 02
Residential

MLS# P4937801 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1392 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Fox Ridge Ph 02

IDEAL LOCATION FOR THIS HOME situated near Garden Grove Elementary and LEGOLAND, with convenient access to shopping along the Boulevard and into do... 

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$275,000
Provided courtesy of COLDWELL BANKER REALTY

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 06-16-2026 11:41 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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