David Shippey
863.521.4517

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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 291-300 of 829
44 Photos 3007 Caneel St Winter Haven, FL 33884

3007 Caneel St
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# O6310659 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1385 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

Located in a 55+ community, this home offers a functional layout with plenty of room to personalize. Both bedrooms are generously sized, providing ... 

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$223,000
Reduced -$2,000
Provided courtesy of KELLER WILLIAMS REALTY AT THE PARKS
19 Photos 1523 Jessica Boulevard Winter Haven, FL 33884

1523 Jessica Boulevard
Winter Haven, FL 33884
Peace Creek Reserve 50's
Residential

MLS# O6311304 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2174 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve 50's

One or more photo(s) has been virtually staged. Under Construction. This single-story home shares an open layout between the kitchen, dining area a... 

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$362,990
Provided courtesy of LENNAR REALTY
36 Photos 228 Kilmer Lane Winter Haven, FL 33884

228 Kilmer Lane
Winter Haven, FL 33884
Fla Highlands Co Sub
Residential

MLS# O6311415 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1933 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Fla Highlands Co Sub

This 4 bed, 2.5 bath SE Winter Haven home has been carefully maintained and updated. Bring your belongings and move right in! A new roof, new exter... 

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$319,000
Reduced -$10,000
Provided courtesy of FATHOM REALTY FL LLC
20 Photos 300 Avenue E Winter Haven, FL 33880

300 Avenue E
Winter Haven, FL 33880
Berry J B Sub
Residential

MLS# O6311551 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1130 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Berry J B Sub

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Come see this charming home now on the market! ... 

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$200,000
Reduced -$7,000
Provided courtesy of OPENDOOR BROKERAGE LLC
57 Photos 341 Alexzander Way Winter Haven, FL 33881

341 Alexzander Way
Winter Haven, FL 33881
Jace Lndg
Residential

MLS# O6312556 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1867 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Jace Lndg

One or more photo(s) has been virtually staged. Welcome to 341 Alexzander Way - Your Dream Home in Winter Haven!Step into comfort and style in this... 

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$355,500
Provided courtesy of LPT REALTY, LLC
59 Photos 5671 Cypress Gardens Road Winter Haven, FL 33884

5671 Cypress Gardens Road
Winter Haven, FL 33884
N/a
Residential

MLS# O6312804 / Active
6 Beds, 6.00 Total Baths, 4 Full Bath, 2 Half Bath, 4335 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: N/a

Experience luxurious lakefront living with unmatched privacy and modern upgrades at 5671 Cypress Gardens Road in Winter Haven, FL. Situated on 4.53... 

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$800,000
Reduced -$100,000
Provided courtesy of EXP REALTY LLC
31 Photos 296 Inman Boulevard Winter Haven, FL 33881

296 Inman Boulevard
Winter Haven, FL 33881
Inman Groves
Residential

MLS# O6312824 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1725 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inman Groves

One or more photo(s) has been virtually staged. Built in 2023 and move-in ready for you and your family to begin enjoying your new home! Welcome to... 

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$334,500
Reduced -$500
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE
1 Photos 3900 Giorgio Drive Winter Haven, FL 33884

3900 Giorgio Drive
Winter Haven, FL 33884
Villamar
Residential

MLS# O6313347 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1483 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Brand new, energy-efficient home available NOW! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situa... 

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$275,670
Reduced -$25,000
Provided courtesy of MERITAGE HOMES OF FL REALTY
1 Photos 4993 Kaia Avenue Winter Haven, FL 33884

4993 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# O6313348 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1483 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Brand new, energy-efficient home available NOW! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situa... 

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$273,670
Reduced -$25,000
Provided courtesy of MERITAGE HOMES OF FL REALTY
1 Photos 3904 Giorgio Drive Winter Haven, FL 33884

3904 Giorgio Drive
Winter Haven, FL 33884
Villamar
Residential

MLS# O6313349 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2168 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Brand new, energy-efficient home available NOW! First-floor primary suite ensures everyone has their own private space. Second floor offers a spaci... 

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$320,795
Reduced -$25,000
Provided courtesy of MERITAGE HOMES OF FL REALTY

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 08-03-2025 1:25 PM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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