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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22 Photos 5373 San Pietro Drive Winter Haven, FL 33884

5373 San Pietro Drive
Winter Haven, FL 33884
Villa Mar
Residential

MLS# TB8507170 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2471 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villa Mar

One or more photo(s) has been virtually staged. Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.Check ... 

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$364,999
Reduced -$1,446
Provided courtesy of CASA FRESCA REALTY
35 Photos 3642 Queens Cove Boulevard Winter Haven, FL 33880

3642 Queens Cove Boulevard
Winter Haven, FL 33880
Queens Cove Ph 04
Residential

MLS# O6406940 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1396 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Queens Cove Ph 04

Welcome to this spacious 3-bedroom, 2-bathroom home located in the desirable Winter Haven area. This residence offers a great floor plan with plent... 

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$245,000
Provided courtesy of OAK AVENUE REAL ESTATE LLC
58 Photos 83 Jenni Ashley Court Winter Haven, FL 33884

83 Jenni Ashley Court
Winter Haven, FL 33884
Skidmore
Residential

MLS# TB8506932 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3799 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Skidmore

Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise... 

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$875,000
Reduced -$24,000
Provided courtesy of LISTED SIMPLY
42 Photos 507 Lake Lulu Drive Winter Haven, FL 33880

507 Lake Lulu Drive
Winter Haven, FL 33880
Southeast Terrace
Residential

MLS# L4961910 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1829 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Southeast Terrace

Discover the perfect blend of character, comfort, and convenience at this charming mid-century modern home near beautiful Lake Lulu! Featuring 3 be... 

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$309,999
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
48 Photos 1517 Axel Circle Winter Haven, FL 33880

1517 Axel Circle
Winter Haven, FL 33880
Pinnacle Point
Residential

MLS# P4938741 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3022 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Pinnacle Point

Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyl... 

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$489,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
44 Photos 1590 Vienna Square Drive Winter Haven, FL 33884

1590 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# O6406908 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

Welcome to Vienna Square a vibrant, beautifully maintained 55+ gated community where resort-style living meets true low-maintenance comfort. This c... 

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$210,000
Provided courtesy of RE/MAX PRIME PROPERTIES
65 Photos 408 Talamone Drive Winter Haven, FL 33884

408 Talamone Drive
Winter Haven, FL 33884
Tuscany/winterset
Residential

MLS# P4938753 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2333 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Tuscany/winterset

This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort ... 

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$499,900
Provided courtesy of LOCKHART & ASSOCIATES INC
53 Photos 409 21st Street Winter Haven, FL 33880

409 21st Street
Winter Haven, FL 33880
West Winter Haven
Residential

MLS# P4938761 / Active
4 Beds, 1.00 Total Baths, 1 Full Bath, 2322 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: West Winter Haven

Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in ... 

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$550,000
Provided courtesy of COLDWELL BANKER REALTY
43 Photos 4114 Fishermans Landing Winter Haven, FL 33884

4114 Fishermans Landing
Winter Haven, FL 33884
Cypress Landing Ph 01
Residential

MLS# L4961951 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1992 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypress Landing Ph 01

Welcome Home To This Spacious 3-Bedroom, 2-Bathroom Residence Featuring An Open-Concept Floor Plan Built For Florida Living. Recently Refurbished W... 

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$295,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
42 Photos 430 Hillcrest Drive Winter Haven, FL 33884

430 Hillcrest Drive
Winter Haven, FL 33884
Eloise Woods Lake Roy Unit
Residential

MLS# L4961985 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1594 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Roy Unit

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, functionality, and outdoor living. Step inside... 

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$309,000
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 06-15-2026 7:44 PM EST.

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


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