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 601-610 of 759
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
32 Photos 9705 Lake Bess Road UNIT #715 Winter Haven, FL 33884

9705 Lake Bess Road UNIT #715
Winter Haven, FL 33884
Carefree Rv Country Club
Residential

MLS# S5143953 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 792 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Carefree Rv Country Club

Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GAT... 

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$119,000
Provided courtesy of THREE MOUNTAINS REALTY
35 Photos 740 Squires Grove Drive Winter Haven, FL 33880

740 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# S5144206 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2616 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residenc... 

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$364,990
Reduced -$5,000
Provided courtesy of NORTHGROUP REAL ESTATE, INC
51 Photos 530 Sanctuary Boulevard Winter Haven, FL 33881

530 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph One
Residential

MLS# S5144344 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3619 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph One

Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, ... 

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$639,900
Reduced -$10,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
11 Photos 6433 Jacaranda Avenue Winter Haven, FL 33881

6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# S5144807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi... 

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$145,000
Increase +$5,100
Provided courtesy of LA ROSA REALTY ORLANDO LLC
38 Photos 111 Krenson Bay Loop Winter Haven, FL 33881

111 Krenson Bay Loop
Winter Haven, FL 33881
Krenson Bay
Residential

MLS# S5145191 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1543 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Krenson Bay

One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offe... 

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$284,999
Reduced -$1
Provided courtesy of LPT REALTY, LLC
40 Photos 1215 26th Street Winter Haven, FL 33881

1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential

MLS# S5145609 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 2083 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood #1

MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu... 

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$374,000
Reduced -$5,000
Provided courtesy of LIFESTYLE INTERNATIONAL REALTY
54 Photos 4019 Carteret Drive Winter Haven, FL 33884

4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# S5145776 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1719 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Havens premier 55+ gated communiti... 

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$265,000
Reduced -$4,999
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
39 Photos 5445 Chandler Drive Winter Haven, FL 33884

5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential

MLS# S5146003 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3010 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bentley Place

Welcome to 5445 Chandler in Winter Havena great opportunity for buyers looking to add their own personal touch! This home offers generous square fo... 

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$305,000
Reduced -$9,500
Provided courtesy of TRANSCEND REALTY
16 Photos 525 Avenue A Winter Haven, FL 33881

525 Avenue A
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential

MLS# S5146036 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1870 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Revised Map of Fernwood Add

Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a spark... 

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$349,999
Provided courtesy of NORKIS & CO 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 06-11-2026 8:46 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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