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 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 481-490 of 832
7 Photos 5009 Kaia Avenue Winter Haven, FL 33884

5009 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# O6323616 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1607 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by Aug 2025! An open floorplan that makes entertaining easy in the open kitchen, din... 

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$310,705
Provided courtesy of MERITAGE HOMES OF FL REALTY
31 Photos 1323 Donatello Lane Winter Haven, FL 33884

1323 Donatello Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential

MLS# V4943233 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1865 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Estates/lk Florence

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering the perfect blend of comfort, style, and convenience in the boutique com... 

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$349,900
Provided courtesy of LIVELY REAL ESTATE
17 Photos 1224 Vienna Square Drive Winter Haven, FL 33884

1224 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Duplex
Residential

MLS# P4934564 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1118 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Duplex

CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in a desirable adult living gated community. This well-kept re... 

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$225,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
42 Photos 4420 Limewood Street Winter Haven, FL 33880

4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# O6305229 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1000 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome HOME to upgrade your lifestyle in this wildly popular Oakwood Estates 55+ Senior Gated community! Priced to SELL, Upgraded, and Move-In Rea... 

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$134,990
Provided courtesy of EXP REALTY LLC
27 Photos 415 Smiley Court Winter Haven, FL 33884

415 Smiley Court
Winter Haven, FL 33884
Lake Mariam Hills Rep
Residential

MLS# S5128812 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2420 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Mariam Hills Rep

3 spacious bedrooms + 1 versatile study/office??? Large great room with excellent natural light??? Open kitchen integrated into the dining room, id... 

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$440,000
Reduced -$10,000
Provided courtesy of AGENT TRUST REALTY CORPORATION
53 Photos 1905 Emily Boulevard Winter Haven, FL 33884

1905 Emily Boulevard
Winter Haven, FL 33884
Emily Estates
Residential

MLS# O6320123 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3050 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Emily Estates

Welcome to your new dream home! This spacious 4-bedroom, 3.1-bathroom gem spans over 3,000 square feet, offering ample room for comfort and creativ... 

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$360,000
Provided courtesy of ELITE REALTY, LLC
100 Photos 3826 Gaines Court Winter Haven, FL 33884

3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4934458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled o... 

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$1,999,990
Reduced -$400,009
Provided courtesy of NEW HOME ADVANTAGE LLC
86 Photos 550 Lake Otis Drive Winter Haven, FL 33880

550 Lake Otis Drive
Winter Haven, FL 33880
Mayfair Sub
Residential

MLS# S5128104 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 6232 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Mayfair Sub

NEW PRICE! AVAILABLE! NOW IS YOUR CHANCE TO OWN THIS LEEDY MID CENTURY MODERN LAKEFRONT HOME with a POOL! Unique opportunity to own a custom design... 

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$999,000
Reduced -$126,000
Provided courtesy of HAPPY DAYS REALTY LLC
29 Photos 97 Parson Drive Winter Haven, FL 33884

97 Parson Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# TB8392094 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 989 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

Looking for a highly sought after 55+ community in Winter Haven with NO LOT RENT? Well look no further! Become a shareholder in one of the most pop... 

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$94,900
Reduced -$3,000
Provided courtesy of JT REALTY & ASSOCIATES
24 Photos 1822 Nicaragua Way Winter Haven, FL 33881

1822 Nicaragua Way
Winter Haven, FL 33881
Poinsettia Heights
Residential

MLS# P4933904 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1165 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Poinsettia Heights

WOW! Charming Home nestled in a Desirable 55+ Community! LOW HOA!Welcome to this well-maintained 2-bedroom, 2-bathroom home with a 2-car garage, lo... 

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$225,000
Reduced -$10,900
Provided courtesy of LPT REALTY, LLC

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 07-27-2025 8:18 PM 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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