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 321-330 of 790
25 Photos 5560 Taverna Loop Winter Haven, FL 33884

5560 Taverna Loop
Winter Haven, FL 33884
Villamar
Residential

MLS# O6417447 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1302 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Discover the Downing floorplan at Villamar in Winter Haven, featuring 1,302 square feet, three bedrooms and two bathrooms, this... 

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$268,900
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
70 Photos 3962 Cypress Landing Winter Haven, FL 33884

3962 Cypress Landing
Winter Haven, FL 33884
Cypress Landing Ph 02
Residential

MLS# L4962931 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1775 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypress Landing Ph 02

Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every da... 

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$269,900
Provided courtesy of SELLSTATE CENTRIC REALTY
39 Photos 811 22nd Street Winter Haven, FL 33881

811 22nd Street
Winter Haven, FL 33881
Hutton Rep
Residential

MLS# S5148769 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1408 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hutton Rep

""Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, makin... 

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$269,990
Provided courtesy of FLORIDA REALTY INVESTMENTS
22 Photos 541 Heather Glen Dr Winter Haven, FL 33884

541 Heather Glen Dr
Winter Haven, FL 33884
Heather Glen Ph 01
Residential

MLS# O6377141 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1453 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heather Glen Ph 01

Short Sale. SHORT SALE!! SUBMIT YOUR OFFER & WE WILL SUBMIT TO THE BANK. Welcome to Heather Glen, a gated community in the heart of Winter Haven wi... 

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$269,999
Provided courtesy of EXP REALTY LLC
32 Photos 554 Eagle Landing Boulevard Winter Haven, FL 33880

554 Eagle Landing Boulevard
Winter Haven, FL 33880
Eagle Lndg Ph I
Residential

MLS# O6402516 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1628 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Eagle Lndg Ph I

Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home is a move-in-ready living space. Th... 

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$269,999
Reduced -$4,001
Provided courtesy of SPANN & ASSOCIATES REAL ESTATE
28 Photos 1716 Terry Circle Winter Haven, FL 33881

1716 Terry Circle
Winter Haven, FL 33881
Buckeye Haven
Residential

MLS# S5150876 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1065 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Haven

Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, c... 

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$270,000
Provided courtesy of EXIT REALTY 4CORNERS
30 Photos 3467 Julius Estates Boulevard Winter Haven, FL 33881

3467 Julius Estates Boulevard
Winter Haven, FL 33881
Lake Smart Estates
Residential

MLS# S5151796 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1750 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Estates

Welcome to this beautiful and well-maintained home in the desirable Julius Estates community of Winter Haven! This spacious residence offers a mode... 

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$270,000
Provided courtesy of AXEN REALTY, LLC
39 Photos 2817 Wingfoot Court Winter Haven, FL 33884

2817 Wingfoot Court
Winter Haven, FL 33884
Cypresswood Golf Villas Gc-2
Residential

MLS# P4935798 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1666 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas Gc-2

Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the ... 

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$270,000
Provided courtesy of NEXTHOME NORRIS & COMPANY REALTY
46 Photos 1596 Leamington Lane Winter Haven, FL 33884

1596 Leamington Lane
Winter Haven, FL 33884
Villamar Ph 3
Residential

MLS# P4935416 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 3

Short Sale. Motivated Sellers- well below appraisal price - Price requires bank approval - Located in the growing Villa Mar community, this Cali fl... 

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$270,000
Reduced -$27,000
Provided courtesy of DALTON WADE INC
33 Photos 140 Krenson Bay Loop Winter Haven, FL 33881

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

MLS# G5113525 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1479 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Krenson Bay

Welcome to this inviting 3BR/2BA home with a 2-car garage and 2,128 sq. ft. in a gated Winter Havencommunity. Features include tile in the main liv... 

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$270,000
Provided courtesy of OPTIMA ONE REALTY, INC.

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 06-20-2026 1:39 PM EST.

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


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