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 561-570 of 827
39 Photos 3173 Whispering Trails Avenue Winter Haven, FL 33884

3173 Whispering Trails Avenue
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# P4935188 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1508 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

One or more photo(s) has been virtually staged. WELCOME to this charming 3-bedroom, 3-bathroom home located in the beautiful gated community of Whi... 

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$272,000
Reduced -$4,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
24 Photos 2169 Rose Boulevard Winter Haven, FL 33881

2169 Rose Boulevard
Winter Haven, FL 33881
Buckeye Rdg
Residential

MLS# P4935204 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2121 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Rdg

Spacious 4-Bedroom Home with Fenced Yard & Downstairs Primary SuiteThis beautifully updated 4-bedroom, 2.5-bath home is move-in ready and full of s... 

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$329,999
Reduced -$5,001
Provided courtesy of XPERT REALTY GROUP
34 Photos 4662 Osprey Way Winter Haven, FL 33881

4662 Osprey Way
Winter Haven, FL 33881
St James Crossing
Residential

MLS# P4935221 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1999 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: St James Crossing

This 4-bedroom, 2-bath 2,000 square feet home located conveniently in the Winter Haven/Auburndale area is ready for a new family. The home offers e... 

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$325,000
Reduced -$5,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
35 Photos 6027 Grand Oaks Drive Winter Haven, FL 33884

6027 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4935226 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1188 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This 2-bedroom, 2-bath home located in the community of Garden Grove Oaks is perfect for enjoying your 55+ years in style. This manufactured home c... 

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$157,500
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
62 Photos 328 Hamilton Shores Drive Winter Haven, FL 33881

328 Hamilton Shores Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential

MLS# P4935230 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3812 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Pointe

Discover refined Florida living in the sought-after Hamilton Pointe community, where 328 Hamilton Shores Drive is perfectly positioned on a beautif... 

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$765,000
Provided courtesy of THE STONES REAL ESTATE FIRM
52 Photos 2800 Sunset Drive Winter Haven, FL 33881

2800 Sunset Drive
Winter Haven, FL 33881
Idylwild Heights
Residential

MLS# P4935252 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1536 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Idylwild Heights

One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is located in Idylwild Heights a charming residential subdivision n... 

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$350,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
36 Photos 658 Lake Dexter Circle Winter Haven, FL 33884

658 Lake Dexter Circle
Winter Haven, FL 33884
Lake Dexter Woods Ph 02
Residential

MLS# P4935253 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1131 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Dexter Woods Ph 02

STOP THE CAR!! This Charming Move In Ready Home is awaiting new owners...Discover the perfect combination of comfort, convenience, and value in thi... 

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$245,900
Provided courtesy of COLDWELL BANKER REALTY
22 Photos 4747 Mandolin Loop Winter Haven, FL 33884

4747 Mandolin Loop
Winter Haven, FL 33884
Mandolin 02
Residential

MLS# P4935261 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1506 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Mandolin 02

Auction Property. Welcome! Located in a desirable gated community in Southeast Winter Haven. This inviting property offers 3 spacious bedrooms and ... 

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$200,070
Reduced -$10,530
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
1 Photos 1811 5th Street Winter Haven, FL 33880

1811 5th Street
Winter Haven, FL 33880
Southeast Terrace
Residential

MLS# P4935267 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1852 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Southeast Terrace

Very nice and beautiful home located in the heart of Winter Haven FL surrounded by all major stores and restaurants. Three beds and two baths with ... 

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$305,000
Provided courtesy of OSF REAL ESTATE SERVICE
46 Photos 13 Enclave Drive Winter Haven, FL 33884

13 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 01
Residential

MLS# P4935271 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1526 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 01

Welcome to this maintained 3 bedroom, 2 bath one-story villa/townhouse located in Enclave, a quiet and desirable neighborhood within the gated golf... 

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$264,900
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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 08-04-2025 9:48 AM EST.

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


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