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Winter Haven Homes For Sale & Real Estate - 995 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $269,99940 Days on yellowkey   MLS ID: O6402516

    REDUCED by $4,001 (1.5%) on 06/03/2026

    For Sale O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2021
    Monthly Fee: $38
       Tax: $3,739 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $1,829 (change assumption)
    Mortgage ($1,479) + Fees ($38) + Taxes in 2025 ($312)


    Taxes:$3,739

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 116 MANDOLIN DR, WINTER HAVEN, FL 33884

    $365,00040 Days on yellowkey   MLS ID: O6403313

    REDUCED by $5,000 (1.4%) on 05/18/2026

    For Sale O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2009
    Monthly Fee: $56
       Tax: $5,678 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,000) + Fees ($56) + Taxes in 2025 ($473)


    Taxes:$5,678

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881

    $132,50072 Days on yellowkey   MLS ID: S5146696

    REDUCED by $4,400 (3.2%) on 05/18/2026

    For Sale S5146696 - 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1985
    Monthly Fee: $46
       Tax: $147 (2025)
    Community: Lake N Golf Estates
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $784 (change assumption)
    Mortgage ($726) + Fees ($46) + Taxes in 2025 ($12)


    Taxes:$147

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 23 CASARENA CT, WINTER HAVEN, FL 33881

    $230,00046 Days on yellowkey   MLS ID: S5148554

    For Sale S5148554 - 23 CASARENA CT, WINTER HAVEN, FL 33881 50 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,909 (2025)
    Community: Casarena/Lks
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,260) + Fees ($310) + Taxes in 2025 ($326)


    Taxes:$3,909

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 634 WEXFORD CT, WINTER HAVEN, FL 33884

    $235,00021 Days on yellowkey   MLS ID: L4961955

    0 Days Off yellowkey (back on 6/3/2026)

    For Sale L4961955 - 634 WEXFORD CT, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1980
    Monthly Fee: $130
       Tax: $1,723 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,561 (change assumption)
    Mortgage ($1,288) + Fees ($130) + Taxes in 2025 ($144)


    Taxes:$1,723

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2817 WINGFOOT CT, WINTER HAVEN, FL 33884

    $270,000304 Days on yellowkey   MLS ID: P4935798

    For Sale P4935798 - 2817 WINGFOOT CT, WINTER HAVEN, FL 33884 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1666
       Built: 1990
    Monthly Fee: $285
       Tax: $1,448 (2024)
    Community: Cypresswood Golf Villas Gc-2
    Spa: No

    Villa


    Estimated Monthly Payment: $1,885 (change assumption)
    Mortgage ($1,479) + Fees ($285) + Taxes in 2024 ($121)


    Taxes:$1,448

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 441 SAN JOSE DR, WINTER HAVEN, FL 33884

    $275,000395 Days on yellowkey   MLS ID: P4934776

    REDUCED by $10,000 (3.5%) on 04/14/2026

    For Sale P4934776 - 441 SAN JOSE DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 1984
    Monthly Fee: $5
       Tax: $1,000 (2024)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,595 (change assumption)
    Mortgage ($1,507) + Fees ($5) + Taxes in 2024 ($83)


    Taxes:$1,000

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 812 ANDREW ST, WINTER HAVEN, FL 33881

    $349,99030 Days on yellowkey   MLS ID: O6406531

    For Sale O6406531 - 812 ANDREW ST, WINTER HAVEN, FL 33881 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2371
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,158 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 811 ANDREW ST, WINTER HAVEN, FL 33881

    $322,49013 Days on yellowkey   MLS ID: O6410787

    INCREASED by $15,000 (4.9%) on 05/26/2026

    For Sale O6410787 - 811 ANDREW ST, WINTER HAVEN, FL 33881 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2026
    Monthly Fee: $6
       Tax: $2,695 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,998 (change assumption)
    Mortgage ($1,767) + Fees ($6) + Taxes in 2025 ($225)


    Taxes:$2,695

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 665 BROADMOOR CIR, WINTER HAVEN, FL 33884

    $170,00053 Days on yellowkey   MLS ID: TB8496998

    REDUCED by $10,000 (5.6%) on 06/03/2026

    For Sale TB8496998 - 665 BROADMOOR CIR, WINTER HAVEN, FL 33884 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1139
       Built: 1981
    Monthly Fee: $335
       Tax: $1,395 (2025)
    Community: Cypresswood Tennis Villas
    Villa


    Estimated Monthly Payment: $1,383 (change assumption)
    Mortgage ($931) + Fees ($335) + Taxes in 2025 ($116)


    Taxes:$1,395

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4577 BACK NINE DR, WINTER HAVEN, FL 33884

    $349,600154 Days on yellowkey   MLS ID: P4937386

    For Sale P4937386 - 4577 BACK NINE DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1918
       Built: 2009
    Monthly Fee: $5
       Tax: $5,155 (2025)
    Community: Lake Ashton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,350 (change assumption)
    Mortgage ($1,916) + Fees ($5) + Taxes in 2025 ($430)


    Taxes:$5,155

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $269,99987 Days on yellowkey   MLS ID: S5145776

    REDUCED by $4,901 (1.8%) on 04/29/2026

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $484
       Tax: $1,704 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,479) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881

    $639,900107 Days on yellowkey   MLS ID: S5144344

    For Sale S5144344 - 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3619
       Built: 2023
    Monthly Fee: $83
       Tax: $7,594 (2025)
    Community: Sanctuary By The Lake Ph One
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,222 (change assumption)
    Mortgage ($3,506) + Fees ($83) + Taxes in 2025 ($633)


    Taxes:$7,594

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884

    $130,000133 Days on yellowkey   MLS ID: S5142500

    REDUCED by $5,000 (3.7%) on 04/08/2026

    For Sale S5142500 - 400 EL CAMINO DR #210, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1666
       Built: 1974
    Monthly Fee: $448
       Tax: $1,368 (2025)
    Community: Orchid Spgs Vill 400 San Miguel
    Spa: No

    Condo


    Estimated Monthly Payment: $1,274 (change assumption)
    Mortgage ($712) + Fees ($448) + Taxes in 2025 ($114)


    Taxes:$1,368

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1517 AXEL CIR, WINTER HAVEN, FL 33880

    $489,00022 Days on yellowkey   MLS ID: P4938741

    For Sale P4938741 - 1517 AXEL CIR, WINTER HAVEN, FL 33880 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2023
    Monthly Fee: $71
       Tax: $4,964 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $3,164 (change assumption)
    Mortgage ($2,679) + Fees ($71) + Taxes in 2025 ($414)


    Taxes:$4,964

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 943 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $325,00082 Days on yellowkey   MLS ID: O6386883

    For Sale O6386883 - 943 SUMMER GLEN DR, WINTER HAVEN, FL 33880 12 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $30
       Tax: $2,755 (2025)
    Community: Coventry Cove Ph Ii
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,781) + Fees ($30) + Taxes in 2025 ($230)


    Taxes:$2,755

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1911 BROWN ST NE, WINTER HAVEN, FL 33881

    $249,000147 Days on yellowkey   MLS ID: O6373193

    For Sale O6373193 - 1911 BROWN ST NE, WINTER HAVEN, FL 33881 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1440
       Built: 2020   Tax: $3,345 (2025)
    Community: Not In A Subdivision
    Single Family


    Estimated Monthly Payment: $1,643 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($279)


    Taxes:$3,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 649 BROADMOOR CIR, WINTER HAVEN, FL 33884

    $149,700236 Days on yellowkey   MLS ID: O6352259

    REDUCED by $1,800 (1.2%) on 06/03/2026

    For Sale O6352259 - 649 BROADMOOR CIR, WINTER HAVEN, FL 33884 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1278
       Built: 1981
    Monthly Fee: $314
       Tax: $2,570 (2024)
    Community: Cypresswood Golf Villas
    Villa


    Estimated Monthly Payment: $1,348 (change assumption)
    Mortgage ($820) + Fees ($314) + Taxes in 2024 ($214)


    Taxes:$2,570

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6518 RAINTREE LN NE, WINTER HAVEN, FL 33881

    $165,000233 Days on yellowkey   MLS ID: S5136893

    REDUCED by $5,000 (2.9%) on 04/08/2026

    For Sale S5136893 - 6518 RAINTREE LN NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1525
       Built: 1989
    Monthly Fee: $34
       Tax: $1,157 (2025)
    Community: Brookhaven Village First Add
    Manufactured Home


    Estimated Monthly Payment: $1,035 (change assumption)
    Mortgage ($904) + Fees ($34) + Taxes in 2025 ($96)


    Taxes:$1,157

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $169,900389 Days on yellowkey   MLS ID: S5126925

    For Sale S5126925 - 6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1248
       Built: 1982
    Monthly Fee: $65
       Tax: $1,287 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,103 (change assumption)
    Mortgage ($931) + Fees ($65) + Taxes in 2025 ($107)


    Taxes:$1,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

Winter Haven home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.