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Winter Haven Homes For Sale & Real Estate - 1031 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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  • 2285 AVENUE C SW, WINTER HAVEN, FL 33880

    $275,900136 Days on yellowkey   MLS ID: S5142523

    REDUCED by $3,000 (1.1%) on 06/18/2026

    For Sale S5142523 - 2285 AVENUE C SW, WINTER HAVEN, FL 33880 33 photos

    Bed: 4   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2325
       Built: 1962   Tax: $4,529 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,512) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $270,90084 Days on yellowkey   MLS ID: L4960645

    1 Days Off yellowkey (back on 6/18/2026)

    INCREASED by $1,000 (0.4%) on 06/18/2026

    For Sale L4960645 - 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2021
    Monthly Fee: $86
       Tax: $4,088 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,484) + Fees ($86) + Taxes in 2024 ($341)


    Taxes:$4,088

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $374,9994 Days on yellowkey   MLS ID: TB8519660

    REDUCED by $5,000 (1.3%) on 06/18/2026

    For Sale TB8519660 - 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2005
    Monthly Fee: $55
       Tax: $2,996 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($2,055) + Fees ($55) + Taxes in 2025 ($250)


    Taxes:$2,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880

    $147,098466 Days on yellowkey   MLS ID: P4934066

    REDUCED by $1 (0.0%) on 06/18/2026

    For Sale P4934066 - 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 800
       Built: 1962   Tax: $475 (2023)
    Community: Wahneta Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $846 (change assumption)
    Mortgage ($806) + Taxes in 2023 ($40)


    Taxes:$475

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2023

    Middle School: Westwood Middle


  • 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $310,00010 Days on yellowkey   MLS ID: P4938974

    For Sale P4938974 - 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2006
    Monthly Fee: $25
       Tax: $3,749 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,699) + Fees ($25) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 2415 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,00066 Days on yellowkey   MLS ID: P4938435

    INCREASED by $6,000 (2.1%) on 06/18/2026

    For Sale P4938435 - 2415 BRASSIE CT, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2022
    Monthly Fee: $18
       Tax: $2,101 (2025)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,809 (change assumption)
    Mortgage ($1,616) + Fees ($18) + Taxes in 2025 ($175)


    Taxes:$2,101

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $284,999106 Days on yellowkey   MLS ID: S5145191

    REDUCED by $1 (0.0%) on 05/15/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1543
       Built: 2023
    Monthly Fee: $83
       Tax: $3,628 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,562) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1394 OAKMONT DR, WINTER HAVEN, FL 33884

    $549,50034 Days on yellowkey   MLS ID: L4961930

    For Sale L4961930 - 1394 OAKMONT DR, WINTER HAVEN, FL 33884 98 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2606
       Built: 2018
    Monthly Fee: $5
       Tax: $10,681 (2025)
    Community: Lake Ashton West Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,011) + Fees ($5) + Taxes in 2025 ($890)


    Taxes:$10,681

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6304 RED HERRING DR, WINTER HAVEN, FL 33881

    $235,00032 Days on yellowkey   MLS ID: S5149412

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $10,000 (4.1%) on 06/09/2026

    For Sale S5149412 - 6304 RED HERRING DR, WINTER HAVEN, FL 33881 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 2016
    Monthly Fee: $15
       Tax: $3,864 (2025)
    Community: Lakeside Landings Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,288) + Fees ($15) + Taxes in 2025 ($322)


    Taxes:$3,864

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5747 E LAKE FOX DR, WINTER HAVEN, FL 33884

    $249,90014 Days on yellowkey   MLS ID: L4962208

    REDUCED by $10,000 (3.8%) on 06/18/2026

    For Sale L4962208 - 5747 E LAKE FOX DR, WINTER HAVEN, FL 33884 56 photos

    Bed: 2   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1032
       Built: 1982   Tax: $1,622 (2025)
    Community: Foxhaven Ph 03
    Mobile Home


    Estimated Monthly Payment: $1,504 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($135)


    Taxes:$1,622

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2779 ADELINE AVE, WINTER HAVEN, FL 33881

    $293,740141 Days on yellowkey   MLS ID: O6378154

    2 Days Off yellowkey (back on 5/19/2026)

    INCREASED by $1,000 (0.3%) on 05/08/2026

    For Sale O6378154 - 2779 ADELINE AVE, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,905 (change assumption)
    Mortgage ($1,609) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4036 GIORGIO DR, WINTER HAVEN, FL 33884

    $285,090274 Days on yellowkey   MLS ID: O6345620

    2 Days Off yellowkey (back on 5/19/2026)

    INCREASED by $1,000 (0.4%) on 05/08/2026

    For Sale O6345620 - 4036 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $1,047 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,666 (change assumption)
    Mortgage ($1,562) + Fees ($17) + Taxes in 2025 ($87)


    Taxes:$1,047

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $269,999141 Days on yellowkey   MLS ID: O6377141

    REDUCED by $15,001 (5.3%) on 06/08/2026

    SHORT SALE O6377141 - 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1453
       Built: 2000
    Monthly Fee: $33
       Tax: $740 (2025)
    Community: Heather Glen Ph 01
    Single Family


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,479) + Fees ($33) + Taxes in 2025 ($62)


    Taxes:$740

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90049 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5638 ROYAL HILLS ST, WINTER HAVEN, FL 33881

    $339,90016 Days on yellowkey   MLS ID: L4962424

    For Sale L4962424 - 5638 ROYAL HILLS ST, WINTER HAVEN, FL 33881 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2006
    Monthly Fee: $25
       Tax: $4,064 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($1,862) + Fees ($25) + Taxes in 2025 ($339)


    Taxes:$4,064

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 400 EL CAMINO DR #202, WINTER HAVEN, FL 33884

    $75,0001 Day on yellowkey   MLS ID: L4962851

    For Sale L4962851 - 400 EL CAMINO DR #202, WINTER HAVEN, FL 33884 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1366
       Built: 1974
    Monthly Fee: $449
       Tax: $1,509 (2025)
    Community: Orchid Spgs Vill 400 San Miguel
    Condo


    Estimated Monthly Payment: $986 (change assumption)
    Mortgage ($411) + Fees ($449) + Taxes in 2025 ($126)


    Taxes:$1,509

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2018 MARILYN AVE, WINTER HAVEN, FL 33881

    $299,9001 Day on yellowkey   MLS ID: O6417950

    For Sale O6417950 - 2018 MARILYN AVE, WINTER HAVEN, FL 33881 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 1968   Tax: $2,604 (2025)
    Community: Leisure Shores
    Single Family


    Estimated Monthly Payment: $1,860 (change assumption)
    Mortgage ($1,643) + Taxes in 2025 ($217)


    Taxes:$2,604

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0001 Day on yellowkey   MLS ID: TB8520450

    For Sale TB8520450 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0001 Day on yellowkey   MLS ID: TB8520435

    For Sale TB8520435 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0002 Days on yellowkey   MLS ID: TB8520422

    For Sale TB8520422 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.