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Winter Haven Homes For Sale & Real Estate - 687 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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  • 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884

    $244,90018 Days on yellowkey   MLS ID: O6390069

    REDUCED by $5,000 (2.0%) on 04/03/2026

    For Sale O6390069 - 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1316
       Built: 1989
    Monthly Fee: $35
       Tax: $3,649 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,342) + Fees ($35) + Taxes in 2025 ($304)


    Taxes:$3,649

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 221 WHITMAN RD, WINTER HAVEN, FL 33884

    $275,000Listed 04/03/2026 10:41AM   MLS ID: L4960816

    For Sale L4960816 - 221 WHITMAN RD, WINTER HAVEN, FL 33884 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1511
       Built: 1970   Tax: $2,444 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $1,710 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($204)


    Taxes:$2,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 214 GROVE RIDGE DR, WINTER HAVEN, FL 33880

    $280,00048 Days on yellowkey   MLS ID: O6382247

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6382247 - 214 GROVE RIDGE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1560
       Built: 2019   Tax: $1,536 (2025)
    Community: Grove Ridge
    Manufactured Home


    Estimated Monthly Payment: $1,662 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($128)


    Taxes:$1,536

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 WESTWOOD AVE, WINTER HAVEN, FL 33880

    $210,00021 Days on yellowkey   MLS ID: TB8485945

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale TB8485945 - 205 WESTWOOD AVE, WINTER HAVEN, FL 33880 30 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 806
       Built: 2021   Tax: $2,703 (2025)
    Community: Brysons R H Sub
    Single Family


    Estimated Monthly Payment: $1,376 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($225)


    Taxes:$2,703

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6036 NAVONA WAY, WINTER HAVEN, FL 33884

    $304,999190 Days on yellowkey   MLS ID: TB8431493

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8431493 - 6036 NAVONA WAY, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2025
    Monthly Fee: $18
       Tax: $8,495 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($1,671) + Fees ($18) + Taxes in 2025 ($708)


    Taxes:$8,495

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5528 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $299,999205 Days on yellowkey   MLS ID: TB8426269

    84 Days Off yellowkey (back on 3/2/2026)

    For Sale TB8426269 - 5528 TAVERNA LOOP, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2025
    Monthly Fee: $18
       Tax: $2,486 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,869 (change assumption)
    Mortgage ($1,644) + Fees ($18) + Taxes in 2025 ($207)


    Taxes:$2,486

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5480 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $378,120234 Days on yellowkey   MLS ID: TB8416862

    58 Days Off yellowkey (back on 3/12/2026)

    For Sale TB8416862 - 5480 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2025
    Monthly Fee: $18
       Tax: $2,768 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,072) + Fees ($18) + Taxes in 2025 ($231)


    Taxes:$2,768

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 47 ENCLAVE DR, WINTER HAVEN, FL 33884

    $260,00037 Days on yellowkey   MLS ID: P4937867

    For Sale P4937867 - 47 ENCLAVE DR, WINTER HAVEN, FL 33884 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 1999
    Monthly Fee: $433
       Tax: $3,221 (2025)
    Community: Cypresswood Enclave Ph 2
    Villa


    Estimated Monthly Payment: $2,126 (change assumption)
    Mortgage ($1,425) + Fees ($433) + Taxes in 2025 ($268)


    Taxes:$3,221

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $289,999239 Days on yellowkey   MLS ID: TB8415205

    For Sale TB8415205 - 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $18
       Tax: $2,292 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,798 (change assumption)
    Mortgage ($1,589) + Fees ($18) + Taxes in 2025 ($191)


    Taxes:$2,292

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884

    $275,0009 Days on yellowkey   MLS ID: TB8490277

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale TB8490277 - 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1985   Tax: $3,619 (2025)
    Community: Fox Ridge Ph 01
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($302)


    Taxes:$3,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2154 CHRIS DR, WINTER HAVEN, FL 33884

    $272,49039 Days on yellowkey   MLS ID: O6384811

    REDUCED by $13,000 (4.6%) on 04/03/2026

    For Sale O6384811 - 2154 CHRIS DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2025
    Monthly Fee: $16
       Tax: $32 (2024)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $1,512 (change assumption)
    Mortgage ($1,493) + Fees ($16) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 936 AVENUE T SE, WINTER HAVEN, FL 33880

    $250,00011 Days on yellowkey   MLS ID: O6392455

    For Sale O6392455 - 936 AVENUE T SE, WINTER HAVEN, FL 33880 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1410
       Built: 1960   Tax: $3,545 (2025)
    Community: Woodmere
    Single Family


    Estimated Monthly Payment: $1,665 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($295)


    Taxes:$3,545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6617 WESTCHESTER DR NE, WINTER HAVEN, FL 33881

    $135,0007 Days on yellowkey   MLS ID: S5146646

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale S5146646 - 6617 WESTCHESTER DR NE, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1987
    Monthly Fee: $46
       Tax: $1,848 (2025)
    Community: Lake N Golf Estates Add
    Manufactured Home


    Estimated Monthly Payment: $940 (change assumption)
    Mortgage ($740) + Fees ($46) + Taxes in 2025 ($154)


    Taxes:$1,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881

    $229,00066 Days on yellowkey   MLS ID: S5142572

    0 Days Off yellowkey (back on 2/4/2026)

    For Sale S5142572 - 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2001
    Monthly Fee: $13
       Tax: $4,388 (2025)
    Community: Sabal Bend Ph 02
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,255) + Fees ($13) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 400 EL CAMINO DR #223, WINTER HAVEN, FL 33884

    $59,900150 Days on yellowkey   MLS ID: O6354793

    For Sale O6354793 - 400 EL CAMINO DR #223, WINTER HAVEN, FL 33884 11 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 850
       Built: 1974   Tax: $945 (2023)
    Community: Orchid Spgs Vill 400 San Miguel
    Condo


    Estimated Monthly Payment: $407 (change assumption)
    Mortgage ($328) + Taxes in 2023 ($79)


    Taxes:$945

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $225,000211 Days on yellowkey   MLS ID: O6339713

    For Sale O6339713 - 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006
    Monthly Fee: $250
       Tax: $1,325 (2024)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,593 (change assumption)
    Mortgage ($1,233) + Fees ($250) + Taxes in 2024 ($110)


    Taxes:$1,325

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1546 JESSICA BLVD, WINTER HAVEN, FL 33884

    $275,490169 Days on yellowkey   MLS ID: O6353135

    For Sale O6353135 - 1546 JESSICA BLVD, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2025
    Monthly Fee: $14
       Tax: $32 (2024)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $1,526 (change assumption)
    Mortgage ($1,509) + Fees ($14) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,75762 Days on yellowkey   MLS ID: P4937644

    REDUCED by $1 (0.0%) on 04/03/2026

    For Sale P4937644 - 2436 EDWIN ST NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1813
       Built: 2026   Tax: $313 (2025)
    Community: Smart Sub
    Manufactured Home


    Estimated Monthly Payment: $1,395 (change assumption)
    Mortgage ($1,368) + Taxes in 2025 ($26)


    Taxes:$313

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6033 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $140,000152 Days on yellowkey   MLS ID: P4936903

    For Sale P4936903 - 6033 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1982
    Monthly Fee: $65
       Tax: $1,784 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $981 (change assumption)
    Mortgage ($767) + Fees ($65) + Taxes in 2024 ($149)


    Taxes:$1,784

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $194,000361 Days on yellowkey   MLS ID: P4934363

    For Sale P4934363 - 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1340
       Built: 1998
    Monthly Fee: $130
       Tax: $884 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,267 (change assumption)
    Mortgage ($1,063) + Fees ($130) + Taxes in 2024 ($74)


    Taxes:$884

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle




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.