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Winter Haven Homes For Sale & Real Estate - 824 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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  • 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881

    $136,90019 Days on yellowkey   MLS ID: S5146696

    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: $808 (change assumption)
    Mortgage ($750) + Fees ($46) + Taxes in 2025 ($12)


    Taxes:$147

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6394 LOLLY BAY LOOP NE, WINTER HAVEN, FL 33881

    $189,900114 Days on yellowkey   MLS ID: L4958069

    For Sale L4958069 - 6394 LOLLY BAY LOOP NE, WINTER HAVEN, FL 33881 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1620
       Built: 1990
    Monthly Fee: $34
       Tax: $2,568 (2024)
    Community: Brookhaven Village Second Add
    Manufactured Home


    Estimated Monthly Payment: $1,288 (change assumption)
    Mortgage ($1,041) + Fees ($34) + Taxes in 2024 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1325 DIEGO TER, WINTER HAVEN, FL 33884

    $310,000122 Days on yellowkey   MLS ID: O6367451

    For Sale O6367451 - 1325 DIEGO TER, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,300 (2025)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($1,699) + Fees ($16) + Taxes in 2025 ($525)


    Taxes:$6,300

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $394,000380 Days on yellowkey   MLS ID: P4934266

    REDUCED by $5,000 (1.3%) on 04/14/2026

    For Sale P4934266 - 4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $17
       Tax: $5,194 (2024)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $2,609 (change assumption)
    Mortgage ($2,159) + Fees ($17) + Taxes in 2024 ($433)


    Taxes:$5,194

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6304 RED HERRING DR, WINTER HAVEN, FL 33881

    $250,00021 Days on yellowkey   MLS ID: O6394150

    For Sale O6394150 - 6304 RED HERRING DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 2016
    Monthly Fee: $15
       Tax: $5,633 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,854 (change assumption)
    Mortgage ($1,370) + Fees ($15) + Taxes in 2025 ($469)


    Taxes:$5,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 118 2ND JPV ST, WINTER HAVEN, FL 33880

    $259,00017 Days on yellowkey   MLS ID: OM721537

    For Sale OM721537 - 118 2ND JPV ST, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 1957   Tax: $3,809 (2025)
    Community: Jan-Phyk Village
    Single Family


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($317)


    Taxes:$3,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 329 HAMILTON SHORES DR NE, WINTER HAVEN, FL 33881

    $750,00034 Days on yellowkey   MLS ID: P4938141

    For Sale P4938141 - 329 HAMILTON SHORES DR NE, WINTER HAVEN, FL 33881 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3161
       Built: 1997
    Monthly Fee: $27
       Tax: $5,995 (2025)
    Community: Hamilton Pointe
    Single Family


    Estimated Monthly Payment: $4,636 (change assumption)
    Mortgage ($4,109) + Fees ($27) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884

    $359,99714 Days on yellowkey   MLS ID: O6394657

    For Sale O6394657 - 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1777
       Built: 1971   Tax: $3,975 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,304 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881

    $260,00015 Days on yellowkey   MLS ID: S5146942

    SHORT SALE S5146942 - 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2022
    Monthly Fee: $83
       Tax: $3,522 (2025)
    Community: Krenson Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,801 (change assumption)
    Mortgage ($1,425) + Fees ($83) + Taxes in 2025 ($294)


    Taxes:$3,522

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3211 HERON CV, WINTER HAVEN, FL 33884

    $774,90063 Days on yellowkey   MLS ID: O6381592

    4 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $24,100 (3.0%) on 04/01/2026

    For Sale O6381592 - 3211 HERON CV, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3480
       Built: 1996
    Monthly Fee: $200

    Community: Heron Cay
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,446 (change assumption)
    Mortgage ($4,246) + Fees ($200) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $450,00084 Days on yellowkey   MLS ID: L4958664

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,466) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5543 TAVERNA, WINTER HAVEN, FL 33884

    $269,990101 Days on yellowkey   MLS ID: O6371052

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale O6371052 - 5543 TAVERNA, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $53
       Tax: $3,300 (2025)
    Community: Villamar Phase 7
    Single Family


    Estimated Monthly Payment: $1,807 (change assumption)
    Mortgage ($1,479) + Fees ($53) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 492 LAKESIDE RANCH CIR, WINTER HAVEN, FL 33881

    $198,000224 Days on yellowkey   MLS ID: P4936182

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

    For Sale P4936182 - 492 LAKESIDE RANCH CIR, WINTER HAVEN, FL 33881 56 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1620
       Built: 2006
    Monthly Fee: $140
       Tax: $2,148 (2024)
    Community: Lakeside Ranch For Mobile Homes
    Manufactured Home


    Estimated Monthly Payment: $1,404 (change assumption)
    Mortgage ($1,085) + Fees ($140) + Taxes in 2024 ($179)


    Taxes:$2,148

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $429,0006 Days on yellowkey   MLS ID: O6397768

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 62 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2492
       Built: 1963   Tax: $3,785 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,666 (change assumption)
    Mortgage ($2,351) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4970 MANDOLIN CT, WINTER HAVEN, FL 33884

    $355,000153 Days on yellowkey   MLS ID: P4937023

    REDUCED by $10,000 (2.7%) on 04/14/2026

    For Sale P4937023 - 4970 MANDOLIN CT, WINTER HAVEN, FL 33884 78 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1749
       Built: 2015
    Monthly Fee: $35
       Tax: $5,242 (2024)
    Community: Mandolin 02
    Single Family


    Estimated Monthly Payment: $2,417 (change assumption)
    Mortgage ($1,945) + Fees ($35) + Taxes in 2024 ($437)


    Taxes:$5,242

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 21ST ST NW #23, WINTER HAVEN, FL 33881

    $178,00042 Days on yellowkey   MLS ID: L4959772

    For Sale L4959772 - 2500 21ST ST NW #23, WINTER HAVEN, FL 33881 35 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1334
       Built: 1976   Tax: $636 (2025)
    Community: Casa Del Sol Condo Village Ph 02
    Condo


    Estimated Monthly Payment: $1,028 (change assumption)
    Mortgage ($975) + Taxes in 2025 ($53)


    Taxes:$636

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 800 AVENUE L SE, WINTER HAVEN, FL 33880

    $259,000120 Days on yellowkey   MLS ID: TB8457206

    For Sale TB8457206 - 800 AVENUE L SE, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1957   Tax: $2,317 (2024)
    Community: Lesnick Park
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($193)


    Taxes:$2,317

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 102 2ND ST N, WINTER HAVEN, FL 33880

    $119,90017 Days on yellowkey   MLS ID: O6394962

    1 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $5,000 (4.0%) on 04/09/2026

    For Sale O6394962 - 102 2ND ST N, WINTER HAVEN, FL 33880 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 780
       Built: 1940   Tax: $1,413 (2025)
    Community: Southaven
    Single Family


    Estimated Monthly Payment: $775 (change assumption)
    Mortgage ($657) + Taxes in 2025 ($118)


    Taxes:$1,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $359,90049 Days on yellowkey   MLS ID: P4937120

    For Sale P4937120 - 802 MARCIA LOOP, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2003
    Monthly Fee: $27
       Tax: $2,905 (2024)
    Community: Crystals Landing
    Single Family


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,972) + Fees ($27) + Taxes in 2024 ($242)


    Taxes:$2,905

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 4009 CYPRESS LNDG S, WINTER HAVEN, FL 33884

    $247,00030 Days on yellowkey   MLS ID: TB8487328

    REDUCED by $5,000 (2.0%) on 04/14/2026

    For Sale TB8487328 - 4009 CYPRESS LNDG S, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1291
       Built: 1987
    Monthly Fee: $83
       Tax: $3,230 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,706 (change assumption)
    Mortgage ($1,353) + Fees ($83) + Taxes in 2025 ($269)


    Taxes:$3,230

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    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.