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Winter Haven Single Family Homes For Sale - 773 homes

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

Location: Winter Haven

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  • 1380 35TH ST NW, WINTER HAVEN, FL 33881

    $149,900115 Days on yellowkey   MLS ID: L4959338

    For Sale L4959338 - 1380 35TH ST NW, WINTER HAVEN, FL 33881 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1953   Tax: $1,421 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $940 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($118)


    Taxes:$1,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 103 11TH ST SE, WINTER HAVEN, FL 33880

    $225,0006 Days on yellowkey   MLS ID: L4962579

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

    For Sale L4962579 - 103 11TH ST SE, WINTER HAVEN, FL 33880 35 photos

    Bed: 2   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1353
       Built: 1950   Tax: $1,146 (2025)
    Community: East El Otis Park Rep
    Single Family


    Estimated Monthly Payment: $1,328 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($95)


    Taxes:$1,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884

    $875,00035 Days on yellowkey   MLS ID: TB8506932

    REDUCED by $24,000 (2.7%) on 06/05/2026

    For Sale TB8506932 - 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3799
       Built: 1994
    Monthly Fee: $83
       Tax: $5,583 (2025)
    Community: Skidmore
    Single Family


    Estimated Monthly Payment: $5,343 (change assumption)
    Mortgage ($4,794) + Fees ($83) + Taxes in 2025 ($465)


    Taxes:$5,583

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 509 CLAYTON CIR, WINTER HAVEN, FL 33880

    $305,000109 Days on yellowkey   MLS ID: O6385911

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6385911 - 509 CLAYTON CIR, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1974   Tax: $2,876 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($240)


    Taxes:$2,876

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3214 AVENUE Q NW, WINTER HAVEN, FL 33881

    $234,90026 Days on yellowkey   MLS ID: O6408954

    REDUCED by $12,100 (4.9%) on 06/10/2026

    For Sale O6408954 - 3214 AVENUE Q NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 936
       Built: 1960   Tax: $2,530 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,498 (change assumption)
    Mortgage ($1,287) + Taxes in 2025 ($211)


    Taxes:$2,530

    Elementary School: Garden Grove Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6304 RED HERRING DR, WINTER HAVEN, FL 33881

    $235,00028 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


  • 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884

    $249,99071 Days on yellowkey   MLS ID: O6396319

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

    For Sale O6396319 - 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1596
       Built: 1987
    Monthly Fee: $45
       Tax: $2,901 (2025)
    Community: Lake Dexter Moorings
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,656 (change assumption)
    Mortgage ($1,370) + Fees ($45) + Taxes in 2025 ($242)


    Taxes:$2,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 SOLIS DR, WINTER HAVEN, FL 33880

    $314,900222 Days on yellowkey   MLS ID: S5137785

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

    REDUCED by $500 (0.2%) on 05/28/2026

    For Sale S5137785 - 140 SOLIS DR, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2019
    Monthly Fee: $65
       Tax: $2,678 (2024)
    Community: Solis Gardens
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,725) + Fees ($65) + Taxes in 2024 ($223)


    Taxes:$2,678

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 145 LA SERENA, WINTER HAVEN, FL 33884

    $215,0008 Days on yellowkey   MLS ID: B4902278

    For Sale B4902278 - 145 LA SERENA, WINTER HAVEN, FL 33884 53 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1141
       Built: 1976
    Monthly Fee: $100
       Tax: $1,741 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,178) + Fees ($100) + Taxes in 2025 ($145)


    Taxes:$1,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2790 ADELINE AVE, WINTER HAVEN, FL 33881

    $274,90089 Days on yellowkey   MLS ID: O6391726

    REDUCED by $3,000 (1.1%) on 06/10/2026

    For Sale O6391726 - 2790 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,506) + 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


  • 2786 ADELINE AVE, WINTER HAVEN, FL 33881

    $289,90089 Days on yellowkey   MLS ID: O6391683

    REDUCED by $4,000 (1.4%) on 06/10/2026

    For Sale O6391683 - 2786 ADELINE AVE, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,588) + 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


  • 2775 ADELINE AVE, WINTER HAVEN, FL 33881

    $274,90087 Days on yellowkey   MLS ID: O6391813

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6391813 - 2775 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,506) + 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


  • 2787 ADELINE AVE, WINTER HAVEN, FL 33881

    $279,900181 Days on yellowkey   MLS ID: O6367876

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6367876 - 2787 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2025
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,534) + 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


  • 4952 KAIA AVE, WINTER HAVEN, FL 33884

    $281,900271 Days on yellowkey   MLS ID: O6345029

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6345029 - 4952 KAIA AVE, WINTER HAVEN, FL 33884 25 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: $1,649 (change assumption)
    Mortgage ($1,545) + 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


  • 4948 KAIA, WINTER HAVEN, FL 33884

    $281,900159 Days on yellowkey   MLS ID: O6370131

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6370131 - 4948 KAIA, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $203
       Tax: $3,396 (2025)
    Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225
    Single Family


    Estimated Monthly Payment: $2,031 (change assumption)
    Mortgage ($1,545) + Fees ($203) + Taxes in 2025 ($283)


    Taxes:$3,396

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4081 GIORGIO DR, WINTER HAVEN, FL 33884

    $281,9007 Days on yellowkey   MLS ID: O6414935

    REDUCED by $4,000 (1.4%) on 06/10/2026

    For Sale O6414935 - 4081 GIORGIO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,816 (change assumption)
    Mortgage ($1,545) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4160 GIORGIO DR, WINTER HAVEN, FL 33884

    $291,900180 Days on yellowkey   MLS ID: O6366024

    REDUCED by $5,090 (1.7%) on 06/10/2026

    For Sale O6366024 - 4160 GIORGIO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,870 (change assumption)
    Mortgage ($1,599) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $276,90070 Days on yellowkey   MLS ID: O6396753

    REDUCED by $2,090 (0.7%) on 06/10/2026

    For Sale O6396753 - 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villamar Phase 7
    Single Family


    Estimated Monthly Payment: $1,794 (change assumption)
    Mortgage ($1,517) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 3807 POMELO DR, WINTER HAVEN, FL 33880

    $312,900174 Days on yellowkey   MLS ID: O6369075

    REDUCED by $2,000 (0.6%) on 06/10/2026

    For Sale O6369075 - 3807 POMELO DR, WINTER HAVEN, FL 33880 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2025
    Monthly Fee: $69
       Tax: $2,605 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,714) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,605

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $317,90069 Days on yellowkey   MLS ID: O6396937

    REDUCED by $2,000 (0.6%) on 06/10/2026

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,742) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. 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 single family home 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.