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Winter Haven Homes For Sale & Real Estate - 856 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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  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $359,90016 Days on yellowkey   MLS ID: L4960750

    REDUCED by $10,000 (2.7%) on 04/17/2026

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($1,972) + Fees ($5) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $324,90022 Days on yellowkey   MLS ID: L4960603

    REDUCED by $5,000 (1.5%) on 04/17/2026

    For Sale L4960603 - 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2007
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Magnolia Preserve
    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,780) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 353 MANDOLIN LN, WINTER HAVEN, FL 33884

    $379,000Listed 04/16/2026 7:03PM   MLS ID: L4961166

    For Sale L4961166 - 353 MANDOLIN LN, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2010
    Monthly Fee: $46
       Tax: $2,370 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,320 (change assumption)
    Mortgage ($2,077) + Fees ($46) + Taxes in 2025 ($198)


    Taxes:$2,370

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2775 ADELINE AVE, WINTER HAVEN, FL 33881

    $280,84028 Days on yellowkey   MLS ID: O6391813

    REDUCED by $2,900 (1.0%) on 04/17/2026

    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: $1,835 (change assumption)
    Mortgage ($1,539) + 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


  • 2779 ADELINE AVE, WINTER HAVEN, FL 33881

    $292,74078 Days on yellowkey   MLS ID: O6378154

    REDUCED by $3,000 (1.0%) on 04/17/2026

    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: $1,900 (change assumption)
    Mortgage ($1,604) + 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


  • 2783 ADELINE AVE, WINTER HAVEN, FL 33881

    $304,640115 Days on yellowkey   MLS ID: O6369254

    REDUCED by $3,100 (1.0%) on 04/17/2026

    For Sale O6369254 - 2783 ADELINE AVE, WINTER HAVEN, FL 33881 1 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2026
    Monthly Fee: $8
       Tax: $3,455 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,965 (change assumption)
    Mortgage ($1,669) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,455

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2787 ADELINE AVE, WINTER HAVEN, FL 33881

    $284,840122 Days on yellowkey   MLS ID: O6367876

    REDUCED by $2,900 (1.0%) on 04/17/2026

    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: $1,857 (change assumption)
    Mortgage ($1,561) + 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


  • 4048 GIORGIO DR, WINTER HAVEN, FL 33884

    $282,090121 Days on yellowkey   MLS ID: O6364898

    For Sale O6364898 - 4048 GIORGIO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $3,147 (2025)
    Community: Villamar Phase 6
    Single Family


    Estimated Monthly Payment: $1,825 (change assumption)
    Mortgage ($1,546) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2791 ADELINE AVE, WINTER HAVEN, FL 33881

    $286,840122 Days on yellowkey   MLS ID: O6367908

    REDUCED by $2,900 (1.0%) on 04/17/2026

    For Sale O6367908 - 2791 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: $1,868 (change assumption)
    Mortgage ($1,572) + 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

    $281,090211 Days on yellowkey   MLS ID: O6345620

    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: $1,644 (change assumption)
    Mortgage ($1,540) + 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


  • 4032 GIORGIO DR, WINTER HAVEN, FL 33884

    $281,090162 Days on yellowkey   MLS ID: O6358710

    For Sale O6358710 - 4032 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: $3,147 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,819 (change assumption)
    Mortgage ($1,540) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 4024 GIORGIO DR, WINTER HAVEN, FL 33884

    $281,090225 Days on yellowkey   MLS ID: O6341546

    For Sale O6341546 - 4024 GIORGIO DR, WINTER HAVEN, FL 33884 26 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: $1,644 (change assumption)
    Mortgage ($1,540) + 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

    $280,590100 Days on yellowkey   MLS ID: O6370131

    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: $2,023 (change assumption)
    Mortgage ($1,537) + 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


  • 4952 KAIA AVE, WINTER HAVEN, FL 33884

    $282,090212 Days on yellowkey   MLS ID: O6345029

    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: $1,650 (change assumption)
    Mortgage ($1,546) + 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


  • 4160 GIORGIO DR, WINTER HAVEN, FL 33884

    $280,590121 Days on yellowkey   MLS ID: O6366024

    REDUCED by $2,900 (1.0%) on 04/17/2026

    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: $1,808 (change assumption)
    Mortgage ($1,537) + 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


  • 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $333,998142 Days on yellowkey   MLS ID: O6363455

    INCREASED by $6,999 (2.1%) on 04/17/2026

    For Sale O6363455 - 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,912 (2024)
    Community: Eagle Landing Phase Ii
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,830) + Fees ($38) + Taxes in 2024 ($326)


    Taxes:$3,912

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1600 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $294,990116 Days on yellowkey   MLS ID: O6369040

    REDUCED by $3,000 (1.0%) on 04/17/2026

    For Sale O6369040 - 1600 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2025
    Monthly Fee: $69
       Tax: $3,144 (2025)
    Community: Harmony On Lake Eloise Phase 2
    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,616) + Fees ($69) + Taxes in 2025 ($262)


    Taxes:$3,144

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 221 AVENUE L NE, WINTER HAVEN, FL 33881

    $236,80030 Days on yellowkey   MLS ID: O6391663

    For Sale O6391663 - 221 AVENUE L NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1000
       Built: 1948   Tax: $2,938 (2025)
    Community: Lake Silver Terrace
    Single Family


    Estimated Monthly Payment: $1,542 (change assumption)
    Mortgage ($1,298) + Taxes in 2025 ($245)


    Taxes:$2,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 73 HIGH ST, WINTER HAVEN, FL 33880

    $189,90060 Days on yellowkey   MLS ID: P4937859

    REDUCED by $4,800 (2.5%) on 04/17/2026

    For Sale P4937859 - 73 HIGH ST, WINTER HAVEN, FL 33880 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 792
       Built: 1960
    Community: Lake Shipp Heights
    Single Family


    Estimated Monthly Payment: $1,041 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $255,00077 Days on yellowkey   MLS ID: O6377826

    2 Days Off yellowkey (back on 4/17/2026)

    For Sale O6377826 - 878 KILLEARN BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1983   Tax: $3,710 (2025)
    Community: Cinnamon Ridge Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,706 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood 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.