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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 251 properties found

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  • 804 ANDREW ST, WINTER HAVEN, FL 33881

    $339,99035 Days on yellowkey   MLS ID: O6393645

    0 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $26,700 (7.3%) on 04/07/2026

    For Sale O6393645 - 804 ANDREW ST, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 2026
    Monthly Fee: $6
       Tax: $2,695 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,863) + Fees ($6) + Taxes in 2025 ($225)


    Taxes:$2,695

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $344,999182 Days on yellowkey   MLS ID: S5137804

    For Sale S5137804 - 5331 MICKEY AVE, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2670
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,928 (change assumption)
    Mortgage ($1,890) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,99934 Days on yellowkey   MLS ID: S5146851

    INCREASED by $478 (0.1%) on 04/21/2026

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,918) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4004 GIORGIO DR, WINTER HAVEN, FL 33884

    $304,990178 Days on yellowkey   MLS ID: O6355059

    51 Days Off yellowkey (back on 3/17/2026)

    For Sale O6355059 - 4004 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $17
       Tax: $3,148 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,671) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,148

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $319,98939 Days on yellowkey   MLS ID: L4960603

    REDUCED by $4,911 (1.5%) on 04/23/2026

    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: $2,151 (change assumption)
    Mortgage ($1,753) + 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


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $379,900180 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $3,000 (0.8%) on 04/23/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $315,00057 Days on yellowkey   MLS ID: L4959992

    For Sale L4959992 - 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1999
    Monthly Fee: $500
       Tax: $2,554 (2025)
    Community: Lake Bess Country Club
    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($1,726) + Fees ($500) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $359,90067 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


  • 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $333,998159 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 38 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


  • 592 ITUNA CIR, WINTER HAVEN, FL 33881

    $389,95512 Days on yellowkey   MLS ID: L4961319

    For Sale L4961319 - 592 ITUNA CIR, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,76512 Days on yellowkey   MLS ID: L4961317

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 443 ITUNA CIR, WINTER HAVEN, FL 33881

    $319,12012 Days on yellowkey   MLS ID: L4961315

    For Sale L4961315 - 443 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,749) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1347 OAKMONT DR, WINTER HAVEN, FL 33884

    $384,90043 Days on yellowkey   MLS ID: L4960249

    For Sale L4960249 - 1347 OAKMONT DR, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2020
    Monthly Fee: $5
       Tax: $3,921 (2025)
    Community: Lake Ashton West Ph 2 South
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,109) + Fees ($5) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880

    $349,900137 Days on yellowkey   MLS ID: B4902136

    REDUCED by $5,100 (1.4%) on 04/22/2026

    For Sale B4902136 - 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2009
    Monthly Fee: $29
       Tax: $4,241 (2025)
    Community: Gardens Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($353)


    Taxes:$4,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 SOLIS DR, WINTER HAVEN, FL 33880

    $316,900180 Days on yellowkey   MLS ID: S5137785

    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: $2,025 (change assumption)
    Mortgage ($1,736) + 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


  • 605 HONEY BELL RD, WINTER HAVEN, FL 33880

    $359,000192 Days on yellowkey   MLS ID: L4956825

    For Sale L4956825 - 605 HONEY BELL RD, WINTER HAVEN, FL 33880 73 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $56
       Tax: $5,154 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,453 (change assumption)
    Mortgage ($1,967) + Fees ($56) + Taxes in 2024 ($430)


    Taxes:$5,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881

    $315,00028 Days on yellowkey   MLS ID: TB8491651

    REDUCED by $10,000 (3.1%) on 04/22/2026

    For Sale TB8491651 - 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2017
    Monthly Fee: $90
       Tax: $3,073 (2025)
    Community: Forest Ridge
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,726) + Fees ($90) + Taxes in 2025 ($256)


    Taxes:$3,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3904 GIORGIO DR, WINTER HAVEN, FL 33884

    $305,000335 Days on yellowkey   MLS ID: O6313349

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6313349 - 3904 GIORGIO DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2025
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,686 (change assumption)
    Mortgage ($1,671) + Fees ($15) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1501 7TH ST SE, WINTER HAVEN, FL 33880

    $369,90027 Days on yellowkey   MLS ID: A4689208

    REDUCED by $20,000 (5.1%) on 04/21/2026

    SHORT SALE A4689208 - 1501 7TH ST SE, WINTER HAVEN, FL 33880 29 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1959   Tax: $5,528 (2025)
    Community: Highland Estates
    Single Family


    Estimated Monthly Payment: $2,487 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($461)


    Taxes:$5,528

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,99938 Days on yellowkey   MLS ID: TB8491382

    REDUCED by $10,000 (3.0%) on 04/21/2026

    For Sale TB8491382 - 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,781) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle






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.