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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 287 properties found

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  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $349,950126 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.8%) on 06/16/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($1,917) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $374,999205 Days on yellowkey   MLS ID: TB8452537

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $5,000 (1.3%) on 06/09/2026

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,332 (change assumption)
    Mortgage ($2,055) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 419 GREENFIELD RD, WINTER HAVEN, FL 33884

    $344,99025 Days on yellowkey   MLS ID: TB8513442

    REDUCED by $5,000 (1.4%) on 06/16/2026

    For Sale TB8513442 - 419 GREENFIELD RD, WINTER HAVEN, FL 33884 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 1990
    Monthly Fee: $158
       Tax: $2,715 (2025)
    Community: Cypresswood Mdws
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,275 (change assumption)
    Mortgage ($1,890) + Fees ($158) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 919 AVENUE S SE, WINTER HAVEN, FL 33880

    $330,000245 Days on yellowkey   MLS ID: P4936785

    For Sale P4936785 - 919 AVENUE S SE, WINTER HAVEN, FL 33880 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1751
       Built: 1958   Tax: $3,916 (2024)
    Community: Almeda Park
    Single Family


    Estimated Monthly Payment: $2,134 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($326)


    Taxes:$3,916

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1658 TEAGAN LN, WINTER HAVEN, FL 33884

    $315,99077 Days on yellowkey   MLS ID: S5146407

    For Sale S5146407 - 1658 TEAGAN LN, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $4,170 (2025)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $2,095 (change assumption)
    Mortgage ($1,731) + Fees ($16) + Taxes in 2025 ($348)


    Taxes:$4,170

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1327 SALISBURY DR, WINTER HAVEN, FL 33881

    $319,90070 Days on yellowkey   MLS ID: TB8498339

    1 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $10,000 (3.0%) on 06/10/2026

    For Sale TB8498339 - 1327 SALISBURY DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2358
       Built: 2018
    Monthly Fee: $38
       Tax: $5,334 (2025)
    Community: Dundee Station
    Single Family


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,753) + Fees ($38) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881

    $387,500132 Days on yellowkey   MLS ID: L4958953

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale L4958953 - 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2017
    Monthly Fee: $173
       Tax: $4,932 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,123) + Fees ($173) + Taxes in 2025 ($411)


    Taxes:$4,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2748 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $325,75013 Days on yellowkey   MLS ID: O6413542

    For Sale O6413542 - 2748 SAN MARCO WAY, WINTER HAVEN, FL 33884 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2024
    Monthly Fee: $17
       Tax: $6,913 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($1,785) + Fees ($17) + Taxes in 2024 ($576)


    Taxes:$6,913

    Elementary School: Chain O Lakes Elem

    High School: Chain of Lakes Collegiate High

    Tax Year: 2024

    Middle School: Davenport School of the Arts


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

    $369,000231 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $400 (0.1%) on 06/15/2026

    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: $2,505 (change assumption)
    Mortgage ($2,022) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 304 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $324,9909 Days on yellowkey   MLS ID: G5113847

    For Sale G5113847 - 304 MEREDITH BLVD, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,781) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 300 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $314,9909 Days on yellowkey   MLS ID: G5113846

    For Sale G5113846 - 300 MEREDITH BLVD, WINTER HAVEN, FL 33881 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 2026
    Monthly Fee: $6
       Tax: $500 (2024)
    Community: Willowbrook
    Single Family


    Estimated Monthly Payment: $1,774 (change assumption)
    Mortgage ($1,726) + Fees ($6) + Taxes in 2024 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2925 E LAKE HARTRIDGE DR, WINTER HAVEN, FL 33881

    $399,0009 Days on yellowkey   MLS ID: L4962765

    For Sale L4962765 - 2925 E LAKE HARTRIDGE DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2684
       Built: 1960
    Monthly Fee: $7
       Tax: $2,061 (2025)
    Community: Pine Terrace Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,365 (change assumption)
    Mortgage ($2,186) + Fees ($7) + Taxes in 2025 ($172)


    Taxes:$2,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4201 SHADOW WOOD DR, WINTER HAVEN, FL 33880

    $325,0009 Days on yellowkey   MLS ID: L4962763

    FORECLOSURE L4962763 - 4201 SHADOW WOOD DR, WINTER HAVEN, FL 33880 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 1979   Tax: $4,128 (2025)
    Community: Shadow Wood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($344)


    Taxes:$4,128

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3960 GIORGIO DR, WINTER HAVEN, FL 33884

    $313,7809 Days on yellowkey   MLS ID: TB8517611

    For Sale TB8517611 - 3960 GIORGIO DR, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1607
       Built: 2026
    Monthly Fee: $14
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,733 (change assumption)
    Mortgage ($1,719) + Fees ($14) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 5013 KAIA AVE, WINTER HAVEN, FL 33884

    $324,99043 Days on yellowkey   MLS ID: TB8502448

    REDUCED by $5,000 (1.5%) on 06/15/2026

    For Sale TB8502448 - 5013 KAIA AVE, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2026
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,781) + 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


  • 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $349,00098 Days on yellowkey   MLS ID: P4938156

    REDUCED by $10,000 (2.8%) on 06/15/2026

    For Sale P4938156 - 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2024
    Monthly Fee: $30
       Tax: $6,401 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,476 (change assumption)
    Mortgage ($1,912) + Fees ($30) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5553 HOGAN LN, WINTER HAVEN, FL 33884

    $379,00012 Days on yellowkey   MLS ID: P4938985

    For Sale P4938985 - 5553 HOGAN LN, WINTER HAVEN, FL 33884 64 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1858
       Built: 2014
    Monthly Fee: $5
       Tax: $4,984 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,077) + Fees ($5) + Taxes in 2025 ($415)


    Taxes:$4,984

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,90054 Days on yellowkey   MLS ID: O6403149

    For Sale O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,857) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 912 E HERON CIR, WINTER HAVEN, FL 33884

    $310,00030 Days on yellowkey   MLS ID: O6410695

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $15,000 (4.6%) on 06/09/2026

    For Sale O6410695 - 912 E HERON CIR, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1502
       Built: 1980   Tax: $1,098 (2025)
    Community: Garden Grove South Add
    Single Family


    Estimated Monthly Payment: $1,790 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($92)


    Taxes:$1,098

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5045 KAIA AVE, WINTER HAVEN, FL 33884

    $319,12541 Days on yellowkey   MLS ID: TB8502928

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $23,135 (6.8%) on 05/28/2026

    For Sale TB8502928 - 5045 KAIA AVE, WINTER HAVEN, FL 33884 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2026
    Monthly Fee: $154
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,903 (change assumption)
    Mortgage ($1,749) + Fees ($154) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    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.