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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 4 to 4

Winter Haven - 284 properties found

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  • 258 TERRANOVA BLVD, WINTER HAVEN, FL 33880

    $414,00050 Days on yellowkey   MLS ID: TB8499276

    REDUCED by $5,000 (1.2%) on 06/20/2026

    For Sale TB8499276 - 258 TERRANOVA BLVD, WINTER HAVEN, FL 33880 62 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2639
       Built: 2006
    Monthly Fee: $55
       Tax: $6,791 (2025)
    Community: Terranova Phase Iv
    Single Family


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,268) + Fees ($55) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4519 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,90027 Days on yellowkey   MLS ID: P4938826

    For Sale P4938826 - 4519 RAPALLO AVE, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2025
    Monthly Fee: $18
       Tax: $2,401 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,862) + Fees ($18) + Taxes in 2025 ($200)


    Taxes:$2,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1355 BENEVENTO DR, WINTER HAVEN, FL 33884

    $319,9009 Days on yellowkey   MLS ID: P4939067

    For Sale P4939067 - 1355 BENEVENTO DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2020
    Monthly Fee: $15
       Tax: $5,895 (2025)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $2,259 (change assumption)
    Mortgage ($1,753) + Fees ($15) + Taxes in 2025 ($491)


    Taxes:$5,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900460 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, 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: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00079 Days on yellowkey   MLS ID: P4938326

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $290,000106 Days on yellowkey   MLS ID: L4960100

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $35,000 (10.8%) on 06/18/2026

    For Sale L4960100 - 262 SANTA ROSA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 1987
    Monthly Fee: $46
       Tax: $739 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $1,697 (change assumption)
    Mortgage ($1,589) + Fees ($46) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3155 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $310,00044 Days on yellowkey   MLS ID: S5149714

    REDUCED by $20,000 (6.1%) on 06/18/2026

    For Sale S5149714 - 3155 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $30
       Tax: $3,236 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,998 (change assumption)
    Mortgage ($1,699) + Fees ($30) + Taxes in 2025 ($270)


    Taxes:$3,236

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9480 WATERFORD OAKS DR, WINTER HAVEN, FL 33884

    $1,200,0008 Days on yellowkey   MLS ID: L4960912

    For Sale L4960912 - 9480 WATERFORD OAKS DR, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4824
       Built: 2002
    Monthly Fee: $188
       Tax: $12,402 (2025)
    Community: Waterford Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,797 (change assumption)
    Mortgage ($6,575) + Fees ($188) + Taxes in 2025 ($1,033)


    Taxes:$12,402

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881

    $399,990106 Days on yellowkey   MLS ID: L4960012

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $15,010 (3.6%) on 04/17/2026

    For Sale L4960012 - 2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1968
       Built: 1962   Tax: $1,813 (2025)
    Community: Idyl Ridge View
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($151)


    Taxes:$1,813

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884

    $535,00051 Days on yellowkey   MLS ID: P4938608

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale P4938608 - 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2017
    Monthly Fee: $8
       Tax: $3,349 (2025)
    Community: Winterset Gardens
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,931) + Fees ($8) + Taxes in 2025 ($279)


    Taxes:$3,349

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1533 MAJESTIC LN, WINTER HAVEN, FL 33880

    $250,000111 Days on yellowkey   MLS ID: L4960031

    REDUCED by $15,000 (5.7%) on 06/05/2026

    For Sale L4960031 - 1533 MAJESTIC LN, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1957
       Built: 2023
    Monthly Fee: $38
       Tax: $4,059 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $1,746 (change assumption)
    Mortgage ($1,370) + Fees ($38) + Taxes in 2025 ($338)


    Taxes:$4,059

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 406 TERRANOVA ST, WINTER HAVEN, FL 33884

    $513,00014 Days on yellowkey   MLS ID: L4962585

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale L4962585 - 406 TERRANOVA ST, WINTER HAVEN, FL 33884 87 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2424
       Built: 2004
    Monthly Fee: $55
       Tax: $5,574 (2025)
    Community: Terranova Phase Iii
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,330 (change assumption)
    Mortgage ($2,811) + Fees ($55) + Taxes in 2025 ($465)


    Taxes:$5,574

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2285 AVENUE C SW, WINTER HAVEN, FL 33880

    $275,900142 Days on yellowkey   MLS ID: S5142523

    REDUCED by $3,000 (1.1%) on 06/18/2026

    For Sale S5142523 - 2285 AVENUE C SW, WINTER HAVEN, FL 33880 33 photos

    Bed: 4   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2325
       Built: 1962   Tax: $4,529 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,512) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $270,90090 Days on yellowkey   MLS ID: L4960645

    1 Days Off yellowkey (back on 6/18/2026)

    INCREASED by $1,000 (0.4%) on 06/18/2026

    For Sale L4960645 - 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2021
    Monthly Fee: $86
       Tax: $4,088 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,484) + Fees ($86) + Taxes in 2024 ($341)


    Taxes:$4,088

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 2779 ADELINE AVE, WINTER HAVEN, FL 33881

    $293,740147 Days on yellowkey   MLS ID: O6378154

    2 Days Off yellowkey (back on 5/19/2026)

    INCREASED by $1,000 (0.3%) on 05/08/2026

    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: $1,905 (change assumption)
    Mortgage ($1,609) + 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


  • 937 CATTLEMAN ST, WINTER HAVEN, FL 33881

    $340,0008 Days on yellowkey   MLS ID: W7886749

    For Sale W7886749 - 937 CATTLEMAN ST, WINTER HAVEN, FL 33881 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2023
    Monthly Fee: $50
       Tax: $5,045 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($1,863) + Fees ($50) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880

    $515,0008 Days on yellowkey   MLS ID: L4962795

    For Sale L4962795 - 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1980   Tax: $1,961 (2025)
    Community: None
    Single Family


    Estimated Monthly Payment: $2,985 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($163)


    Taxes:$1,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1531 FUJI CT, WINTER HAVEN, FL 33881

    $440,000105 Days on yellowkey   MLS ID: P4938096

    REDUCED by $30,000 (6.4%) on 05/26/2026

    For Sale P4938096 - 1531 FUJI CT, WINTER HAVEN, FL 33881 65 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3058
       Built: 2023
    Monthly Fee: $93
       Tax: $6,756 (2025)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $3,067 (change assumption)
    Mortgage ($2,411) + Fees ($93) + Taxes in 2025 ($563)


    Taxes:$6,756

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 255 HAINES BLVD, WINTER HAVEN, FL 33881

    $294,99926 Days on yellowkey   MLS ID: B4902269

    REDUCED by $5,000 (1.7%) on 06/17/2026

    For Sale B4902269 - 255 HAINES BLVD, WINTER HAVEN, FL 33881 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1793
       Built: 2017
    Monthly Fee: $3
       Tax: $4,634 (2025)
    Community: Lakes At Lucerne Park Ph 02
    Single Family


    Estimated Monthly Payment: $2,006 (change assumption)
    Mortgage ($1,616) + Fees ($3) + Taxes in 2025 ($386)


    Taxes:$4,634

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884

    $342,90049 Days on yellowkey   MLS ID: O6405643

    INCREASED by $4,000 (1.2%) on 05/18/2026

    For Sale O6405643 - 1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95
       Tax: $760 (2025)
    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,879) + Fees ($95) + Taxes in 2025 ($63)


    Taxes:$760

    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.