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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $200,000 to $299,000

Winter Haven - 290 properties found

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  • 525 7TH ST NE, WINTER HAVEN, FL 33881

    $283,99938 Days on yellowkey   MLS ID: O6393718

    1 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $6,001 (2.1%) on 04/06/2026

    For Sale O6393718 - 525 7TH ST NE, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1528
       Built: 1980   Tax: $3,119 (2025)
    Community: Martha Heights
    Single Family


    Estimated Monthly Payment: $1,816 (change assumption)
    Mortgage ($1,556) + Taxes in 2025 ($260)


    Taxes:$3,119

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884

    $259,99029 Days on yellowkey   MLS ID: O6396319

    REDUCED by $12,010 (4.4%) on 04/28/2026

    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: $1,711 (change assumption)
    Mortgage ($1,425) + Fees ($45) + Taxes in 2025 ($242)


    Taxes:$2,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 277 MARIPOSA, WINTER HAVEN, FL 33884

    $215,00010 Days on yellowkey   MLS ID: L4961311

    For Sale L4961311 - 277 MARIPOSA, WINTER HAVEN, FL 33884 39 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1142
       Built: 1977
    Monthly Fee: $5
       Tax: $2,118 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,178) + Fees ($5) + Taxes in 2025 ($177)


    Taxes:$2,118

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3147 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884

    $215,0007 Days on yellowkey   MLS ID: O6402822

    For Sale O6402822 - 3147 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1303
       Built: 2006
    Monthly Fee: $56
       Tax: $3,584 (2025)
    Community: Whispering Trails Ph 01
    Single Family


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($1,178) + Fees ($56) + Taxes in 2025 ($299)


    Taxes:$3,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 218 DENNIS AVE, WINTER HAVEN, FL 33880

    $246,9007 Days on yellowkey   MLS ID: L4961409

    For Sale L4961409 - 218 DENNIS AVE, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1174
       Built: 1962   Tax: $2,994 (2025)
    Community: Jan Phyl Village Unit 03 A
    Single Family


    Estimated Monthly Payment: $1,602 (change assumption)
    Mortgage ($1,353) + Taxes in 2025 ($250)


    Taxes:$2,994

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 884 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $275,0007 Days on yellowkey   MLS ID: TB8502061

    SHORT SALE TB8502061 - 884 CAMBRIDGE DR, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2368
       Built: 2021
    Monthly Fee: $17
       Tax: $7,314 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($1,507) + Fees ($17) + Taxes in 2025 ($610)


    Taxes:$7,314

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 920 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $289,90062 Days on yellowkey   MLS ID: L4959598

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $4,100 (1.4%) on 04/20/2026

    For Sale L4959598 - 920 SUMMER GLEN DR, WINTER HAVEN, FL 33880 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $25
       Tax: $2,839 (2025)
    Community: Coventry Cove Ph Ii
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,588) + Fees ($25) + Taxes in 2025 ($237)


    Taxes:$2,839

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4024 GIORGIO DR, WINTER HAVEN, FL 33884

    $281,090242 Days on yellowkey   MLS ID: O6341546

    2 Days Off yellowkey (back on 4/28/2026)

    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


  • 118 2ND JPV ST, WINTER HAVEN, FL 33880

    $259,00035 Days on yellowkey   MLS ID: OM721537

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale OM721537 - 118 2ND JPV ST, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 1957   Tax: $3,809 (2025)
    Community: Jan-Phyk Village
    Single Family


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($317)


    Taxes:$3,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2470 SALZBURG LOOP, WINTER HAVEN, FL 33884

    $280,000231 Days on yellowkey   MLS ID: O6344501

    For Sale O6344501 - 2470 SALZBURG LOOP, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2009
    Monthly Fee: $250
       Tax: $4,141 (2024)
    Community: Vienna Square Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,534) + Fees ($250) + Taxes in 2024 ($345)


    Taxes:$4,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 731 30TH ST NW, WINTER HAVEN, FL 33881

    $230,00013 Days on yellowkey   MLS ID: S5148315

    For Sale S5148315 - 731 30TH ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1343
       Built: 1971   Tax: $2,404 (2025)
    Community: Replat Of Checks Sub
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($200)


    Taxes:$2,404

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2014 10TH ST NW, WINTER HAVEN, FL 33881

    $225,000109 Days on yellowkey   MLS ID: O6374317

    REDUCED by $3,000 (1.3%) on 04/27/2026

    For Sale O6374317 - 2014 10TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1229
       Built: 1953   Tax: $2,753 (2024)
    Community: Villa Manor
    Single Family


    Estimated Monthly Payment: $1,462 (change assumption)
    Mortgage ($1,233) + Taxes in 2024 ($229)


    Taxes:$2,753

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 208 CALEB WAY, WINTER HAVEN, FL 33881

    $259,00011 Days on yellowkey   MLS ID: P4938499

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale P4938499 - 208 CALEB WAY, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $83
       Tax: $4,002 (2025)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,419) + Fees ($83) + Taxes in 2025 ($334)


    Taxes:$4,002

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3952 WARBLER DR, WINTER HAVEN, FL 33880

    $279,99534 Days on yellowkey   MLS ID: S5146840

    REDUCED by $5,000 (1.8%) on 04/27/2026

    For Sale S5146840 - 3952 WARBLER DR, WINTER HAVEN, FL 33880 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2005
    Monthly Fee: $12
       Tax: $4,019 (2025)
    Community: Queens Cove Ph 04
    Single Family


    Estimated Monthly Payment: $1,881 (change assumption)
    Mortgage ($1,534) + Fees ($12) + Taxes in 2025 ($335)


    Taxes:$4,019

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1645 AVENUE C NE, WINTER HAVEN, FL 33881

    $229,99973 Days on yellowkey   MLS ID: A4683425

    For Sale A4683425 - 1645 AVENUE C NE, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 1959   Tax: $3,012 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($251)


    Taxes:$3,012

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1125 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $289,995145 Days on yellowkey   MLS ID: S5140049

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $5,005 (1.7%) on 04/21/2026

    For Sale S5140049 - 1125 BRENTON MANOR DR, WINTER HAVEN, FL 33881 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1576
       Built: 2014
    Monthly Fee: $32
       Tax: $115 (2024)
    Community: Brenton Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,631 (change assumption)
    Mortgage ($1,589) + Fees ($32) + Taxes in 2024 ($10)


    Taxes:$115

    Elementary School: Alta Vista Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 610 AVENUE A NE, WINTER HAVEN, FL 33881

    $219,90089 Days on yellowkey   MLS ID: O6379847

    REDUCED by $15,100 (6.4%) on 04/23/2026

    For Sale O6379847 - 610 AVENUE A NE, WINTER HAVEN, FL 33881 10 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1512
       Built: 1910   Tax: $3,038 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,458 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($253)


    Taxes:$3,038

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 960 WEDGEWOOD DR SE, WINTER HAVEN, FL 33880

    $274,90019 Days on yellowkey   MLS ID: L4961033

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale L4961033 - 960 WEDGEWOOD DR SE, WINTER HAVEN, FL 33880 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2337
       Built: 1961   Tax: $4,711 (2025)
    Community: Wedgewood Terrace
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,506) + Taxes in 2025 ($393)


    Taxes:$4,711

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5561 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $275,99028 Days on yellowkey   MLS ID: O6396753

    INCREASED by $3,000 (1.1%) on 04/27/2026

    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: $1,789 (change assumption)
    Mortgage ($1,512) + 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


  • 4948 KAIA, WINTER HAVEN, FL 33884

    $283,590117 Days on yellowkey   MLS ID: O6370131

    INCREASED by $3,000 (1.1%) on 04/27/2026

    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: $2,040 (change assumption)
    Mortgage ($1,554) + 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






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.