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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $200,000 to $299,000

Winter Haven - 320 properties found

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  • 1645 AVENUE C NE, WINTER HAVEN, FL 33881

    $229,999124 Days on yellowkey   MLS ID: A4683425

    0 Days Off yellowkey (back on 6/2/2026)

    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


  • 352 VAIL DR, WINTER HAVEN, FL 33884

    $274,90023 Days on yellowkey   MLS ID: L4962337

    For Sale L4962337 - 352 VAIL DR, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2040
       Built: 1990
    Monthly Fee: $17
       Tax: $1,538 (2025)
    Community: Cedar Cove Ph 02
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,506) + Fees ($17) + Taxes in 2025 ($128)


    Taxes:$1,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5041 KAIA AVE, WINTER HAVEN, FL 33884

    $260,00043 Days on yellowkey   MLS ID: TB8502452

    REDUCED by $32,870 (11.2%) on 06/01/2026

    For Sale TB8502452 - 5041 KAIA AVE, WINTER HAVEN, FL 33884 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1269
       Built: 2026
    Monthly Fee: $15
       Tax: $5,000 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,425) + Fees ($15) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880

    $263,000192 Days on yellowkey   MLS ID: G5105497

    1 Days Off yellowkey (back on 4/15/2026)

    INCREASED by $23,000 (9.6%) on 04/15/2026

    SHORT SALE G5105497 - 440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2020
    Monthly Fee: $53
       Tax: $3,809 (2024)
    Community: Kensington View
    Single Family


    Estimated Monthly Payment: $1,812 (change assumption)
    Mortgage ($1,441) + Fees ($53) + Taxes in 2024 ($317)


    Taxes:$3,809

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884

    $289,90067 Days on yellowkey   MLS ID: L4961184

    For Sale L4961184 - 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1674
       Built: 1987
    Monthly Fee: $83
       Tax: $1,477 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,588) + Fees ($83) + Taxes in 2025 ($123)


    Taxes:$1,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,900126 Days on yellowkey   MLS ID: P4937879

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

    REDUCED by $1,000 (0.4%) on 04/07/2026

    For Sale P4937879 - 390 16TH ST NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2178
       Built: 1959   Tax: $3,631 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,309) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 851 VIENNA DR, WINTER HAVEN, FL 33884

    $279,90072 Days on yellowkey   MLS ID: L4961034

    REDUCED by $5,100 (1.8%) on 04/21/2026

    For Sale L4961034 - 851 VIENNA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2022
    Monthly Fee: $15
       Tax: $6,253 (2025)
    Community: Villamar Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,534) + Fees ($15) + Taxes in 2025 ($521)


    Taxes:$6,253

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $215,000160 Days on yellowkey   MLS ID: O6374317

    2 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $5,000 (2.3%) on 05/08/2026

    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: $1,407 (change assumption)
    Mortgage ($1,178) + Taxes in 2024 ($229)


    Taxes:$2,753

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $285,000144 Days on yellowkey   MLS ID: O6375346

    REDUCED by $10,000 (3.4%) on 05/19/2026

    For Sale O6375346 - 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2015
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,562) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884

    $225,000221 Days on yellowkey   MLS ID: P4937043

    3 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $5,000 (2.2%) on 05/16/2026

    For Sale P4937043 - 516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1986
    Monthly Fee: $31
       Tax: $3,136 (2024)
    Community: Lake Dexter Woods 01
    Single Family


    Estimated Monthly Payment: $1,525 (change assumption)
    Mortgage ($1,233) + Fees ($31) + Taxes in 2024 ($261)


    Taxes:$3,136

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $280,000419 Days on yellowkey   MLS ID: O6305100

    5 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $19,000 (6.4%) on 04/20/2026

    SHORT SALE O6305100 - 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2023
    Monthly Fee: $102
       Tax: $4,760 (2024)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,534) + Fees ($102) + Taxes in 2024 ($397)


    Taxes:$4,760

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $289,000264 Days on yellowkey   MLS ID: O6349627

    0 Days Off yellowkey (back on 2/26/2026)

    FORECLOSURE O6349627 - 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 2022
    Monthly Fee: $75
       Tax: $4,510 (2024)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,584) + Fees ($75) + Taxes in 2024 ($376)


    Taxes:$4,510

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 404 LAKE NED RD, WINTER HAVEN, FL 33884

    $259,00043 Days on yellowkey   MLS ID: P4938713

    For Sale P4938713 - 404 LAKE NED RD, WINTER HAVEN, FL 33884 18 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1439
       Built: 1970   Tax: $3,398 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $1,702 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($283)


    Taxes:$3,398

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $220,00093 Days on yellowkey   MLS ID: L4960484

    INCREASED by $30,100 (15.9%) on 05/29/2026

    SHORT SALE L4960484 - 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1104
       Built: 1972   Tax: $3,182 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,471 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($265)


    Taxes:$3,182

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 610 AVENUE A NE, WINTER HAVEN, FL 33881

    $215,000140 Days on yellowkey   MLS ID: O6379847

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $4,900 (2.2%) on 05/07/2026

    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: $1,431 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($253)


    Taxes:$3,038

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2470 SALZBURG LOOP, WINTER HAVEN, FL 33884

    $280,000282 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


  • 4913 JACKSON ST, WINTER HAVEN, FL 33884

    $239,900157 Days on yellowkey   MLS ID: O6374521

    2 Days Off yellowkey (back on 3/30/2026)

    SHORT SALE O6374521 - 4913 JACKSON ST, WINTER HAVEN, FL 33884 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2023
    Monthly Fee: $67
       Tax: $3,152 (2025)
    Community: Jackson Lndg
    Single Family


    Estimated Monthly Payment: $1,644 (change assumption)
    Mortgage ($1,314) + Fees ($67) + Taxes in 2025 ($263)


    Taxes:$3,152

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3407 FOX RIDGE ST, WINTER HAVEN, FL 33884

    $284,90058 Days on yellowkey   MLS ID: L4961410

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale L4961410 - 3407 FOX RIDGE ST, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1143
       Built: 1988   Tax: $3,339 (2025)
    Community: Fox Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,839 (change assumption)
    Mortgage ($1,561) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 847 CHANNING ST, WINTER HAVEN, FL 33880

    $265,000320 Days on yellowkey   MLS ID: P4935775

    SHORT SALE P4935775 - 847 CHANNING ST, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1478
       Built: 2022
    Monthly Fee: $58
       Tax: $3,439 (2024)
    Community: Village/Crystal Beach
    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,452) + Fees ($58) + Taxes in 2024 ($287)


    Taxes:$3,439

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 307 STERLING DR, WINTER HAVEN, FL 33884

    $260,00028 Days on yellowkey   MLS ID: S5150673

    SHORT SALE S5150673 - 307 STERLING DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 1997
    Monthly Fee: $24
       Tax: $3,343 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,425) + Fees ($24) + Taxes in 2025 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.