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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $500,000 to $599,000

Winter Haven - 24 properties found

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  • 1394 OAKMONT DR, WINTER HAVEN, FL 33884

    $549,50039 Days on yellowkey   MLS ID: L4961930

    For Sale L4961930 - 1394 OAKMONT DR, WINTER HAVEN, FL 33884 98 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2606
       Built: 2018
    Monthly Fee: $5
       Tax: $10,681 (2025)
    Community: Lake Ashton West Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,011) + Fees ($5) + Taxes in 2025 ($890)


    Taxes:$10,681

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,000107 Days on yellowkey   MLS ID: L4959857

    For Sale L4959857 - 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2512
       Built: 2021
    Monthly Fee: $5
       Tax: $10,832 (2025)
    Community: Lake Ashton West Ph Ii North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,205) + Fees ($5) + Taxes in 2025 ($903)


    Taxes:$10,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90054 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90077 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $559,90040 Days on yellowkey   MLS ID: O6408212

    REDUCED by $5,000 (0.9%) on 06/19/2026

    For Sale O6408212 - 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2022
    Monthly Fee: $76
       Tax: $4,722 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,068) + Fees ($76) + Taxes in 2025 ($394)


    Taxes:$4,722

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1302 LAKE ELBERT DR SE, WINTER HAVEN, FL 33880

    $589,50019 Days on yellowkey   MLS ID: L4962421

    For Sale L4962421 - 1302 LAKE ELBERT DR SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 1947   Tax: $7,971 (2025)
    Community: Elbert Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,894 (change assumption)
    Mortgage ($3,230) + Taxes in 2025 ($664)


    Taxes:$7,971

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 445 TALAMONE DR, WINTER HAVEN, FL 33884

    $555,00019 Days on yellowkey   MLS ID: P4938949

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale P4938949 - 445 TALAMONE DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2653
       Built: 2002
    Monthly Fee: $83
       Tax: $6,593 (2025)
    Community: Tuscany At Winterset
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,041) + Fees ($83) + Taxes in 2025 ($549)


    Taxes:$6,593

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 472 ARCHAIC DR, WINTER HAVEN, FL 33880

    $538,00019 Days on yellowkey   MLS ID: L4962519

    3 Days Off yellowkey (back on 6/21/2026)

    For Sale L4962519 - 472 ARCHAIC DR, WINTER HAVEN, FL 33880 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2725
       Built: 2003
    Monthly Fee: $79
       Tax: $3,572 (2025)
    Community: Village Spirit Lake Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($2,948) + Fees ($79) + Taxes in 2025 ($298)


    Taxes:$3,572

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1000 LENA RUN CT, WINTER HAVEN, FL 33880

    $549,00018 Days on yellowkey   MLS ID: L4962371

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale L4962371 - 1000 LENA RUN CT, WINTER HAVEN, FL 33880 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2624
       Built: 2007
    Monthly Fee: $129
       Tax: $3,309 (2025)
    Community: Hidden Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,413 (change assumption)
    Mortgage ($3,008) + Fees ($129) + Taxes in 2025 ($276)


    Taxes:$3,309

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880

    $570,00047 Days on yellowkey   MLS ID: L4961757

    REDUCED by $5,000 (0.9%) on 06/20/2026

    For Sale L4961757 - 1413 HIDDEN CREEK LN, WINTER HAVEN, FL 33880 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3086
       Built: 2000
    Monthly Fee: $13
       Tax: $5,683 (2025)
    Community: Grey Fox Hollow Ph Three
    Single Family


    Estimated Monthly Payment: $3,610 (change assumption)
    Mortgage ($3,123) + Fees ($13) + Taxes in 2025 ($474)


    Taxes:$5,683

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00078 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


  • 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884

    $535,00050 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


  • 406 TERRANOVA ST, WINTER HAVEN, FL 33884

    $513,00013 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


  • 29 LAKE ARROWHEAD DR, WINTER HAVEN, FL 33880

    $515,0007 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


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $549,00054 Days on yellowkey   MLS ID: B4902232

    REDUCED by $15,900 (2.8%) on 06/11/2026

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2935 PLANTATION RD, WINTER HAVEN, FL 33884

    $588,90091 Days on yellowkey   MLS ID: L4959891

    REDUCED by $10,000 (1.7%) on 06/09/2026

    For Sale L4959891 - 2935 PLANTATION RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 1983
    Monthly Fee: $149
       Tax: $2,732 (2025)
    Community: Cypresswood Plantation
    Single Family


    Estimated Monthly Payment: $3,603 (change assumption)
    Mortgage ($3,227) + Fees ($149) + Taxes in 2025 ($228)


    Taxes:$2,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 725 HERITAGE DR NE, WINTER HAVEN, FL 33881

    $559,00048 Days on yellowkey   MLS ID: L4961718

    For Sale L4961718 - 725 HERITAGE DR NE, WINTER HAVEN, FL 33881 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3114
       Built: 1992
    Monthly Fee: $27
       Tax: $7,254 (2025)
    Community: Hamilton Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,063) + Fees ($27) + Taxes in 2025 ($604)


    Taxes:$7,254

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3206 HERON CV, WINTER HAVEN, FL 33884

    $599,000572 Days on yellowkey   MLS ID: L4949141

    REDUCED by $1,000 (0.2%) on 06/04/2026

    For Sale L4949141 - 3206 HERON CV, WINTER HAVEN, FL 33884 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3050
       Built: 2002
    Monthly Fee: $200
       Tax: $5,710 (2024)
    Community: Heron Cay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,958 (change assumption)
    Mortgage ($3,282) + Fees ($200) + Taxes in 2024 ($476)


    Taxes:$5,710

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1818 6TH ST SE, WINTER HAVEN, FL 33880

    $500,000293 Days on yellowkey   MLS ID: O6341480

    For Sale O6341480 - 1818 6TH ST SE, WINTER HAVEN, FL 33880 63 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2006
       Built: 1963   Tax: $3,632 (2023)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $3,042 (change assumption)
    Mortgage ($2,740) + Taxes in 2023 ($303)


    Taxes:$3,632

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 4 CASARENA CT, WINTER HAVEN, FL 33881

    $524,00078 Days on yellowkey   MLS ID: P4938356

    REDUCED by $5,000 (0.9%) on 05/29/2026

    For Sale P4938356 - 4 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3911
       Built: 1984
    Monthly Fee: $320
       Tax: $4,267 (2025)
    Community: Casarena On The Lakes
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($2,871) + Fees ($320) + Taxes in 2025 ($356)


    Taxes:$4,267

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


12




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