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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 251 properties found

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  • 152 1ST ST, WINTER HAVEN, FL 33880

    $309,50052 Days on yellowkey   MLS ID: TB8484178

    REDUCED by $500 (0.2%) on 04/26/2026

    For Sale TB8484178 - 152 1ST ST, WINTER HAVEN, FL 33880 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $158 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,709 (change assumption)
    Mortgage ($1,696) + Taxes in 2025 ($13)


    Taxes:$158

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4956 JACKSON ST, WINTER HAVEN, FL 33884

    $315,00080 Days on yellowkey   MLS ID: P4937828

    REDUCED by $15,000 (4.5%) on 04/15/2026

    For Sale P4937828 - 4956 JACKSON ST, WINTER HAVEN, FL 33884 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2023
    Monthly Fee: $67
       Tax: $836 (2024)
    Community: Jackson Lndg
    Single Family


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,726) + Fees ($67) + Taxes in 2024 ($70)


    Taxes:$836

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 6441 DOMIZIO DR, WINTER HAVEN, FL 33884

    $304,49017 Days on yellowkey   MLS ID: O6400090

    REDUCED by $5,000 (1.6%) on 04/29/2026

    For Sale O6400090 - 6441 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $320
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,668) + Fees ($320) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $325,00032 Days on yellowkey   MLS ID: O6395083

    REDUCED by $5,000 (1.5%) on 04/29/2026

    For Sale O6395083 - 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1941
       Built: 2023
    Monthly Fee: $93
       Tax: $4,592 (2025)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,781) + Fees ($93) + Taxes in 2025 ($383)


    Taxes:$4,592

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 245 16TH ST NE, WINTER HAVEN, FL 33881

    $309,80011 Days on yellowkey   MLS ID: S5148499

    For Sale S5148499 - 245 16TH ST NE, WINTER HAVEN, FL 33881 3 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1232
       Built: 1960   Tax: $2,300 (2025)
    Community: South Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,697) + Taxes in 2025 ($192)


    Taxes:$2,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $359,99919 Days on yellowkey   MLS ID: TB8497895

    REDUCED by $10,000 (2.7%) on 04/28/2026

    For Sale TB8497895 - 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,416 (change assumption)
    Mortgage ($1,973) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 131 RUBY LAKE DR, WINTER HAVEN, FL 33884

    $375,00026 Days on yellowkey   MLS ID: P4938379

    For Sale P4938379 - 131 RUBY LAKE DR, WINTER HAVEN, FL 33884 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2000
    Monthly Fee: $71
       Tax: $4,453 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,055) + Fees ($71) + Taxes in 2025 ($371)


    Taxes:$4,453

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 122 22ND ST NW, WINTER HAVEN, FL 33880

    $350,000203 Days on yellowkey   MLS ID: P4936672

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

    For Sale P4936672 - 122 22ND ST NW, WINTER HAVEN, FL 33880 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1595
       Built: 1973   Tax: $3,380 (2024)
    Community: Haven Homes Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($282)


    Taxes:$3,380

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $349,50086 Days on yellowkey   MLS ID: O6379870

    REDUCED by $400 (0.1%) on 04/23/2026

    For Sale O6379870 - 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2007
    Monthly Fee: $25
       Tax: $4,478 (2025)
    Community: Royal Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($1,915) + Fees ($25) + Taxes in 2025 ($373)


    Taxes:$4,478

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1382 SALISBURY DR, WINTER HAVEN, FL 33881

    $329,90031 Days on yellowkey   MLS ID: P4938331

    For Sale P4938331 - 1382 SALISBURY DR, WINTER HAVEN, FL 33881 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 2014
    Monthly Fee: $38
       Tax: $2,866 (2025)
    Community: Dundee Station
    Single Family


    Estimated Monthly Payment: $2,084 (change assumption)
    Mortgage ($1,808) + Fees ($38) + Taxes in 2025 ($239)


    Taxes:$2,866

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 WHITTIER LN, WINTER HAVEN, FL 33884

    $350,0007 Days on yellowkey   MLS ID: P4938568

    For Sale P4938568 - 138 WHITTIER LN, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1970   Tax: $3,709 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,227 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($309)


    Taxes:$3,709

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $306,00063 Days on yellowkey   MLS ID: S5144917

    REDUCED by $10,000 (3.2%) on 04/28/2026

    For Sale S5144917 - 3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 2014
    Monthly Fee: $105
       Tax: $4,599 (2025)
    Community: Lake Smart Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,677) + Fees ($105) + Taxes in 2025 ($383)


    Taxes:$4,599

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Stambaugh Middle


  • 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $345,000342 Days on yellowkey   MLS ID: S5126942

    REDUCED by $14,999 (4.2%) on 04/27/2026

    For Sale S5126942 - 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2004
    Monthly Fee: $21
       Tax: $4,291 (2024)
    Community: Country Walk Ph 03
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,890) + Fees ($21) + Taxes in 2024 ($358)


    Taxes:$4,291

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2123 CARTGATE LANE, WINTER HAVEN, FL 33884

    $301,366702 Days on yellowkey   MLS ID: P4930644

    3 Days Off yellowkey (back on 4/4/2026)

    For Sale P4930644 - 2123 CARTGATE LANE, WINTER HAVEN, FL 33884 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2024
    Monthly Fee: $15
       Tax: $3,144 (2024)
    Community: Villamar Phase 3
    Single Family


    Estimated Monthly Payment: $1,928 (change assumption)
    Mortgage ($1,651) + Fees ($15) + Taxes in 2024 ($262)


    Taxes:$3,144

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Academy Of Excellence


  • 720 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $339,000108 Days on yellowkey   MLS ID: P4937320

    For Sale P4937320 - 720 SANTA MARIA DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 1990
    Monthly Fee: $46
       Tax: $4,473 (2025)
    Community: Overlook Estates East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,857) + Fees ($46) + Taxes in 2025 ($373)


    Taxes:$4,473

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,99938 Days on yellowkey   MLS ID: TB8491409

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

    REDUCED by $10,000 (2.8%) on 04/21/2026

    For Sale TB8491409 - 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,918) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $359,99938 Days on yellowkey   MLS ID: TB8491423

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

    REDUCED by $5,000 (1.4%) on 04/21/2026

    For Sale TB8491423 - 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,973) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 615 ITUNA CIR E, WINTER HAVEN, FL 33881

    $341,900110 Days on yellowkey   MLS ID: L4958575

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

    For Sale L4958575 - 615 ITUNA CIR E, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2227
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,873) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $390,00046 Days on yellowkey   MLS ID: O6392049

    REDUCED by $10,000 (2.5%) on 04/22/2026

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2023
    Monthly Fee: $89
       Tax: $4,323 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,586 (change assumption)
    Mortgage ($2,137) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3030 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $339,990133 Days on yellowkey   MLS ID: L4957976

    For Sale L4957976 - 3030 LAUREL OAK LN, WINTER HAVEN, FL 33884 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2004
       Built: 2022
    Monthly Fee: $22
       Tax: $6,438 (2024)
    Community: Villamar Ph 4
    Single Family


    Estimated Monthly Payment: $2,421 (change assumption)
    Mortgage ($1,863) + Fees ($22) + Taxes in 2024 ($537)


    Taxes:$6,438

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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