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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 287 properties found

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  • 1228 DENALI DR, WINTER HAVEN, FL 33881

    $315,000295 Days on yellowkey   MLS ID: P4936142

    For Sale P4936142 - 1228 DENALI DR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $73
       Tax: $4,208 (2024)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,726) + Fees ($73) + Taxes in 2024 ($351)


    Taxes:$4,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 420 ITUNA CIR, WINTER HAVEN, FL 33881

    $324,900205 Days on yellowkey   MLS ID: L4957641

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale L4957641 - 420 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,780) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,999100 Days on yellowkey   MLS ID: S5146036

    For Sale S5146036 - 525 AVENUE A NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1870
       Built: 2006   Tax: $884 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($74)


    Taxes:$884

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $309,000108 Days on yellowkey   MLS ID: P4938087

    For Sale P4938087 - 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2022
    Monthly Fee: $18
       Tax: $5,703 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,693) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,703

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 125 ANDREAS ST, WINTER HAVEN, FL 33881

    $310,00049 Days on yellowkey   MLS ID: O6405543

    For Sale O6405543 - 125 ANDREAS ST, WINTER HAVEN, FL 33881 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1823
       Built: 2021
    Monthly Fee: $19
       Tax: $6,452 (2025)
    Community: Lucerne Park Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,255 (change assumption)
    Mortgage ($1,699) + Fees ($19) + Taxes in 2025 ($538)


    Taxes:$6,452

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 4599 REYNOSA DR SW, WINTER HAVEN, FL 33880

    $325,000164 Days on yellowkey   MLS ID: S5141435

    REDUCED by $25,000 (7.1%) on 05/17/2026

    For Sale S5141435 - 4599 REYNOSA DR SW, WINTER HAVEN, FL 33880 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2309
       Built: 1984   Tax: $3,589 (2025)
    Community: Plaza Sub
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($299)


    Taxes:$3,589

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $375,00048 Days on yellowkey   MLS ID: S5149475

    For Sale S5149475 - 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2193
       Built: 2021
    Monthly Fee: $38
       Tax: $5,084 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $2,516 (change assumption)
    Mortgage ($2,055) + Fees ($38) + Taxes in 2025 ($424)


    Taxes:$5,084

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2221 20TH ST NW, WINTER HAVEN, FL 33881

    $319,999245 Days on yellowkey   MLS ID: P4936782

    For Sale P4936782 - 2221 20TH ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1727
       Built: 1956   Tax: $3,122 (2024)
    Community: Orange Shores
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4263 STAFFORD DR, WINTER HAVEN, FL 33880

    $380,00055 Days on yellowkey   MLS ID: O6404043

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale O6404043 - 4263 STAFFORD DR, WINTER HAVEN, FL 33880 63 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1986   Tax: $1,977 (2025)
    Community: Lake Thomas Woods Add 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($165)


    Taxes:$1,977

    Elementary School: Clarence Boswell Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2791 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $309,990446 Days on yellowkey   MLS ID: O6296969

    2 Days Off yellowkey (back on 2/10/2026)

    For Sale O6296969 - 2791 SAN MARCO WAY, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $3,035 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,699) + Fees ($13) + Taxes in 2024 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 3147 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $326,90052 Days on yellowkey   MLS ID: L4961597

    2 Days Off yellowkey (back on 5/14/2026)

    For Sale L4961597 - 3147 LAUREL OAK LN, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,809 (change assumption)
    Mortgage ($1,791) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 344 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $389,000239 Days on yellowkey   MLS ID: P4936876

    REDUCED by $1,000 (0.3%) on 05/13/2026

    For Sale P4936876 - 344 ALEXZANDER WAY, WINTER HAVEN, FL 33881 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2021
    Monthly Fee: $50
       Tax: $5,219 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,131) + Fees ($50) + Taxes in 2024 ($435)


    Taxes:$5,219

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 652 GROVE ST, WINTER HAVEN, FL 33881

    $370,000113 Days on yellowkey   MLS ID: O6387580

    For Sale O6387580 - 652 GROVE ST, WINTER HAVEN, FL 33881 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2080
       Built: 2023
    Monthly Fee: $50
       Tax: $4,682 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,468 (change assumption)
    Mortgage ($2,027) + Fees ($50) + Taxes in 2025 ($390)


    Taxes:$4,682

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3777 GIORGIO DR, WINTER HAVEN, FL 33884

    $318,000126 Days on yellowkey   MLS ID: O6382787

    For Sale O6382787 - 3777 GIORGIO DR, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2024
    Monthly Fee: $154
       Tax: $4,296 (2025)
    Community: Villamar Phase 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,742) + Fees ($154) + Taxes in 2025 ($358)


    Taxes:$4,296

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3964 GIORGIO DR, WINTER HAVEN, FL 33884

    $388,00044 Days on yellowkey   MLS ID: TB8502449

    For Sale TB8502449 - 3964 GIORGIO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2387
       Built: 2026
    Monthly Fee: $15
       Tax: $5,000 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,126) + 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


  • 3924 GIORGIO DR, WINTER HAVEN, FL 33884

    $309,10044 Days on yellowkey   MLS ID: TB8502451

    For Sale TB8502451 - 3924 GIORGIO DR, WINTER HAVEN, FL 33884 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1483
       Built: 2026
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,709 (change assumption)
    Mortgage ($1,694) + Fees ($15) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 560 ITUNA CIR, WINTER HAVEN, FL 33881

    $339,925142 Days on yellowkey   MLS ID: L4959127

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

    For Sale L4959127 - 560 ITUNA CIR, WINTER HAVEN, FL 33881 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,863) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 564 ITUNA CIR, WINTER HAVEN, FL 33881

    $337,775142 Days on yellowkey   MLS ID: L4959126

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

    For Sale L4959126 - 564 ITUNA CIR, WINTER HAVEN, FL 33881 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,851) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99953 Days on yellowkey   MLS ID: TB8504144

    REDUCED by $5,000 (1.4%) on 05/12/2026

    For Sale TB8504144 - 5464 SAN PIETRO DR, WINTER HAVEN, FL 33884 16 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: $2,444 (change assumption)
    Mortgage ($2,000) + 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


  • 129 LAKE OTIS RD SE, WINTER HAVEN, FL 33884

    $325,000169 Days on yellowkey   MLS ID: L4958266

    SHORT SALE L4958266 - 129 LAKE OTIS RD SE, WINTER HAVEN, FL 33884 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1966
    Monthly Fee: $100
       Tax: $739 (2025)
    Community: Lakewood
    Single Family


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,781) + Fees ($100) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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