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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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  • 592 ITUNA CIR, WINTER HAVEN, FL 33881

    $389,95563 Days on yellowkey   MLS ID: L4961319

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale L4961319 - 592 ITUNA CIR, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 318 GREENFIELD RD, WINTER HAVEN, FL 33884

    $330,00041 Days on yellowkey   MLS ID: L4961904

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $20,000 (5.7%) on 06/12/2026

    For Sale L4961904 - 318 GREENFIELD RD, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 1981
    Monthly Fee: $152
       Tax: $6,022 (2025)
    Community: Cypresswood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,462 (change assumption)
    Mortgage ($1,808) + Fees ($152) + Taxes in 2025 ($502)


    Taxes:$6,022

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1676 TEAGAN LN, WINTER HAVEN, FL 33884

    $355,00019 Days on yellowkey   MLS ID: TB8514405

    REDUCED by $4,000 (1.1%) on 06/13/2026

    For Sale TB8514405 - 1676 TEAGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $15
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,945) + Fees ($15) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 153 STEVENSON RD, WINTER HAVEN, FL 33884

    $339,90085 Days on yellowkey   MLS ID: L4960685

    For Sale L4960685 - 153 STEVENSON RD, WINTER HAVEN, FL 33884 64 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1867
       Built: 1961   Tax: $4,041 (2025)
    Community: Garden Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881

    $300,00075 Days on yellowkey   MLS ID: P4938412

    REDUCED by $5,000 (1.6%) on 06/13/2026

    For Sale P4938412 - 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1893
       Built: 2015
    Monthly Fee: $65
       Tax: $2,614 (2025)
    Community: Lakeridge Estates
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,644) + Fees ($65) + Taxes in 2025 ($218)


    Taxes:$2,614

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1508 MAJESTIC LN, WINTER HAVEN, FL 33880

    $327,50033 Days on yellowkey   MLS ID: L4962086

    For Sale L4962086 - 1508 MAJESTIC LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,775 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,794) + Fees ($38) + Taxes in 2025 ($315)


    Taxes:$3,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 136 LAKE RING DR, WINTER HAVEN, FL 33884

    $319,90054 Days on yellowkey   MLS ID: P4938606

    REDUCED by $5,000 (1.5%) on 05/29/2026

    For Sale P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1975   Tax: $2,508 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,962 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($209)


    Taxes:$2,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5384 HOGAN LN, WINTER HAVEN, FL 33884

    $345,500345 Days on yellowkey   MLS ID: P4935506

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale P4935506 - 5384 HOGAN LN, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2006
    Monthly Fee: $5

    Community: Lake Ashton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,898 (change assumption)
    Mortgage ($1,893) + Fees ($5) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3312 QUEENS COVE LOOP, WINTER HAVEN, FL 33880

    $319,90012 Days on yellowkey   MLS ID: L4962705

    For Sale L4962705 - 3312 QUEENS COVE LOOP, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1994
    Monthly Fee: $12
       Tax: $2,709 (2025)
    Community: Queens Cove Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,753) + Fees ($12) + Taxes in 2025 ($226)


    Taxes:$2,709

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 448 ITUNA CIR, WINTER HAVEN, FL 33881

    $318,90012 Days on yellowkey   MLS ID: L4962701

    For Sale L4962701 - 448 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: $1,797 (change assumption)
    Mortgage ($1,747) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00036 Days on yellowkey   MLS ID: P4938750

    For Sale P4938750 - 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2016
    Monthly Fee: $15
       Tax: $4,656 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,726) + Fees ($15) + Taxes in 2025 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $350,00013 Days on yellowkey   MLS ID: S5151595

    For Sale S5151595 - 1549 DREXEL AVE NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1120
       Built: 1957   Tax: $1,027 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,003 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($86)


    Taxes:$1,027

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2540 14TH ST SE, WINTER HAVEN, FL 33884

    $369,90028 Days on yellowkey   MLS ID: O6411362

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale O6411362 - 2540 14TH ST SE, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1753
       Built: 1956   Tax: $3,789 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($316)


    Taxes:$3,789

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5445 CHANDLER DR, WINTER HAVEN, FL 33884

    $305,00099 Days on yellowkey   MLS ID: S5146003

    REDUCED by $9,500 (3.0%) on 06/11/2026

    For Sale S5146003 - 5445 CHANDLER DR, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3010
       Built: 2006
    Monthly Fee: $48
       Tax: $5,827 (2025)
    Community: Bentley Place
    Single Family


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,671) + Fees ($48) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880

    $338,00068 Days on yellowkey   MLS ID: L4961188

    REDUCED by $6,900 (2.0%) on 05/08/2026

    For Sale L4961188 - 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2009
    Monthly Fee: $50
       Tax: $4,839 (2025)
    Community: Normandy Heights
    Single Family


    Estimated Monthly Payment: $2,305 (change assumption)
    Mortgage ($1,852) + Fees ($50) + Taxes in 2025 ($403)


    Taxes:$4,839

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 524 HAINES TRL, WINTER HAVEN, FL 33881

    $315,00055 Days on yellowkey   MLS ID: L4961454

    REDUCED by $14,000 (4.3%) on 06/11/2026

    For Sale L4961454 - 524 HAINES TRL, WINTER HAVEN, FL 33881 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2016
    Monthly Fee: $48
       Tax: $2,501 (2025)
    Community: Lakes/Lucerne Park Ph 4
    Single Family


    Estimated Monthly Payment: $1,982 (change assumption)
    Mortgage ($1,726) + Fees ($48) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: Lake Alfred Elem

    High School: None

    Tax Year: 2025

    Middle School: Lake Alfred-Addair Middle


  • 4669 OSPREY WAY, WINTER HAVEN, FL 33881

    $319,50067 Days on yellowkey   MLS ID: R4911042

    For Sale R4911042 - 4669 OSPREY WAY, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2019
    Monthly Fee: $35
       Tax: $5,100 (2025)
    Community: St James Xing
    Single Family


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,751) + Fees ($35) + Taxes in 2025 ($425)


    Taxes:$5,100

    Elementary School: Walter Caldwell Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: None


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $344,90086 Days on yellowkey   MLS ID: S5146731

    REDUCED by $15,000 (4.2%) on 05/30/2026

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,890) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 SOLIS DR, WINTER HAVEN, FL 33880

    $314,900231 Days on yellowkey   MLS ID: S5137785

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $500 (0.2%) on 05/28/2026

    For Sale S5137785 - 140 SOLIS DR, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2019
    Monthly Fee: $65
       Tax: $2,678 (2024)
    Community: Solis Gardens
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,725) + Fees ($65) + Taxes in 2024 ($223)


    Taxes:$2,678

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 3807 POMELO DR, WINTER HAVEN, FL 33880

    $312,900183 Days on yellowkey   MLS ID: O6369075

    REDUCED by $2,000 (0.6%) on 06/10/2026

    For Sale O6369075 - 3807 POMELO DR, WINTER HAVEN, FL 33880 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2025
    Monthly Fee: $69
       Tax: $2,605 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,714) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,605

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle






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