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Displaying: For Rent

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 56 properties found

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  • 509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880

    $1,79930 Days on yellowkey   MLS ID: TB8512014

    REDUCED by $10 (0.6%) on 06/24/2026

    For RENT TB8512014 - 509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 2021
    Community: Kensington View
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year:

    Middle School: Westwood Middle


  • 257 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $2,00041 Days on yellowkey   MLS ID: TB8508068

    REDUCED by $250 (11.1%) on 06/24/2026

    For RENT TB8508068 - 257 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2024
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2192 ROSE BLVD, WINTER HAVEN, FL 33881

    $1,8501 Day on yellowkey   MLS ID: O6419209

    For RENT O6419209 - 2192 ROSE BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1828
       Built: 2019
    Community: Buckeye Ridge Pb 145 Pg 47-49 Lot 108
    Spa: No

    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3408 COSTELLO CIR, WINTER HAVEN, FL 33884

    $1,80019 Days on yellowkey   MLS ID: O6414344

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $100 (5.3%) on 06/08/2026

    For RENT O6414344 - 3408 COSTELLO CIR, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2025
    Community: Villamar Ph 6 & Ph 6D
    Spa: No

    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $1,8009 Days on yellowkey   MLS ID: S5151961

    For RENT S5151961 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 7 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2726 ROCHELLE DR, WINTER HAVEN, FL 33881

    $2,1002 Days on yellowkey   MLS ID: P4939107

    For RENT P4939107 - 2726 ROCHELLE DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1883
       Built: 2006
    Community: Lake Rochelle Estates
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • 2772 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $2,20077 Days on yellowkey   MLS ID: O6397232

    0 Days Off yellowkey (back on 6/17/2026)

    For RENT O6397232 - 2772 SAN MARCO WAY, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2024
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year:

    Middle School: Denison Middle


  • 2005 N LAKE ELOISE DR, WINTER HAVEN, FL 33884

    $1,95013 Days on yellowkey   MLS ID: P4938854

    For RENT P4938854 - 2005 N LAKE ELOISE DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1513
       Built: 2005
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 645 VITTORIO DR, WINTER HAVEN, FL 33884

    $2,0991 Day on yellowkey   MLS ID: TB8522149

    For RENT TB8522149 - 645 VITTORIO DR, WINTER HAVEN, FL 33884 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1532
       Built: 2021
    Community: Villamar Ph 2A
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2409 WILLOW WAY, WINTER HAVEN, FL 33881

    $1,8952 Days on yellowkey   MLS ID: S5152319

    For RENT S5152319 - 2409 WILLOW WAY, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2024
    Community: Bount & Whitledge Sub
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2608 TANOAK TER, WINTER HAVEN, FL 33881

    $1,8952 Days on yellowkey   MLS ID: S5152333

    For RENT S5152333 - 2608 TANOAK TER, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2024
    Community: Bount & Whitledge Sub
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2511 PINE PL, WINTER HAVEN, FL 33881

    $1,9952 Days on yellowkey   MLS ID: S5152326

    For RENT S5152326 - 2511 PINE PL, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2024
    Community: Bount & Whitledge Sub
    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 122 INMAN BLVD, WINTER HAVEN, FL 33884

    $2,17510 Days on yellowkey   MLS ID: TB8519157

    REDUCED by $75 (3.3%) on 06/22/2026

    For RENT TB8519157 - 122 INMAN BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2022
    Community: Inman Groves
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • 116 HOLMES PL, WINTER HAVEN, FL 33884

    $2,80071 Days on yellowkey   MLS ID: P4938445

    0 Days Off yellowkey (back on 6/22/2026)

    For RENT P4938445 - 116 HOLMES PL, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1967
    Community: Fla Highlands Co Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • 1407 28TH ST NW, WINTER HAVEN, FL 33881

    $1,70044 Days on yellowkey   MLS ID: P4938674

    REDUCED by $100 (5.6%) on 06/22/2026

    For RENT P4938674 - 1407 28TH ST NW, WINTER HAVEN, FL 33881 11 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 1955
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 612 HEATHER GLEN LOOP, WINTER HAVEN, FL 33884

    $2,00036 Days on yellowkey   MLS ID: P4938759

    0 Days Off yellowkey (back on 6/20/2026)

    For RENT P4938759 - 612 HEATHER GLEN LOOP, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 2002
    Community: Heather Glen Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • 287 INMAN BLVD, WINTER HAVEN, FL 33881

    $2,00020 Days on yellowkey   MLS ID: S5151261

    For RENT S5151261 - 287 INMAN BLVD, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Community: Inman Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • 1019 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884

    $1,65094 Days on yellowkey   MLS ID: L4960465

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $50 (2.9%) on 06/01/2026

    For RENT L4960465 - 1019 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 1977
    Community: Garden Grove South Ph 1 And 2
    Single Family


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year:

    Middle School: Denison Middle


  • WINTER HAVEN, FL 33880

    $1,88928 Days on yellowkey   MLS ID: TB8512569

    REDUCED by $10 (0.5%) on 06/17/2026

    For RENT TB8512569 - WINTER HAVEN, FL 33880 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2021
    Community: Kensington View
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • WINTER HAVEN, FL 33880

    $1,80933 Days on yellowkey   MLS ID: TB8511692

    REDUCED by $30 (1.6%) on 06/17/2026

    For RENT TB8511692 - WINTER HAVEN, FL 33880 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1961
       Built: 1989
    Community: Whisper Lake 01
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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