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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Garden - 42 properties found

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  • 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $3,35017 Days on yellowkey   MLS ID: P4938381

    For RENT P4938381 - 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 2020
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 15141 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,50010 Days on yellowkey   MLS ID: O6401976

    For RENT O6401976 - 15141 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2024
    Community: Harvest/Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 18072 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,80027 Days on yellowkey   MLS ID: O6396439

    0 Days Off yellowkey (back on 4/24/2026)

    For RENT O6396439 - 18072 ADRIFT RD, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2022
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16758 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $3,10033 Days on yellowkey   MLS ID: O6394497

    0 Days Off yellowkey (back on 4/23/2026)

    For RENT O6394497 - 16758 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $17 (change assumption)
    Mortgage ($17)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16128 MANGROVE RD, WINTER GARDEN, FL 34787

    $3,20025 Days on yellowkey   MLS ID: O6397621

    0 Days Off yellowkey (back on 4/23/2026)

    For RENT O6397621 - 16128 MANGROVE RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2021
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,300178 Days on yellowkey   MLS ID: O6359041

    For RENT O6359041 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 9377 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $3,00076 Days on yellowkey   MLS ID: O6382869

    0 Days Off yellowkey (back on 4/23/2026)

    INCREASED by $150 (5.3%) on 04/23/2026

    For RENT O6382869 - 9377 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15060 ANDREW ALY, WINTER GARDEN, FL 34787

    $3,30037 Days on yellowkey   MLS ID: O6392746

    0 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $150 (4.3%) on 04/07/2026

    For RENT O6392746 - 15060 ANDREW ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2124
       Built: 2018
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17727 SHARP PUMMELO ALY, WINTER GARDEN, FL 34787

    $3,25087 Days on yellowkey   MLS ID: O6380310

    0 Days Off yellowkey (back on 4/20/2026)

    For RENT O6380310 - 17727 SHARP PUMMELO ALY, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 2026
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15192 CHAPTER WAY, WINTER GARDEN, FL 34787

    $2,85062 Days on yellowkey   MLS ID: O6387353

    For RENT O6387353 - 15192 CHAPTER WAY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2019
    Community: Storey Grove Ph 1B-4
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 14155 LAKEVIEW PARK RD, WINTER GARDEN, FL 34787

    $3,20039 Days on yellowkey   MLS ID: O6393788

    0 Days Off yellowkey (back on 4/19/2026)

    For RENT O6393788 - 14155 LAKEVIEW PARK RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2017
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $3,19519 Days on yellowkey   MLS ID: O6399522

    0 Days Off yellowkey (back on 4/17/2026)

    For RENT O6399522 - 8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2199
       Built: 2017
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 14340 BRAEMAR ST, WINTER GARDEN, FL 34787

    $3,400166 Days on yellowkey   MLS ID: O6359366

    For RENT O6359366 - 14340 BRAEMAR ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2062
       Built: 2023
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 5378 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $3,50034 Days on yellowkey   MLS ID: O6394700

    2 Days Off yellowkey (back on 4/16/2026)

    For RENT O6394700 - 5378 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2150
       Built: 2022
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $3,00020 Days on yellowkey   MLS ID: S5147791

    For RENT S5147791 - 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2018
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787

    $3,50047 Days on yellowkey   MLS ID: O6391458

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6391458 - 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2001
    Community: Fullers Crossing Ph 01 44/14
    Single Family


    Estimated Monthly Payment: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 16053 MICELLI DR, WINTER GARDEN, FL 34787

    $3,000111 Days on yellowkey   MLS ID: O6373074

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

    For RENT O6373074 - 16053 MICELLI DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2258
       Built: 2022
    Community: Winding Bay Ph 2
    Single Family


    Estimated Monthly Payment: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6168 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $2,80032 Days on yellowkey   MLS ID: O6395736

    For RENT O6395736 - 6168 GLORY BOWER DR, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Community: Hamilton Gardens
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 10284 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $3,25081 Days on yellowkey   MLS ID: O6382148

    For RENT O6382148 - 10284 ATWATER BAY DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2018

    Single Family


    Estimated Monthly Payment: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14567 CRESTED PLUME DR, WINTER GARDEN, FL 34787

    $2,75042 Days on yellowkey   MLS ID: O6392349

    REDUCED by $100 (3.5%) on 03/31/2026

    For RENT O6392349 - 14567 CRESTED PLUME DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2060
       Built: 2018
    Community: Watermark
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


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