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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Price: $3,500 to $4,999

Winter Garden - 26 properties found

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  • 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $3,5003 Days on yellowkey   MLS ID: O6404139

    For RENT O6404139 - 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey Ranch Ph 1
    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


  • 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,70038 Days on yellowkey   MLS ID: O6393825

    0 Days Off yellowkey (back on 5/1/2026)

    For RENT O6393825 - 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2003
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 2827 SANCTUARY LN, WINTER GARDEN, FL 34787

    $4,5004 Days on yellowkey   MLS ID: O6403747

    For RENT O6403747 - 2827 SANCTUARY LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2178
       Built: 1987
    Community: Lake Avalon Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $3,700101 Days on yellowkey   MLS ID: O6376556

    REDUCED by $250 (6.3%) on 04/22/2026

    For RENT O6376556 - 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2017
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $3,50027 Days on yellowkey   MLS ID: O6397119

    For RENT O6397119 - 15367 GILLIGAN CT, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2156
       Built: 2020
    Community: Winding Bay Ph 1B
    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: Bridgewater Middle


  • 7618 LOON AVE, WINTER GARDEN, FL 34787

    $3,80057 Days on yellowkey   MLS ID: O6388840

    REDUCED by $200 (5.0%) on 04/28/2026

    For RENT O6388840 - 7618 LOON AVE, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3295
       Built: 2017
    Community: Summerlake Pd Ph 3B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • WINTER GARDEN, FL 34787

    $3,90045 Days on yellowkey   MLS ID: R4910917

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

    For RENT R4910917 - WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3341
       Built: 2006
    Community: Black Lake Park Ph 02
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16822 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $3,9509 Days on yellowkey   MLS ID: O6402231

    For RENT O6402231 - 16822 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2020
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $22 (change assumption)
    Mortgage ($22)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6460 MAKRUT LIME DR, WINTER GARDEN, FL 34787

    $4,2508 Days on yellowkey   MLS ID: O6402389

    For RENT O6402389 - 6460 MAKRUT LIME DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3103
       Built: 2018
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $23 (change assumption)
    Mortgage ($23)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15663 PELICAN CAY DR, WINTER GARDEN, FL 34787

    $3,595108 Days on yellowkey   MLS ID: O6374627

    REDUCED by $55 (1.5%) on 04/26/2026

    For RENT O6374627 - 15663 PELICAN CAY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2021
    Community: Waterleigh Ph 3B-3D
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17834 ADRIFT RD, WINTER GARDEN, FL 34787

    $4,30085 Days on yellowkey   MLS ID: O6380850

    0 Days Off yellowkey (back on 4/25/2026)

    For RENT O6380850 - 17834 ADRIFT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $24 (change assumption)
    Mortgage ($24)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17877 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $4,29910 Days on yellowkey   MLS ID: O6402176

    For RENT O6402176 - 17877 PHIL C PETERS RD, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2501
       Built: 1982

    Single Family


    Estimated Monthly Payment: $24 (change assumption)
    Mortgage ($24)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin 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


  • 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $4,50026 Days on yellowkey   MLS ID: O6397517

    For RENT O6397517 - 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3377
       Built: 2018
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,80012 Days on yellowkey   MLS ID: O6400523

    For RENT O6400523 - 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2861
       Built: 2024
    Community: Harvest At Ovation 112/64 Lot 142
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9014 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $4,20076 Days on yellowkey   MLS ID: O6383077

    0 Days Off yellowkey (back on 4/22/2026)

    For RENT O6383077 - 9014 SONOMA COAST DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3426
       Built: 2022
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $23 (change assumption)
    Mortgage ($23)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $3,55035 Days on yellowkey   MLS ID: O6395013

    0 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $200 (5.3%) on 04/14/2026

    For RENT O6395013 - 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2021
    Community: Winding Bay Ph 3
    Spa: No

    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


  • 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,70038 Days on yellowkey   MLS ID: O6394144

    For RENT O6394144 - 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 2025
    Community: Lakestar At Ovation
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


12




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