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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Price: $2,500 to $3,499

Winter Garden - 59 properties found

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  • 14384 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,8504 Days on yellowkey   MLS ID: O6400691

    For RENT O6400691 - 14384 BRAEMAR ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Community: Highland Rdg Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 456 SILVERDALE AVE, WINTER GARDEN, FL 34787

    $3,10021 Days on yellowkey   MLS ID: O6398638

    For RENT O6398638 - 456 SILVERDALE AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2007
    Community: Covington Park A B D E F G & J
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,80026 Days on yellowkey   MLS ID: O6397844

    For RENT O6397844 - 16743 HERONGATE DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Community: Waterleigh
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 1450 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $2,84958 Days on yellowkey   MLS ID: O6388807

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

    REDUCED by $50 (1.7%) on 04/17/2026

    For RENT O6388807 - 1450 PORTMOOR WAY, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1661
       Built: 2002
    Community: Stoneybrook West 44/134
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $2,77536 Days on yellowkey   MLS ID: O6395014

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

    REDUCED by $95 (3.3%) on 04/23/2026

    For RENT O6395014 - 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2019
    Community: Waterleigh
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $2,9955 Days on yellowkey   MLS ID: O6403884

    For RENT O6403884 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Community: Stoneybrook West 47/78
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $2,8005 Days on yellowkey   MLS ID: O6403053

    For RENT O6403053 - 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 2102
       Built: 1951
    Community: Replat Pt Pleasant Park Sub
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $3,00016 Days on yellowkey   MLS ID: S5147948

    9 Days Off yellowkey (back on 4/30/2026)

    For RENT S5147948 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16435 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,0005 Days on yellowkey   MLS ID: O6402360

    For RENT O6402360 - 16435 PARABLE WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2023
    Community: Storey Grove Ph 5
    Spa: No

    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


  • 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787

    $2,99035 Days on yellowkey   MLS ID: O6395332

    REDUCED by $110 (3.5%) on 04/13/2026

    For RENT O6395332 - 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2018
    Community: Waterleigh Ph 2A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787

    $2,60091 Days on yellowkey   MLS ID: O6379515

    For RENT O6379515 - 8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2019
    Community: Hawksmoor Ph 1
    Single Family


    Estimated Monthly Payment: $14 (change assumption)
    Mortgage ($14)


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 9158 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $3,4957 Days on yellowkey   MLS ID: TB8502828

    0 Days Off yellowkey (back on 4/30/2026)

    For RENT TB8502828 - 9158 SONOMA COAST DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 4812 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $3,40092 Days on yellowkey   MLS ID: O6377477

    0 Days Off yellowkey (back on 4/9/2026)

    For RENT O6377477 - 4812 LIME RICKEY ALY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 2024
    Community: Silverleaf Reserve/Hamlin Ph 2
    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


  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $3,49923 Days on yellowkey   MLS ID: O6398382

    REDUCED by $500 (12.5%) on 04/29/2026

    For RENT O6398382 - 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2017
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 9330 MCLAREN ALY, WINTER GARDEN, FL 34787

    $3,15013 Days on yellowkey   MLS ID: O6401611

    For RENT O6401611 - 9330 MCLAREN ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2020
    Community: Waterleigh Ph 3A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $2,95021 Days on yellowkey   MLS ID: S5147778

    For RENT S5147778 - 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 10 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2022
    Community: Encore/Ovation-Ph 3
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 150 TEMPLE GROVE DR, WINTER GARDEN, FL 34787

    $2,85047 Days on yellowkey   MLS ID: O6390747

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $50 (1.7%) on 04/09/2026

    For RENT O6390747 - 150 TEMPLE GROVE DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1945
       Built: 1962
    Community: Emerald Acres
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 530 SETTING SUN DR, WINTER GARDEN, FL 34787

    $3,00023 Days on yellowkey   MLS ID: O6398374

    REDUCED by $450 (13.0%) on 04/29/2026

    For RENT O6398374 - 530 SETTING SUN DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2365
       Built: 2006
    Community: Black Lake Park Ph 01
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $3,3507 Days on yellowkey   MLS ID: O6403110

    For RENT O6403110 - 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2021
    Community: Encore At Ovation
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17609 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787

    $3,05088 Days on yellowkey   MLS ID: O6380304

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

    For RENT O6380304 - 17609 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2103
       Built: 2026
    Community: Northlake At Ovation
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


123




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