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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Winter Garden - 96 properties found

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  • 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787

    $3,20047 Days on yellowkey   MLS ID: O6405739

    For RENT O6405739 - 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2258
       Built: 2004
    Community: Stoneybrook West
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 2628 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $3,00019 Days on yellowkey   MLS ID: S5151318

    For RENT S5151318 - 2628 BALFORN TOWER WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 2007
    Community: Stoneybrook West D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14582 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $4,50019 Days on yellowkey   MLS ID: O6413688

    For RENT O6413688 - 14582 OLD THICKET TRCE, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3175
       Built: 2006
    Community: Signature Lakes Prcl 01C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787

    $9,250258 Days on yellowkey   MLS ID: S5136184

    0 Days Off yellowkey (back on 6/4/2026)

    For RENT S5136184 - 12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4671
       Built: 2019
    Community: Canopy Oaks Phase 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $51 (change assumption)
    Mortgage ($51)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 525 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787

    $2,55038 Days on yellowkey   MLS ID: O6407564

    0 Days Off yellowkey (back on 6/3/2026)

    For RENT O6407564 - 525 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1693
       Built: 1981

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $4,700228 Days on yellowkey   MLS ID: O6358862

    For RENT O6358862 - 16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3743
       Built: 2023
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $26 (change assumption)
    Mortgage ($26)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 1954 PANTHEON DR, WINTER GARDEN, FL 34787

    $3,15025 Days on yellowkey   MLS ID: O6411897

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

    For RENT O6411897 - 1954 PANTHEON DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2015
    Community: Alexander Rdg
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787

    $3,00022 Days on yellowkey   MLS ID: O6412321

    For RENT O6412321 - 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1974
       Built: 2015
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7849 FREESTYLE LN, WINTER GARDEN, FL 34787

    $7,00082 Days on yellowkey   MLS ID: O6395909

    For RENT O6395909 - 7849 FREESTYLE LN, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 2017
    Community: Isles/Lk Hancock Ph Iii
    Single Family


    Estimated Monthly Payment: $38 (change assumption)
    Mortgage ($38)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 205 S WOODLAND ST, WINTER GARDEN, FL 34787

    $3,75028 Days on yellowkey   MLS ID: G5112038

    0 Days Off yellowkey (back on 5/29/2026)

    For RENT G5112038 - 205 S WOODLAND ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1961
    Community: Annie L Berry Sub
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $3,50077 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


  • 11213 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $4,80028 Days on yellowkey   MLS ID: O6410949

    0 Days Off yellowkey (back on 5/26/2026)

    For RENT O6410949 - 11213 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 2025
    Community: Northlake At Ovation Phase 1 109/122 Lot 49
    Single Family


    Estimated Monthly Payment: $26 (change assumption)
    Mortgage ($26)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,80075 Days on yellowkey   MLS ID: O6397844

    0 Days Off yellowkey (back on 5/27/2026)

    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


  • 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787

    $3,00045 Days on yellowkey   MLS ID: O6406481

    0 Days Off yellowkey (back on 5/23/2026)

    For RENT O6406481 - 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2018
    Community: Latham Park North
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $3,40048 Days on yellowkey   MLS ID: O6404928

    0 Days Off yellowkey (back on 5/23/2026)

    For RENT O6404928 - 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2228
       Built: 2018
    Community: Hamlin Ph 2 & 5 Overlook 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11965 BRACCO ST, WINTER GARDEN, FL 34787

    $3,60036 Days on yellowkey   MLS ID: O6407048

    For RENT O6407048 - 11965 BRACCO ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2424
       Built: 2024
    Community: Highland Ridge
    Spa: No

    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


  • 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $4,80082 Days on yellowkey   MLS ID: O6395397

    REDUCED by $200 (4.0%) on 05/21/2026

    For RENT O6395397 - 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2019
    Community: Hamlin Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $26 (change assumption)
    Mortgage ($26)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $3,50072 Days on yellowkey   MLS ID: O6398414

    0 Days Off yellowkey (back on 5/20/2026)

    For RENT O6398414 - 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787 20 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2014
    Community: Signature Lakes Ph 3B-1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $3,00043 Days on yellowkey   MLS ID: S5149719

    REDUCED by $200 (6.3%) on 05/20/2026

    For RENT S5149719 - 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15267 HONEYBELL DR, WINTER GARDEN, FL 34787

    $67592 Days on yellowkey   MLS ID: S5146372

    REDUCED by $75 (10.0%) on 05/20/2026

    For RENT S5146372 - 15267 HONEYBELL DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 1   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 1000
       Built: 2018
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4 (change assumption)
    Mortgage ($4)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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