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Winter Garden Single Family Homes For Rent - 99 homes

Winter Garden Single Family Home Rentals are located in Orange County, Florida. Find Single Family Homes in Winter Garden for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden single family houses.

Location: Winter Garden

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  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,99923 Days on yellowkey   MLS ID: O6415044

    0 Days Off yellowkey (back on 6/18/2026)

    For RENT O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,24962 Days on yellowkey   MLS ID: O6405439

    For RENT O6405439 - 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2024
    Community: Westhaven 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


  • 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $5,90020 Days on yellowkey   MLS ID: O6417547

    For RENT O6417547 - 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3643
       Built: 2026
    Community: Silverleaf Oaks At Hamlin
    Single Family


    Estimated Monthly Payment: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787

    $3,39550 Days on yellowkey   MLS ID: O6408656

    REDUCED by $5 (0.1%) on 06/17/2026

    For RENT O6408656 - 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2012
    Community: Summerlake Pd Ph 01A
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,40056 Days on yellowkey   MLS ID: O6401987

    For RENT O6401987 - 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2024
    Community: Harvest/Ovation
    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


  • 9648 LOST CREEK DR, WINTER GARDEN, FL 34787

    $3,80030 Days on yellowkey   MLS ID: O6414712

    0 Days Off yellowkey (back on 6/16/2026)

    For RENT O6414712 - 9648 LOST CREEK DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3267
       Built: 2021
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14387 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,95045 Days on yellowkey   MLS ID: G5111869

    For RENT G5111869 - 14387 BRAEMAR ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2024
    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


  • 273 AVALON RD, WINTER GARDEN, FL 34787

    $2,99521 Days on yellowkey   MLS ID: G5113807

    For RENT G5113807 - 273 AVALON RD, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2459
       Built: 1979

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $6,50049 Days on yellowkey   MLS ID: O6409094

    0 Days Off yellowkey (back on 6/14/2026)

    For RENT O6409094 - 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3979
       Built: 2023
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


    Estimated Monthly Payment: $36 (change assumption)
    Mortgage ($36)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16751 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $3,15047 Days on yellowkey   MLS ID: O6409863

    0 Days Off yellowkey (back on 6/16/2026)

    For RENT O6409863 - 16751 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Community: Hamlin Pointe
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12079 BRACCO STREET, WINTER GARDEN, FL 34787

    $2,60022 Days on yellowkey   MLS ID: O6417016

    For RENT O6417016 - 12079 BRACCO STREET, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Community: Highland Ridge
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,20026 Days on yellowkey   MLS ID: O6409109

    For RENT O6409109 - 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 47 photos

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

    $3,700242 Days on yellowkey   MLS ID: O6359041

    INCREASED by $400 (12.1%) on 06/10/2026

    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: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 14612 GLADE HILL PARK WAY, WINTER GARDEN, FL 34787

    $5,90032 Days on yellowkey   MLS ID: S5151295

    For RENT S5151295 - 14612 GLADE HILL PARK WAY, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3892
       Built: 2015
    Community: Watermark Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $4,00039 Days on yellowkey   MLS ID: O6410585

    For RENT O6410585 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7759 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787

    $8,00038 Days on yellowkey   MLS ID: O6411481

    For RENT O6411481 - 7759 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5174
       Built: 2018
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $44 (change assumption)
    Mortgage ($44)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $3,40086 Days on yellowkey   MLS ID: O6398448

    0 Days Off yellowkey (back on 6/8/2026)

    For RENT O6398448 - WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2015
    Community: Signature Lakes
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 2628 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $3,00033 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


  • 12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787

    $9,250272 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


  • 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787

    $3,00036 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




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Rent?

Winter Garden home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for rent in Winter Garden. You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Garden single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.