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Winter Garden Single Family Homes For Rent - 92 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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  • 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $5,9001 Day on yellowkey   MLS ID: O6417547

    For RENT O6417547 - 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787 42 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


  • 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,20016 Days on yellowkey   MLS ID: O6412807

    REDUCED by $195 (5.7%) on 06/17/2026

    For RENT O6412807 - 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2002
    Community: Stoneybrook West
    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


  • 12829 CHARMED DR, WINTER GARDEN, FL 34787

    $5,5001 Day on yellowkey   MLS ID: O6415235

    For RENT O6415235 - 12829 CHARMED DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2893
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $3,70011 Days on yellowkey   MLS ID: O6414641

    INCREASED by $100 (2.8%) on 06/17/2026

    For RENT O6414641 - 15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 18 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3152
       Built: 2015
    Community: Signature Lakes Ph 3B
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,200132 Days on yellowkey   MLS ID: O6371081

    REDUCED by $200 (5.9%) on 06/17/2026

    For RENT O6371081 - 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2024
    Community: Harvest 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


  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787

    $3,39531 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

    $3,40037 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


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $3,3001 Day on yellowkey   MLS ID: O6417585

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

    For RENT O6417585 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Community: Storey Grove Ph 2
    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


  • 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $2,8501 Day on yellowkey   MLS ID: O6417532

    For RENT O6417532 - 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787

    $3,2951 Day on yellowkey   MLS ID: O6417550

    For RENT O6417550 - 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2021
    Community: Encore/Ovation Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $5,5003 Days on yellowkey   MLS ID: S5151933

    For RENT S5151933 - 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3942
       Built: 2018
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 9648 LOST CREEK DR, WINTER GARDEN, FL 34787

    $3,80011 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

    $2,95026 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

    $2,9952 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


  • 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $4,0307 Days on yellowkey   MLS ID: O6410954

    REDUCED by $20 (0.5%) on 06/16/2026

    For RENT O6410954 - 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3537
       Built: 2006
    Community: Signature Lakes Prcl 01C
    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


  • 13007 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $3,40026 Days on yellowkey   MLS ID: O6410351

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

    For RENT O6410351 - 13007 TOLLCROSS WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2024
    Community: Westhaven At Ovation 111/89 Lot 88
    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


  • 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787

    $4,8007 Days on yellowkey   MLS ID: O6416285

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

    For RENT O6416285 - 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2020
    Community: Waterside/Johns Lk-Ph 1
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $6,50030 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

    $3,15028 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

    $2,6003 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




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.