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Winter Garden Single Family Homes For Rent - 93 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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  • 1450 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $2,84944 Days on yellowkey   MLS ID: O6388807

    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


  • 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $3,55022 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


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $5,700Listed 04/21/2026 9:34AM   MLS ID: O6400948

    For RENT O6400948 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 83 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $31 (change assumption)
    Mortgage ($31)


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15060 ANDREW ALY, WINTER GARDEN, FL 34787

    $3,30024 Days on yellowkey   MLS ID: O6392746

    0 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $150 (4.3%) on 04/07/2026

    For RENT O6392746 - 15060 ANDREW ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2124
       Built: 2018
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17727 SHARP PUMMELO ALY, WINTER GARDEN, FL 34787

    $3,25074 Days on yellowkey   MLS ID: O6380310

    0 Days Off yellowkey (back on 4/20/2026)

    For RENT O6380310 - 17727 SHARP PUMMELO ALY, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 2026
    Community: Northlake 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


  • 456 SILVERDALE AVE, WINTER GARDEN, FL 34787

    $3,1007 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


  • 15192 CHAPTER WAY, WINTER GARDEN, FL 34787

    $2,85049 Days on yellowkey   MLS ID: O6387353

    For RENT O6387353 - 15192 CHAPTER WAY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2019
    Community: Storey Grove Ph 1B-4
    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


  • 12736 BRODLOVE LN, WINTER GARDEN, FL 34787

    $3,30057 Days on yellowkey   MLS ID: O6384962

    REDUCED by $100 (2.9%) on 04/19/2026

    For RENT O6384962 - 12736 BRODLOVE LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2022
    Community: Encore/Ovation-Ph 3
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12097 BRACCO ST, WINTER GARDEN, FL 34787

    $2,9504 Days on yellowkey   MLS ID: O6396212

    For RENT O6396212 - 12097 BRACCO ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023

    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


  • 14155 LAKEVIEW PARK RD, WINTER GARDEN, FL 34787

    $3,20026 Days on yellowkey   MLS ID: O6393788

    0 Days Off yellowkey (back on 4/19/2026)

    For RENT O6393788 - 14155 LAKEVIEW PARK RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2017
    Community: Lakeview Pointe/Horizon West P
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 12122 BRACCO ST, WINTER GARDEN, FL 34787

    $2,7904 Days on yellowkey   MLS ID: O6400131

    For RENT O6400131 - 12122 BRACCO ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2023
    Community: Highland Ridge
    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


  • 13323 PONTOON RD, WINTER GARDEN, FL 34787

    $2,6508 Days on yellowkey   MLS ID: S5147574

    REDUCED by $100 (3.6%) on 04/17/2026

    For RENT S5147574 - 13323 PONTOON RD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1451
       Built: 2023
    Community: Waterleigh Ph 4A
    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


  • 16128 MANGROVE RD, WINTER GARDEN, FL 34787

    $3,20012 Days on yellowkey   MLS ID: O6397621

    0 Days Off yellowkey (back on 4/17/2026)

    For RENT O6397621 - 16128 MANGROVE RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2021
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $3,3504 Days on yellowkey   MLS ID: P4938381

    For RENT P4938381 - 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 2020
    Community: Encore/Ovation Ph 1
    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: Bridgewater Middle


  • 8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $3,1956 Days on yellowkey   MLS ID: O6399522

    0 Days Off yellowkey (back on 4/17/2026)

    For RENT O6399522 - 8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2199
       Built: 2017
    Community: Summerlake Pd Ph 3B
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 14340 BRAEMAR ST, WINTER GARDEN, FL 34787

    $3,400153 Days on yellowkey   MLS ID: O6359366

    For RENT O6359366 - 14340 BRAEMAR ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2062
       Built: 2023
    Community: Highland Rdg
    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


  • 15062 GUAVA BAY DR, WINTER GARDEN, FL 34787

    $2,80029 Days on yellowkey   MLS ID: O6392363

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $50 (1.8%) on 04/17/2026

    For RENT O6392363 - 15062 GUAVA BAY DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2037
       Built: 2019
    Community: Watermark
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 11153 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $3,3505 Days on yellowkey   MLS ID: O6399918

    For RENT O6399918 - 11153 GREEN CITRON ALY, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2023

    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


  • 5378 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $3,50021 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


  • 5229 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $5,200168 Days on yellowkey   MLS ID: O6357630

    For RENT O6357630 - 5229 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3300
       Built: 2025
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $28 (change assumption)
    Mortgage ($28)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin 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.