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Winter Garden Single Family Homes For Rent - 91 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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  • 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $2,9501 Day 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


  • 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $3,0001 Day on yellowkey   MLS ID: S5147791

    For RENT S5147791 - 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2018
    Community: Waterleigh Ph 2A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $2,87016 Days on yellowkey   MLS ID: O6395014

    REDUCED by $100 (3.4%) on 04/14/2026

    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: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $3,55016 Days on yellowkey   MLS ID: O6395013

    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


  • 14549 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787

    $3,100110 Days on yellowkey   MLS ID: O6369532

    0 Days Off yellowkey (back on 4/14/2026)

    For RENT O6369532 - 14549 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3052
       Built: 2012
    Community: Summerlake Pd Ph 01A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15113 WHITE WAGTAIL LN, WINTER GARDEN, FL 34787

    $2,97539 Days on yellowkey   MLS ID: O6388369

    For RENT O6388369 - 15113 WHITE WAGTAIL LN, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1765
       Built: 2017
    Community: Summerlake Pd Ph 4A
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 9469 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $2,8001 Day on yellowkey   MLS ID: O6398645

    For RENT O6398645 - 9469 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017

    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


  • 13323 PONTOON RD, WINTER GARDEN, FL 34787

    $2,7501 Day on yellowkey   MLS ID: S5147574

    For RENT S5147574 - 13323 PONTOON RD, WINTER GARDEN, FL 34787 26 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


  • 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787

    $2,99015 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


  • 530 SETTING SUN DR, WINTER GARDEN, FL 34787

    $3,4503 Days on yellowkey   MLS ID: O6398374

    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: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,6908 Days on yellowkey   MLS ID: O6397196

    REDUCED by $110 (1.9%) on 04/13/2026

    For RENT O6397196 - 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2631
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,70019 Days on yellowkey   MLS ID: O6394144

    For RENT O6394144 - 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 2025
    Community: Lakestar At Ovation
    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


  • 16336 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,00013 Days on yellowkey   MLS ID: A4688653

    REDUCED by $100 (3.2%) on 04/13/2026

    For RENT A4688653 - 16336 HONEY HARVEST ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2024
    Community: Harvest/Ovation
    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


  • 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $2,4952 Days on yellowkey   MLS ID: O6397668

    For RENT O6397668 - 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2006
    Community: Stone Crk A-1 & A-2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787

    $3,50028 Days on yellowkey   MLS ID: O6391458

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6391458 - 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2001
    Community: Fullers Crossing Ph 01 44/14
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 11422 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $2,90050 Days on yellowkey   MLS ID: S5144550

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT S5144550 - 11422 GREAT ROCK ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2023
    Community: Storey Grove
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12144 STONELEIGH ALY, WINTER GARDEN, FL 34787

    $2,60054 Days on yellowkey   MLS ID: O6384252

    For RENT O6384252 - 12144 STONELEIGH ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1588
       Built: 2024
    Community: Encore At Ovation
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year:

    Middle School: Water Spring Middle


  • 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $2,80015 Days on yellowkey   MLS ID: O6395115

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6395115 - 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2018
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787

    $2,500202 Days on yellowkey   MLS ID: S5135433

    For RENT S5135433 - 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787

    $2,500202 Days on yellowkey   MLS ID: S5135430

    For RENT S5135430 - 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787 9 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge 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.