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Winter Garden Single Family Homes For Rent - 100 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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  • 16870 SANCTUARY DR, WINTER GARDEN, FL 34787

    $12,95050 Days on yellowkey   MLS ID: O6394261

    For RENT O6394261 - 16870 SANCTUARY DR, WINTER GARDEN, FL 34787 100 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4038
       Built: 2022

    Single Family


    Estimated Monthly Payment: $71 (change assumption)
    Mortgage ($71)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,80043 Days on yellowkey   MLS ID: O6397844

    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


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $3,50045 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


  • 18066 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,70013 Days on yellowkey   MLS ID: O6406455

    For RENT O6406455 - 18066 ADRIFT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2183
       Built: 2022
    Community: Waterleigh
    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


  • 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787

    $3,9004 Days on yellowkey   MLS ID: O6408929

    For RENT O6408929 - 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2021
    Community: Waterleigh
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15086 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $3,2754 Days on yellowkey   MLS ID: O6408906

    For RENT O6408906 - 15086 LEBEAU LOOP, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2021
    Community: Winding Bay Preserve
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: None


  • 8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787

    $2,600108 Days on yellowkey   MLS ID: O6379515

    0 Days Off yellowkey (back on 5/18/2026)

    For RENT O6379515 - 8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2019
    Community: Hawksmoor Ph 1
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $2,99522 Days on yellowkey   MLS ID: O6403884

    For RENT O6403884 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Community: Stoneybrook West 47/78
    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


  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787

    $3,4004 Days on yellowkey   MLS ID: O6408656

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

    Bed: 3   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


  • 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $2,90038 Days on yellowkey   MLS ID: S5147791

    REDUCED by $100 (3.3%) on 05/11/2026

    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


  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787

    $4,7504 Days on yellowkey   MLS ID: O6408572

    For RENT O6408572 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1983
    Community: Hickory Lake Estates
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year:

    Middle School: Water Spring Middle


  • 17077 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $2,9005 Days on yellowkey   MLS ID: O6407976

    For RENT O6407976 - 17077 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2106
       Built: 2018
    Community: Waterside/Johns Lake Ph 2A
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 1408 ROXY LN, WINTER GARDEN, FL 34787

    $3,15011 Days on yellowkey   MLS ID: O6406839

    For RENT O6406839 - 1408 ROXY LN, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2023
    Community: Waterside/Johns Lake Ph 2C
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 14637 MAPLE ARCH LN, WINTER GARDEN, FL 34787

    $3,3007 Days on yellowkey   MLS ID: O6407334

    For RENT O6407334 - 14637 MAPLE ARCH LN, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1915
       Built: 2017
    Community: Orchard Hills Ph 3
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 731 KLONDIKE ST, WINTER GARDEN, FL 34787

    $2,0006 Days on yellowkey   MLS ID: TB8509410

    For RENT TB8509410 - 731 KLONDIKE ST, WINTER GARDEN, FL 34787 10 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 958
       Built: 1958
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $3,18024 Days on yellowkey   MLS ID: O6403110

    0 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $60 (1.9%) on 05/07/2026

    For RENT O6403110 - 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2021
    Community: Encore At Ovation
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 14384 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,80021 Days on yellowkey   MLS ID: O6400691

    REDUCED by $50 (1.8%) on 05/15/2026

    For RENT O6400691 - 14384 BRAEMAR ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Community: Highland Rdg Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12097 BRACCO ST, WINTER GARDEN, FL 34787

    $2,85035 Days on yellowkey   MLS ID: O6396212

    REDUCED by $100 (3.4%) on 05/15/2026

    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


  • 11061 VIGNETTE ALY, WINTER GARDEN, FL 34787

    $3,0008 Days on yellowkey   MLS ID: O6408019

    For RENT O6408019 - 11061 VIGNETTE ALY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2673
       Built: 2018
    Community: Storey Grove Phase 1B-2 94/53 Lot 209
    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


  • 16435 PARABLE WAY, WINTER GARDEN, FL 34787

    $2,90022 Days on yellowkey   MLS ID: O6402360

    REDUCED by $100 (3.3%) on 05/14/2026

    For RENT O6402360 - 16435 PARABLE WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2023
    Community: Storey Grove Ph 5
    Spa: No

    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




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.