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Winter Garden Single Family Homes For Rent - 97 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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  • 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $3,10016 Days on yellowkey   MLS ID: O6414717

    REDUCED by $200 (6.1%) on 06/12/2026

    For RENT O6414717 - 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 2081 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $2,800Listed 06/24/2026 3:39PM   MLS ID: O6419740

    For RENT O6419740 - 2081 STANDING ROCK CIR, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2019
    Community: Oakland Trails
    Single Family


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


    Taxes:

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 13071 INKWELL ALY, WINTER GARDEN, FL 34787

    $2,65058 Days on yellowkey   MLS ID: S5148709

    REDUCED by $100 (3.6%) on 06/24/2026

    For RENT S5148709 - 13071 INKWELL ALY, WINTER GARDEN, FL 34787 29 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: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787

    $3,2958 Days on yellowkey   MLS ID: O6417550

    0 Days Off yellowkey (back on 6/24/2026)

    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


  • 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $3,900Listed 06/24/2026 1:04PM   MLS ID: O6419673

    For RENT O6419673 - 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3829
       Built: 2023
    Community: Estates At Lakeview Preserve
    Single Family


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


    Taxes:

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year:

    Middle School: Windy Hill Middle


  • 720 PARKMONT PL, WINTER GARDEN, FL 34787

    $3,9651 Day on yellowkey   MLS ID: O6419049

    For RENT O6419049 - 720 PARKMONT PL, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2016
    Community: Covington Park A B D E F G & J
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 13891 TITLE WAY, WINTER GARDEN, FL 34787

    $2,85012 Days on yellowkey   MLS ID: S5151841

    REDUCED by $150 (5.0%) on 06/24/2026

    For RENT S5151841 - 13891 TITLE WAY, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2022
    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


  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $3,4002 Days on yellowkey   MLS ID: O6419089

    For RENT O6419089 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2023
    Community: Lakeside At Hamlin
    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: Bridgewater Middle


  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $5,5009 Days on yellowkey   MLS ID: S5151933

    0 Days Off yellowkey (back on 6/23/2026)

    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


  • 17102 HEARTWOOD LOOP, WINTER GARDEN, FL 34787

    $1,600251 Days on yellowkey   MLS ID: O6353194

    REDUCED by $50 (3.0%) on 04/23/2026

    For RENT O6353194 - 17102 HEARTWOOD LOOP, WINTER GARDEN, FL 34787 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 1000
       Built: 2022
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16591 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,3002 Days on yellowkey   MLS ID: O6417116

    For RENT O6417116 - 16591 PARABLE WAY, WINTER GARDEN, FL 34787 100 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2023
    Community: Storey Grove Ph 5
    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


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $4,0002 Days on yellowkey   MLS ID: S5152340

    For RENT S5152340 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Community: Waterleigh Ph 2B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14768 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $4,0002 Days on yellowkey   MLS ID: O6416610

    For RENT O6416610 - 14768 FIELD DAISY DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3619
       Built: 2026
    Community: Harvest At Ovation
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 10194 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $3,99919 Days on yellowkey   MLS ID: O6413400

    0 Days Off yellowkey (back on 6/22/2026)

    For RENT O6413400 - 10194 ATWATER BAY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2541
       Built: 2019
    Community: Waterleigh Ph 2C-1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 203 S MAIN ST, WINTER GARDEN, FL 34787

    $2,75048 Days on yellowkey   MLS ID: O6406066

    REDUCED by $50 (1.8%) on 06/22/2026

    For RENT O6406066 - 203 S MAIN ST, WINTER GARDEN, FL 34787 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1753
       Built: 1916
    Community: Annie L Berry Sub
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 224 FAULKNER ST, WINTER GARDEN, FL 34787

    $2,66527 Days on yellowkey   MLS ID: O6411344

    REDUCED by $100 (3.6%) on 06/22/2026

    For RENT O6411344 - 224 FAULKNER ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1591
       Built: 2002
    Community: Traditions Sub
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $3,40013 Days on yellowkey   MLS ID: O6413074

    0 Days Off yellowkey (back on 6/22/2026)

    For RENT O6413074 - 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2598
       Built: 2017
    Community: Highlands At Summerlake Groves Phase 2 91/36 Lot 1
    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


  • 2158 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,6008 Days on yellowkey   MLS ID: O6417265

    For RENT O6417265 - 2158 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2966
       Built: 1999
    Community: Wintermere Pointe
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1432 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $3,25022 Days on yellowkey   MLS ID: O6412604

    0 Days Off yellowkey (back on 6/21/2026)

    For RENT O6412604 - 1432 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Community: Waterside/Johns Lk Ph 2C
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 12829 CHARMED DR, WINTER GARDEN, FL 34787

    $5,5008 Days on yellowkey   MLS ID: O6415235

    0 Days Off yellowkey (back on 6/21/2026)

    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




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.