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Winter Garden Single Family Homes For Rent - 107 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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  • 14387 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,95060 Days on yellowkey   MLS ID: G5111869

    0 Days Off yellowkey (back on 7/15/2026)

    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


  • 14340 BRAEMAR ST, WINTER GARDEN, FL 34787

    $3,29520 Days on yellowkey   MLS ID: O6421671

    REDUCED by $5 (0.2%) on 07/15/2026

    For RENT O6421671 - 14340 BRAEMAR ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2062
       Built: 2023
    Community: Highland Rdg
    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


  • 5612 WATER PIER LN, WINTER GARDEN, FL 34787

    $3,80014 Days on yellowkey   MLS ID: O6423474

    0 Days Off yellowkey (back on 7/15/2026)

    For RENT O6423474 - 5612 WATER PIER LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2860
       Built: 2014
    Community: Signature Lakes Ph 3B-2 & 3B-3
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • WINTER GARDEN, FL 34787

    $2,54920 Days on yellowkey   MLS ID: O6421793

    REDUCED by $90 (3.4%) on 07/15/2026

    For RENT O6421793 - WINTER GARDEN, FL 34787 15 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


  • WINTER GARDEN, FL 34787

    $2,51920 Days on yellowkey   MLS ID: O6421784

    REDUCED by $70 (2.7%) on 07/15/2026

    For RENT O6421784 - WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 2002
    Community: Stone Creek 48 140
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,40071 Days on yellowkey   MLS ID: O6401987

    0 Days Off yellowkey (back on 7/14/2026)

    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


  • 10649 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $3,50016 Days on yellowkey   MLS ID: O6422504

    0 Days Off yellowkey (back on 7/9/2026)

    For RENT O6422504 - 10649 ATWATER BAY DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2019
    Community: Waterleigh Ph 2D
    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


  • 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,2009 Days on yellowkey   MLS ID: O6424773

    For RENT O6424773 - 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2024
    Community: Osprey Ranch Ph 1
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17987 GOURD NECK LOOP, WINTER GARDEN, FL 34787

    $5,40089 Days on yellowkey   MLS ID: A4686574

    REDUCED by $100 (1.8%) on 07/13/2026

    For RENT A4686574 - 17987 GOURD NECK LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4704
       Built: 2015
    Community: Verde Park Ph 1
    Single Family


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


    Taxes:

    Elementary School: Grassy Lake Elementary

    High School: Lake Minneola High

    Tax Year:

    Middle School: East Ridge Middle


  • 17052 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $3,00025 Days on yellowkey   MLS ID: O6420539

    REDUCED by $200 (6.3%) on 07/13/2026

    For RENT O6420539 - 17052 QUICKSILVER AVE, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2302
       Built: 2021

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11169 SOUND SHORE DR, WINTER GARDEN, FL 34787

    $3,79015 Days on yellowkey   MLS ID: O6421837

    0 Days Off yellowkey (back on 7/11/2026)

    For RENT O6421837 - 11169 SOUND SHORE DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $2,90012 Days on yellowkey   MLS ID: O6424332

    For RENT O6424332 - 632 DHARMA CIR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1315
       Built: 2000
    Community: Daniels Crossing Ph 03 43/50
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4869 LACEWING DR, WINTER GARDEN, FL 34787

    $3,10012 Days on yellowkey   MLS ID: O6424302

    For RENT O6424302 - 4869 LACEWING DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2090
       Built: 2023
    Community: Silverleaf Reserve
    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


  • 4885 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $3,10012 Days on yellowkey   MLS ID: O6424295

    For RENT O6424295 - 4885 CORAL BEAN ALY, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2024
    Community: Silverleaf Reserve At Hamlin
    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


  • 17398 CHANNEL WAY, WINTER GARDEN, FL 34787

    $3,27517 Days on yellowkey   MLS ID: O6422420

    0 Days Off yellowkey (back on 7/10/2026)

    For RENT O6422420 - 17398 CHANNEL WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2019
    Community: Waterside/Johns Lk-Ph 2B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,20041 Days on yellowkey   MLS ID: O6409109

    0 Days Off yellowkey (back on 7/9/2026)

    For RENT O6409109 - 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $4,800111 Days on yellowkey   MLS ID: O6395397

    0 Days Off yellowkey (back on 7/9/2026)

    REDUCED by $200 (4.0%) on 05/21/2026

    For RENT O6395397 - 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2019
    Community: Hamlin Reserve
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16591 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,30030 Days on yellowkey   MLS ID: O6417116

    0 Days Off yellowkey (back on 7/9/2026)

    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


  • 1450 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $4,20014 Days on yellowkey   MLS ID: O6423308

    For RENT O6423308 - 1450 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4194
       Built: 2019
    Community: Mcallister Landing
    Single Family


    Estimated Monthly Payment: $23 (change assumption)
    Mortgage ($23)


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 14719 SPEER LAKE DR, WINTER GARDEN, FL 34787

    $3,20014 Days on yellowkey   MLS ID: S5153275

    For RENT S5153275 - 14719 SPEER LAKE DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2014
    Community: Signature Lakes Ph 3B-2 & 3B-3
    Single Family


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


    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.