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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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  • 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787

    $2,80014 Days on yellowkey   MLS ID: O6414621

    0 Days Off yellowkey (back on 6/20/2026)

    For RENT O6414621 - 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $6,5009 Days on yellowkey   MLS ID: O6416527

    INCREASED by $500 (8.3%) on 06/20/2026

    For RENT O6416527 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $36 (change assumption)
    Mortgage ($36)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $3,2602 Days on yellowkey   MLS ID: G5114045

    For RENT G5114045 - 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14050 FRASIER ST, WINTER GARDEN, FL 34787

    $2,8502 Days on yellowkey   MLS ID: O6418453

    For RENT O6418453 - 14050 FRASIER ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2023
    Community: Highland Rdg
    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


  • 806 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $3,9952 Days on yellowkey   MLS ID: S5152166

    INCREASED by $395 (11.0%) on 06/19/2026

    For RENT S5152166 - 806 LOST GROVE CIR, WINTER GARDEN, FL 34787 17 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3462
       Built: 2006
    Community: Grove Park At Stone Crest
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1847 NESTING LANE, WINTER GARDEN, FL 34787

    $2,95012 Days on yellowkey   MLS ID: O6415461

    REDUCED by $50 (1.7%) on 06/19/2026

    For RENT O6415461 - 1847 NESTING LANE, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2330
       Built: 2005
    Community: Emerald Ridge
    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $3,60011 Days on yellowkey   MLS ID: O6415406

    REDUCED by $200 (5.3%) on 06/19/2026

    For RENT O6415406 - 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2013
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,9997 Days on yellowkey   MLS ID: O6415044

    0 Days Off yellowkey (back on 6/18/2026)

    For RENT O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,24946 Days on yellowkey   MLS ID: O6405439

    For RENT O6405439 - 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2024
    Community: Westhaven 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


  • 8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $2,80012 Days on yellowkey   MLS ID: O6415183

    REDUCED by $50 (1.8%) on 06/18/2026

    For RENT O6415183 - 8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2013
    Community: Summerlake Pd Ph 1A
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16137 WIND VIEW LN, WINTER GARDEN, FL 34787

    $3,5008 Days on yellowkey   MLS ID: O6416733

    0 Days Off yellowkey (back on 6/18/2026)

    For RENT O6416733 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $5,9004 Days on yellowkey   MLS ID: O6417547

    For RENT O6417547 - 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3643
       Built: 2026
    Community: Silverleaf Oaks At Hamlin
    Single Family


    Estimated Monthly Payment: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $4,03010 Days on yellowkey   MLS ID: O6410954

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $20 (0.5%) on 06/16/2026

    For RENT O6410954 - 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3537
       Built: 2006
    Community: Signature Lakes Prcl 01C
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $3,60014 Days on yellowkey   MLS ID: O6414641

    REDUCED by $100 (2.7%) on 06/18/2026

    For RENT O6414641 - 15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 18 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3152
       Built: 2015
    Community: Signature Lakes Ph 3B
    Single Family


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,20019 Days on yellowkey   MLS ID: O6412807

    REDUCED by $195 (5.7%) on 06/17/2026

    For RENT O6412807 - 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2002
    Community: Stoneybrook West
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 12829 CHARMED DR, WINTER GARDEN, FL 34787

    $5,5005 Days on yellowkey   MLS ID: O6415235

    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


  • 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,200135 Days on yellowkey   MLS ID: O6371081

    REDUCED by $200 (5.9%) on 06/17/2026

    For RENT O6371081 - 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2024
    Community: Harvest 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


  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787

    $3,39534 Days on yellowkey   MLS ID: O6408656

    REDUCED by $5 (0.1%) on 06/17/2026

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

    Bed: 4   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


  • 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,40040 Days on yellowkey   MLS ID: O6401987

    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


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $3,3005 Days on yellowkey   MLS ID: O6417585

    0 Days Off yellowkey (back on 6/16/2026)

    For RENT O6417585 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 54 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: $18 (change assumption)
    Mortgage ($18)


    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.