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Winter Garden Single Family Homes For Rent - 94 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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  • 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $3,8004 Days on yellowkey   MLS ID: O6415406

    For RENT O6415406 - 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787 34 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: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 14387 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,95022 Days on yellowkey   MLS ID: G5111869

    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


  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,999Listed 06/14/2026 12:52PM   MLS ID: O6415044

    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


  • 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $6,50026 Days on yellowkey   MLS ID: O6409094

    0 Days Off yellowkey (back on 6/14/2026)

    For RENT O6409094 - 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3979
       Built: 2023
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16137 WIND VIEW LN, WINTER GARDEN, FL 34787

    $3,500Listed 06/13/2026 9:31PM   MLS ID: O6416733

    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


  • 8222 TOPSAIL PL, WINTER GARDEN, FL 34787

    $6,2501 Day on yellowkey   MLS ID: O6416728

    For RENT O6416728 - 8222 TOPSAIL PL, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4199
       Built: 2021
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $34 (change assumption)
    Mortgage ($34)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $3,29963 Days on yellowkey   MLS ID: O6398382

    REDUCED by $200 (5.7%) on 06/11/2026

    For RENT O6398382 - 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2017
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 11428 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $2,8502 Days on yellowkey   MLS ID: O6416571

    For RENT O6416571 - 11428 GREAT ROCK ST, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Community: Storey Grove Ph 4
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $6,0002 Days on yellowkey   MLS ID: O6416527

    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: $33 (change assumption)
    Mortgage ($33)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 13891 TITLE WAY, WINTER GARDEN, FL 34787

    $3,0002 Days on yellowkey   MLS ID: S5151841

    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


  • 1309 CARDINAL LN, WINTER GARDEN, FL 34787

    $1,8003 Days on yellowkey   MLS ID: O6415363

    0 Days Off yellowkey (back on 6/12/2026)

    For RENT O6415363 - 1309 CARDINAL LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 984
       Built: 1989
    Community: Westside Twnhms Ph 03
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,80053 Days on yellowkey   MLS ID: O6400523

    For RENT O6400523 - 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 17 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2861
       Built: 2024
    Community: Harvest At Ovation 112/64 Lot 142
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $3,9003 Days on yellowkey   MLS ID: O6410954

    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: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $3,1006 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 11 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


  • 7827 SKIING WAY, WINTER GARDEN, FL 34787

    $15,0006 Days on yellowkey   MLS ID: O6414742

    For RENT O6414742 - 7827 SKIING WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 6.0   Gar: 4
    Liv Area Sq Ft: 5564
       Built: 2018
    Community: Isles Of Lake Hancock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82 (change assumption)
    Mortgage ($82)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787

    $4,8003 Days on yellowkey   MLS ID: O6416285

    For RENT O6416285 - 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2020
    Community: Waterside/Johns Lk-Ph 1
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,2003 Days on yellowkey   MLS ID: O6409109

    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


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,69510 Days on yellowkey   MLS ID: O6413931

    For RENT O6413931 - 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2048
       Built: 2000
    Community: Wintermere Pointe
    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: Windermere High School

    Tax Year:

    Middle School: SunRidge Middle


  • 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $3,4003 Days on yellowkey   MLS ID: O6413074

    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


  • 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787

    $3,90027 Days on yellowkey   MLS ID: O6408929

    0 Days Off yellowkey (back on 6/9/2026)

    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




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.