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Winter Garden Single Family Homes For Rent - 93 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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  • 7972 MINUTEMAN LOOP, WINTER GARDEN, FL 34787

    $2,9502 Days on yellowkey   MLS ID: O6406618

    For RENT O6406618 - 7972 MINUTEMAN LOOP, WINTER GARDEN, FL 34787 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 2016

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $3,200Listed 05/11/2026 8:04PM   MLS ID: S5149719

    For RENT S5149719 - 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787

    $3,2001 Day on yellowkey   MLS ID: O6406661

    For RENT O6406661 - 14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2014
    Community: Summerlake Pd Ph 1B Rep
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15155 CANOE PL, WINTER GARDEN, FL 34787

    $6,00044 Days on yellowkey   MLS ID: O6394636

    0 Days Off yellowkey (back on 5/11/2026)

    For RENT O6394636 - 15155 CANOE PL, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4045
       Built: 2019
    Community: Lakeshore Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $33 (change assumption)
    Mortgage ($33)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $2,90028 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


  • 12144 STONELEIGH ALY, WINTER GARDEN, FL 34787

    $2,60081 Days on yellowkey   MLS ID: O6384252

    0 Days Off yellowkey (back on 5/11/2026)

    For RENT O6384252 - 12144 STONELEIGH ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1588
       Built: 2024
    Community: Encore At Ovation
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year:

    Middle School: Water Spring Middle


  • 1447 ROXY LN, WINTER GARDEN, FL 34787

    $3,1803 Days on yellowkey   MLS ID: S5149601

    For RENT S5149601 - 1447 ROXY LN, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2022
    Community: Waterside/Johns Lake Ph 2C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787

    $3,0003 Days on yellowkey   MLS ID: O6406481

    For RENT O6406481 - 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2018
    Community: Latham Park North
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 18066 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,7003 Days on yellowkey   MLS ID: O6406455

    For RENT O6406455 - 18066 ADRIFT RD, WINTER GARDEN, FL 34787 29 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


  • 14957 WINTER STAY DR, WINTER GARDEN, FL 34787

    $4,60011 Days on yellowkey   MLS ID: O6402873

    0 Days Off yellowkey (back on 5/9/2026)

    For RENT O6402873 - 14957 WINTER STAY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3784
       Built: 2018
    Community: Panther View
    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 17342 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787

    $6,5003 Days on yellowkey   MLS ID: O6406397

    For RENT O6406397 - 17342 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4977
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,00035 Days on yellowkey   MLS ID: O6397196

    REDUCED by $90 (1.8%) on 05/08/2026

    For RENT O6397196 - 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2631
       Built: 2026

    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $4,9504 Days on yellowkey   MLS ID: O6404074

    For RENT O6404074 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 98 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4321
       Built: 2020
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 8125 GRAYCLIFF AVE, WINTER GARDEN, FL 34787

    $2,60098 Days on yellowkey   MLS ID: O6379515

    0 Days Off yellowkey (back on 5/8/2026)

    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


  • 15002 OZZI ST, WINTER GARDEN, FL 34787

    $3,5006 Days on yellowkey   MLS ID: O6405307

    For RENT O6405307 - 15002 OZZI ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 2015
    Community: Verde Park Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,300186 Days on yellowkey   MLS ID: O6359041

    For RENT O6359041 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    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


  • 203 S MAIN ST, WINTER GARDEN, FL 34787

    $2,8005 Days on yellowkey   MLS ID: O6406066

    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


  • 709 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $5,50010 Days on yellowkey   MLS ID: O6404301

    For RENT O6404301 - 709 GARDEN WEST TER, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2591
       Built: 2026
    Community: Garden West
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17822 ADRIFT RD, WINTER GARDEN, FL 34787

    $5,2005 Days on yellowkey   MLS ID: O6405193

    For RENT O6405193 - 17822 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2024
    Community: Waterleigh Phases 4B And 4C 109/34 Lot 295
    Spa: No

    Single Family


    Estimated Monthly Payment: $28 (change assumption)
    Mortgage ($28)


    Taxes:

    Elementary School: Independence Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Bridgewater Middle


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $3,4006 Days on yellowkey   MLS ID: O6404928

    For RENT O6404928 - 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2228
       Built: 2018
    Community: Hamlin Ph 2 & 5 Overlook 2
    Single Family


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


    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.