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Winter Garden Single Family Homes For Rent - 92 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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  • 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787

    $3,00017 Days on yellowkey   MLS ID: O6412321

    For RENT O6412321 - 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1974
       Built: 2015
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 7849 FREESTYLE LN, WINTER GARDEN, FL 34787

    $7,00077 Days on yellowkey   MLS ID: O6395909

    For RENT O6395909 - 7849 FREESTYLE LN, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 2017
    Community: Isles/Lk Hancock Ph Iii
    Single Family


    Estimated Monthly Payment: $38 (change assumption)
    Mortgage ($38)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 205 S WOODLAND ST, WINTER GARDEN, FL 34787

    $3,75023 Days on yellowkey   MLS ID: G5112038

    0 Days Off yellowkey (back on 5/29/2026)

    For RENT G5112038 - 205 S WOODLAND ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1961
    Community: Annie L Berry Sub
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $3,50072 Days on yellowkey   MLS ID: O6397119

    For RENT O6397119 - 15367 GILLIGAN CT, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2156
       Built: 2020
    Community: Winding Bay Ph 1B
    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


  • 11213 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $4,80023 Days on yellowkey   MLS ID: O6410949

    0 Days Off yellowkey (back on 5/26/2026)

    For RENT O6410949 - 11213 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 2025
    Community: Northlake At Ovation Phase 1 109/122 Lot 49
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,80070 Days on yellowkey   MLS ID: O6397844

    0 Days Off yellowkey (back on 5/27/2026)

    For RENT O6397844 - 16743 HERONGATE DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Community: Waterleigh
    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,85025 Days on yellowkey   MLS ID: O6410576

    For RENT O6410576 - 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2025
    Community: Harvest/Ovation
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787

    $3,00040 Days on yellowkey   MLS ID: O6406481

    0 Days Off yellowkey (back on 5/23/2026)

    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


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $3,40043 Days on yellowkey   MLS ID: O6404928

    0 Days Off yellowkey (back on 5/23/2026)

    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


  • 11965 BRACCO ST, WINTER GARDEN, FL 34787

    $3,60031 Days on yellowkey   MLS ID: O6407048

    For RENT O6407048 - 11965 BRACCO ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2424
       Built: 2024
    Community: Highland Ridge
    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


  • 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,24943 Days on yellowkey   MLS ID: O6405439

    For RENT O6405439 - 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 15 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


  • 6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $4,80077 Days on yellowkey   MLS ID: O6395397

    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


  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $3,50067 Days on yellowkey   MLS ID: O6398414

    0 Days Off yellowkey (back on 5/20/2026)

    For RENT O6398414 - 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787 20 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2014
    Community: Signature Lakes Ph 3B-1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $3,00038 Days on yellowkey   MLS ID: S5149719

    REDUCED by $200 (6.3%) on 05/20/2026

    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: $16 (change assumption)
    Mortgage ($16)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15267 HONEYBELL DR, WINTER GARDEN, FL 34787

    $67587 Days on yellowkey   MLS ID: S5146372

    REDUCED by $75 (10.0%) on 05/20/2026

    For RENT S5146372 - 15267 HONEYBELL DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 1   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 1000
       Built: 2018
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4 (change assumption)
    Mortgage ($4)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16870 SANCTUARY DR, WINTER GARDEN, FL 34787

    $12,95077 Days on yellowkey   MLS ID: O6394261

    For RENT O6394261 - 16870 SANCTUARY DR, WINTER GARDEN, FL 34787 100 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4038
       Built: 2022

    Single Family


    Estimated Monthly Payment: $71 (change assumption)
    Mortgage ($71)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,00072 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


  • 2827 SANCTUARY LN, WINTER GARDEN, FL 34787

    $4,50049 Days on yellowkey   MLS ID: O6403747

    For RENT O6403747 - 2827 SANCTUARY LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2178
       Built: 1987
    Community: Lake Avalon Groves
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $2,80049 Days on yellowkey   MLS ID: O6403053

    For RENT O6403053 - 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 2102
       Built: 1951
    Community: Replat Pt Pleasant Park Sub
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9158 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $3,49551 Days on yellowkey   MLS ID: TB8502828

    0 Days Off yellowkey (back on 4/30/2026)

    For RENT TB8502828 - 9158 SONOMA COAST DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    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.