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Winter Garden Apartments for Rent - 171 rentals

Winter Garden rentals are located in Orange County, Florida. Find apartments in Winter Garden for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden apartments.

Location: Winter Garden

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  • 9906 SUNNY MEWS ALY, WINTER GARDEN, FL 34787

    $2,8003 Days on yellowkey   MLS ID: S5147715

    For RENT S5147715 - 9906 SUNNY MEWS ALY, WINTER GARDEN, FL 34787 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1654
       Built: 2018
    Community: Waterleigh Ph 2B
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13323 PONTOON RD, WINTER GARDEN, FL 34787

    $2,7503 Days on yellowkey   MLS ID: S5147574

    For RENT S5147574 - 13323 PONTOON RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1451
       Built: 2023
    Community: Waterleigh Ph 4A
    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


  • 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787

    $2,99016 Days on yellowkey   MLS ID: O6395332

    REDUCED by $110 (3.5%) on 04/13/2026

    For RENT O6395332 - 16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2018
    Community: Waterleigh Ph 2A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 530 SETTING SUN DR, WINTER GARDEN, FL 34787

    $3,4504 Days on yellowkey   MLS ID: O6398374

    For RENT O6398374 - 530 SETTING SUN DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2365
       Built: 2006
    Community: Black Lake Park Ph 01
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,70020 Days on yellowkey   MLS ID: O6394144

    For RENT O6394144 - 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 2025
    Community: Lakestar At Ovation
    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


  • 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $2,4953 Days on yellowkey   MLS ID: O6397668

    For RENT O6397668 - 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787 18 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


  • 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787

    $3,50029 Days on yellowkey   MLS ID: O6391458

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6391458 - 918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2001
    Community: Fullers Crossing Ph 01 44/14
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 15823 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $2,79517 Days on yellowkey   MLS ID: O6392920

    REDUCED by $105 (3.6%) on 04/13/2026

    For RENT O6392920 - 15823 TOLLINGTON ALY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2024
    Community: Encore/Ovation-Ph 4B
    Townhouse


    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


  • 11422 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $2,90051 Days on yellowkey   MLS ID: S5144550

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT S5144550 - 11422 GREAT ROCK ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2023
    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


  • 12144 STONELEIGH ALY, WINTER GARDEN, FL 34787

    $2,60055 Days on yellowkey   MLS ID: O6384252

    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


  • 16282 MERRY ALY, WINTER GARDEN, FL 34787

    $2,85018 Days on yellowkey   MLS ID: O6394602

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6394602 - 16282 MERRY ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Community: Silverleaf Oaks At Hamlin Phase 3A 115/63 Lot 514
    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year:

    Middle School: Hamlin Middle


  • 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $2,80016 Days on yellowkey   MLS ID: O6395115

    0 Days Off yellowkey (back on 4/13/2026)

    For RENT O6395115 - 8112 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2018
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787

    $2,500203 Days on yellowkey   MLS ID: S5135433

    For RENT S5135433 - 1524 WINDERMERE RD #B, WINTER GARDEN, FL 34787 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787

    $2,500203 Days on yellowkey   MLS ID: S5135430

    For RENT S5135430 - 1524 WINDERMERE RD #A, WINTER GARDEN, FL 34787 9 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 575
       Built: 1989

    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15000 STRATUS LOOP #A2, WINTER GARDEN, FL 34787

    $1,793338 Days on yellowkey   MLS ID: O6308729

    INCREASED by $22 (1.2%) on 04/13/2026

    For RENT O6308729 - 15000 STRATUS LOOP #A2, WINTER GARDEN, FL 34787 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 873
       Built: 2023

    Apartment


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15000 STRATUS LOOP #B1, WINTER GARDEN, FL 34787

    $2,196338 Days on yellowkey   MLS ID: O6308743

    INCREASED by $1 (0.0%) on 04/13/2026

    For RENT O6308743 - 15000 STRATUS LOOP #B1, WINTER GARDEN, FL 34787 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1023
       Built: 2023

    Apartment


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15000 STRATUS LOOP #B3, WINTER GARDEN, FL 34787

    $2,304338 Days on yellowkey   MLS ID: O6308749

    INCREASED by $1 (0.0%) on 04/13/2026

    For RENT O6308749 - 15000 STRATUS LOOP #B3, WINTER GARDEN, FL 34787 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1055
       Built: 2023

    Apartment


    Estimated Monthly Payment: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $3,4004 Days on yellowkey   MLS ID: O6398448

    For RENT O6398448 - WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2015
    Community: Signature Lakes
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $3,5004 Days on yellowkey   MLS ID: O6398414

    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


  • 13157 BOUNTY AVE, WINTER GARDEN, FL 34787

    $2,85042 Days on yellowkey   MLS ID: O6387963

    0 Days Off yellowkey (back on 4/12/2026)

    REDUCED by $100 (3.4%) on 04/04/2026

    For RENT O6387963 - 13157 BOUNTY AVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2022
    Community: Waterleigh Ph 4A
    Townhouse


    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




Why Bother Searching Elsewhere for Winter Garden Apartments for Rent and Other Winter Garden Rentals?

Winter Garden home, townhome, condo, villa, and other listing rental 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 apartments for rent in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden rentals. 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 rental 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.