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Winter Garden Apartments for Rent - 184 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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  • 720 PARKMONT PL, WINTER GARDEN, FL 34787

    $3,9651 Day on yellowkey   MLS ID: O6419049

    For RENT O6419049 - 720 PARKMONT PL, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2016
    Community: Covington Park A B D E F G & J
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year:

    Middle School: Lakeview Middle


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,45021 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: $19 (change assumption)
    Mortgage ($19)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: Windermere High School

    Tax Year:

    Middle School: SunRidge Middle


  • 1257 WINTER GREEN WAY, WINTER GARDEN, FL 34787

    $1,850Listed 06/25/2026 9:26AM   MLS ID: O6419882

    For RENT O6419882 - 1257 WINTER GREEN WAY, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1144
       Built: 1984
    Community: Village Grove Ph 02
    Townhouse


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 5636 WATER ROSE RD, WINTER GARDEN, FL 34787

    $2,800Listed 06/25/2026 7:23AM   MLS ID: O6419854

    For RENT O6419854 - 5636 WATER ROSE RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1617
       Built: 2016
    Community: Signature Lakes Ph 3B-6
    Townhouse


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $3,900Listed 06/24/2026 1:04PM   MLS ID: O6419673

    For RENT O6419673 - 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3829
       Built: 2023
    Community: Estates At Lakeview Preserve
    Single Family


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


    Taxes:

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year:

    Middle School: Windy Hill Middle


  • 15845 MARINA BAY DR, WINTER GARDEN, FL 34787

    $2,8953 Days on yellowkey   MLS ID: O6418878

    For RENT O6418878 - 15845 MARINA BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2019
    Community: Hawksmoor
    Townhouse


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 16507 OUTTER GROVE ALY, WINTER GARDEN, FL 34787

    $2,650112 Days on yellowkey   MLS ID: O6385049

    0 Days Off yellowkey (back on 6/24/2026)

    For RENT O6385049 - 16507 OUTTER GROVE ALY, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2018
    Community: Waterleigh Ph 2B
    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


  • 15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $3,60018 Days on yellowkey   MLS ID: O6414641

    0 Days Off yellowkey (back on 6/24/2026)

    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


  • 11169 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $2,9508 Days on yellowkey   MLS ID: S5151974

    For RENT S5151974 - 11169 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Community: Winding Bay Preserve
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $3,10017 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 20 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


  • 13071 INKWELL ALY, WINTER GARDEN, FL 34787

    $2,65059 Days on yellowkey   MLS ID: S5148709

    REDUCED by $100 (3.6%) on 06/24/2026

    For RENT S5148709 - 13071 INKWELL ALY, WINTER GARDEN, FL 34787 29 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: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787

    $3,2959 Days on yellowkey   MLS ID: O6417550

    0 Days Off yellowkey (back on 6/24/2026)

    For RENT O6417550 - 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2021
    Community: Encore/Ovation Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 304 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787

    $2,00014 Days on yellowkey   MLS ID: S5151743

    For RENT S5151743 - 304 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787 13 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1264
       Built: 2005
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15501 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $3,5009 Days on yellowkey   MLS ID: S5152008

    For RENT S5152008 - 15501 HAMLIN PARK DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Community: Parkview/Hamlin
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13891 TITLE WAY, WINTER GARDEN, FL 34787

    $2,85013 Days on yellowkey   MLS ID: S5151841

    REDUCED by $150 (5.0%) on 06/24/2026

    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


  • 9078 WADING WALK LN, WINTER GARDEN, FL 34787

    $2,8002 Days on yellowkey   MLS ID: O6418672

    For RENT O6418672 - 9078 WADING WALK LN, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2020
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $3,4003 Days on yellowkey   MLS ID: O6419089

    For RENT O6419089 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2023
    Community: Lakeside At Hamlin
    Spa: No

    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


  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $5,50010 Days on yellowkey   MLS ID: S5151933

    0 Days Off yellowkey (back on 6/23/2026)

    For RENT S5151933 - 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3942
       Built: 2018
    Community: Watermark Ph 2B
    Single Family


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


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 17102 HEARTWOOD LOOP, WINTER GARDEN, FL 34787

    $1,600252 Days on yellowkey   MLS ID: O6353194

    REDUCED by $50 (3.0%) on 04/23/2026

    For RENT O6353194 - 17102 HEARTWOOD LOOP, WINTER GARDEN, FL 34787 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 1000
       Built: 2022
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16591 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,3003 Days on yellowkey   MLS ID: O6417116

    For RENT O6417116 - 16591 PARABLE WAY, WINTER GARDEN, FL 34787 100 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2023
    Community: Storey Grove Ph 5
    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 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.