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Winter Garden Apartments for Rent - 190 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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  • 16435 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $2,9801 Day on yellowkey   MLS ID: O6425950

    For RENT O6425950 - 16435 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1736
       Built: 2024
    Community: Hamlin Rdg
    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $2,998101 Days on yellowkey   MLS ID: O6398382

    0 Days Off yellowkey (back on 7/20/2026)

    REDUCED by $301 (9.1%) on 07/15/2026

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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17823 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,4501 Day on yellowkey   MLS ID: O6426062

    For RENT O6426062 - 17823 ADRIFT RD, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2023
    Community: Waterleigh
    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: Water Spring Middle


  • 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,85023 Days on yellowkey   MLS ID: O6420747

    0 Days Off yellowkey (back on 7/20/2026)

    For RENT O6420747 - 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2000
    Community: Wintermere Pointe
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1519 PRIORY CIR, WINTER GARDEN, FL 34787

    $2,750156 Days on yellowkey   MLS ID: O6382465

    REDUCED by $25 (0.9%) on 07/20/2026

    For RENT O6382465 - 1519 PRIORY CIR, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2010
    Community: Stoneybrook West
    Townhouse


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year:

    Middle School: SunRidge Middle


  • 1631 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $2,68018 Days on yellowkey   MLS ID: O6422395

    For RENT O6422395 - 1631 SHERBOURNE ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 2001
    Community: Stone Creek 44/131
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 143 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $2,35088 Days on yellowkey   MLS ID: O6402229

    REDUCED by $50 (2.1%) on 06/23/2026

    For RENT O6402229 - 143 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005
    Community: Southern Pines
    Condo


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787

    $1,6502 Days on yellowkey   MLS ID: O6426302

    For RENT O6426302 - 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 838
       Built: 2005
    Community: Southern Pines Condo
    Spa: No

    Condo


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 9306 MIRA VALLE LN, WINTER GARDEN, FL 34787

    $2,85015 Days on yellowkey   MLS ID: O6422747

    REDUCED by $100 (3.4%) on 07/20/2026

    For RENT O6422747 - 9306 MIRA VALLE LN, WINTER GARDEN, FL 34787 75 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2015
    Community: Watermark Ph 1A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16856 OAKBORO ST, WINTER GARDEN, FL 34787

    $2,8006 Days on yellowkey   MLS ID: O6425890

    0 Days Off yellowkey (back on 7/20/2026)

    For RENT O6425890 - 16856 OAKBORO ST, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 430 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787

    $1,6954 Days on yellowkey   MLS ID: O6425239

    For RENT O6425239 - 430 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 942
       Built: 2005
    Community: Southern Pines Condos
    Condo


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • WINTER GARDEN, FL 34787

    $1,8503 Days on yellowkey   MLS ID: S5154024

    For RENT S5154024 - WINTER GARDEN, FL 34787 17 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 966
       Built: 2005
    Community: Southern Pines Bldg 38
    Condo


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 17131 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,00021 Days on yellowkey   MLS ID: O6421324

    REDUCED by $200 (6.3%) on 07/19/2026

    For RENT O6421324 - 17131 BEACHGRASS ALY, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11193 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $2,7004 Days on yellowkey   MLS ID: O6426402

    For RENT O6426402 - 11193 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2020
    Community: Winding Bay Preserve
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 205 S WOODLAND ST, WINTER GARDEN, FL 34787

    $3,8504 Days on yellowkey   MLS ID: G5115261

    For RENT G5115261 - 205 S WOODLAND ST, WINTER GARDEN, FL 34787 32 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


  • 10738 RHETT BUTLER ALY, WINTER GARDEN, FL 34787

    $2,7005 Days on yellowkey   MLS ID: S5153938

    For RENT S5153938 - 10738 RHETT BUTLER ALY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Community: Storey Grove Ph 4
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14978 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $1,69054 Days on yellowkey   MLS ID: S5150861

    0 Days Off yellowkey (back on 7/18/2026)

    REDUCED by $110 (6.1%) on 06/10/2026

    For RENT S5150861 - 14978 LEBEAU LOOP, WINTER GARDEN, FL 34787 6 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 700
       Built: 2023
    Community: Winding Bay Ph 3
    Apartment


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,9007 Days on yellowkey   MLS ID: O6425522

    For RENT O6425522 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Community: Harvest/Ovation
    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


  • 14612 GLADE HILL PARK WAY, WINTER GARDEN, FL 34787

    $5,90047 Days on yellowkey   MLS ID: S5151295

    0 Days Off yellowkey (back on 7/18/2026)

    For RENT S5151295 - 14612 GLADE HILL PARK WAY, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3892
       Built: 2015
    Community: Watermark Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 8222 TOPSAIL PL, WINTER GARDEN, FL 34787

    $5,89539 Days on yellowkey   MLS ID: O6416728

    REDUCED by $100 (1.7%) on 07/18/2026

    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: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Panther Lake 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.