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Winter Garden Apartments for Rent - 178 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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  • 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787

    $2,80013 Days on yellowkey   MLS ID: O6414621

    0 Days Off yellowkey (back on 6/20/2026)

    For RENT O6414621 - 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $6,5008 Days on yellowkey   MLS ID: O6416527

    INCREASED by $500 (8.3%) on 06/20/2026

    For RENT O6416527 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Community: Canopy Oaks Ph 1
    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $2,90019 Days on yellowkey   MLS ID: O6412047

    REDUCED by $100 (3.3%) on 06/20/2026

    For RENT O6412047 - 16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1768
       Built: 2022
    Community: Hawksmoor Ph 3
    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 80 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $1,65085 Days on yellowkey   MLS ID: O6394220

    REDUCED by $75 (4.3%) on 05/04/2026

    For RENT O6394220 - 80 WINDTREE LN #203, WINTER GARDEN, FL 34787 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Community: Windtree Gardens Condo Ph 02
    Condo


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


    Taxes:

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 12072 GRANDROSE ALY, WINTER GARDEN, FL 34787

    $2,4001 Day on yellowkey   MLS ID: S5152224

    For RENT S5152224 - 12072 GRANDROSE ALY, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2022
    Community: Winding Bay Ph 2
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $3,2601 Day on yellowkey   MLS ID: G5114045

    For RENT G5114045 - 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14050 FRASIER ST, WINTER GARDEN, FL 34787

    $2,8501 Day on yellowkey   MLS ID: O6418453

    For RENT O6418453 - 14050 FRASIER ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2023
    Community: Highland Rdg
    Single Family


    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


  • 15555 HONEYBELL DR, WINTER GARDEN, FL 34787

    $2,6001 Day on yellowkey   MLS ID: O6418371

    For RENT O6418371 - 15555 HONEYBELL DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Community: Hamlin Reserve
    Townhouse


    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


  • 13881 EASDALE ALY, WINTER GARDEN, FL 34787

    $2,75016 Days on yellowkey   MLS ID: O6413642

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $50 (1.8%) on 06/12/2026

    For RENT O6413642 - 13881 EASDALE ALY, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2024
    Community: Westhaven/Ovation
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 806 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $3,9951 Day on yellowkey   MLS ID: S5152166

    INCREASED by $395 (11.0%) on 06/19/2026

    For RENT S5152166 - 806 LOST GROVE CIR, WINTER GARDEN, FL 34787 17 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3462
       Built: 2006
    Community: Grove Park At Stone Crest
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1847 NESTING LANE, WINTER GARDEN, FL 34787

    $2,95011 Days on yellowkey   MLS ID: O6415461

    REDUCED by $50 (1.7%) on 06/19/2026

    For RENT O6415461 - 1847 NESTING LANE, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2330
       Built: 2005
    Community: Emerald Ridge
    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 17332 SWEET MORO DR, WINTER GARDEN, FL 34787

    $2,7009 Days on yellowkey   MLS ID: S5151783

    For RENT S5151783 - 17332 SWEET MORO DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 2024
    Community: Northlake At Ovation
    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


  • 15823 MARINA BAY DR, WINTER GARDEN, FL 34787

    $2,6501 Day on yellowkey   MLS ID: O6411519

    For RENT O6411519 - 15823 MARINA BAY DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1793
       Built: 2019
    Community: Hawksmoor
    Townhouse


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


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

    $1,7508 Days on yellowkey   MLS ID: S5151779

    INCREASED by $50 (2.9%) on 06/19/2026

    For RENT S5151779 - 417 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787 19 photos

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

    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


  • 1066 DOLPHIN DR, WINTER GARDEN, FL 34787

    $1,70037 Days on yellowkey   MLS ID: O6407929

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $50 (2.9%) on 06/10/2026

    For RENT O6407929 - 1066 DOLPHIN DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Community: Westside Twnhms-Ph 05 A B & C
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $3,60010 Days on yellowkey   MLS ID: O6415406

    REDUCED by $200 (5.3%) on 06/19/2026

    For RENT O6415406 - 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2612
       Built: 2013
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 14432 PLEACH ST, WINTER GARDEN, FL 34787

    $2,85017 Days on yellowkey   MLS ID: O6413263

    For RENT O6413263 - 14432 PLEACH ST, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2006
    Community: Signature Lakes Parcel 1A
    Townhouse


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,9996 Days on yellowkey   MLS ID: O6415044

    0 Days Off yellowkey (back on 6/18/2026)

    For RENT O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 6678 JUNEBERRY WAY, WINTER GARDEN, FL 34787

    $3,04945 Days on yellowkey   MLS ID: O6401971

    REDUCED by $100 (3.2%) on 06/18/2026

    For RENT O6401971 - 6678 JUNEBERRY WAY, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Community: Parkview At Hamlin
    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,24945 Days on yellowkey   MLS ID: O6405439

    For RENT O6405439 - 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 16 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




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.