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Winter Garden Apartments for Rent - 204 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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  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,700258 Days on yellowkey   MLS ID: O6359041

    INCREASED by $400 (12.1%) on 06/10/2026

    For RENT O6359041 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    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


  • 2628 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $3,00049 Days on yellowkey   MLS ID: S5151318

    For RENT S5151318 - 2628 BALFORN TOWER WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 2007
    Community: Stoneybrook West D
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787

    $9,250288 Days on yellowkey   MLS ID: S5136184

    0 Days Off yellowkey (back on 6/4/2026)

    For RENT S5136184 - 12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4671
       Built: 2019
    Community: Canopy Oaks Phase 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $51 (change assumption)
    Mortgage ($51)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787

    $2,350251 Days on yellowkey   MLS ID: O6360807

    0 Days Off yellowkey (back on 6/3/2026)

    For RENT O6360807 - 15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1536
       Built: 2024

    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 8160 WOOD SAGE DR, WINTER GARDEN, FL 34787

    $2,80072 Days on yellowkey   MLS ID: S5149760

    0 Days Off yellowkey (back on 6/1/2026)

    For RENT S5149760 - 8160 WOOD SAGE DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2017
    Community: Summerlake Pd Ph 2C 2D 2E
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $3,500107 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


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,800105 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


  • 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $3,40078 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

    $3,60066 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


  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $3,500102 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


  • 16870 SANCTUARY DR, WINTER GARDEN, FL 34787

    $12,950112 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


  • 15146 WINDFLOWER ALY, WINTER GARDEN, FL 34787

    $2,450143 Days on yellowkey   MLS ID: O6386816

    0 Days Off yellowkey (back on 5/19/2026)

    For RENT O6386816 - 15146 WINDFLOWER ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1536
       Built: 2024
    Community: Osprey Ranch Ph 1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16347 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $2,60076 Days on yellowkey   MLS ID: S5149540

    For RENT S5149540 - 16347 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1793
       Built: 2021

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • WINTER GARDEN, FL 34787

    $1,995170 Days on yellowkey   MLS ID: O6378945

    REDUCED by $105 (5.0%) on 05/04/2026

    For RENT O6378945 - WINTER GARDEN, FL 34787 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 2005
    Community: Southern Pines
    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


  • 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787

    $1,795186 Days on yellowkey   MLS ID: S5142016

    For RENT S5142016 - 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787 17 photos

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

    Condo


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


    Taxes:

    Elementary School: Richmond Heights Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15489 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $3,150134 Days on yellowkey   MLS ID: O6390003

    For RENT O6390003 - 15489 HAMLIN PARK DR, WINTER GARDEN, FL 34787 30 photos

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


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16288 MERRY ALY, WINTER GARDEN, FL 34787

    $2,499119 Days on yellowkey   MLS ID: O6393824

    0 Days Off yellowkey (back on 4/9/2026)

    For RENT O6393824 - 16288 MERRY ALY, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2025
    Community: Silverleaf Oaks/Hamlin
    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 11163 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $4,999233 Days on yellowkey   MLS ID: O6364381

    0 Days Off yellowkey (back on 2/6/2026)

    For RENT O6364381 - 11163 GREAT ROCK ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3393
       Built: 2024
    Community: Storey Grove Ph 5
    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $3,475114 Days on yellowkey   MLS ID: O6395339

    0 Days Off yellowkey (back on 4/7/2026)

    For RENT O6395339 - 8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2015
    Community: Summerlake Grvs
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 2262 ROMANUM DR, WINTER GARDEN, FL 34787

    $3,800175 Days on yellowkey   MLS ID: O6378310

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

    For RENT O6378310 - 2262 ROMANUM DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3862
       Built: 2014
    Community: Alexander Ridge
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge 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.