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Winter Garden Apartments for Rent - 183 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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  • WINTER GARDEN, FL 34787

    $1,99596 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


  • 12506 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $1,60019 Days on yellowkey   MLS ID: S5148369

    For RENT S5148369 - 12506 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 2900
       Built: 2024
    Community: Osprey Ranch Ph 1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1220 PRIORY CIR, WINTER GARDEN, FL 34787

    $3,00037 Days on yellowkey   MLS ID: O6395601

    For RENT O6395601 - 1220 PRIORY CIR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2009
    Community: Stoneybrook West I
    Townhouse


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 13170 BOUNTY AVE, WINTER GARDEN, FL 34787

    $2,49027 Days on yellowkey   MLS ID: O6398807

    REDUCED by $60 (2.4%) on 05/02/2026

    For RENT O6398807 - 13170 BOUNTY AVE, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1568
       Built: 2022
    Community: Waterleigh
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 14384 BRAEMAR ST, WINTER GARDEN, FL 34787

    $2,8509 Days on yellowkey   MLS ID: O6400691

    For RENT O6400691 - 14384 BRAEMAR ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Community: Highland Rdg Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1450 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $2,84963 Days on yellowkey   MLS ID: O6388807

    0 Days Off yellowkey (back on 5/2/2026)

    REDUCED by $50 (1.7%) on 04/17/2026

    For RENT O6388807 - 1450 PORTMOOR WAY, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1661
       Built: 2002
    Community: Stoneybrook West 44/134
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 16440 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $2,8509 Days on yellowkey   MLS ID: O6404052

    For RENT O6404052 - 16440 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 12 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 2024
    Community: Hamlin Rdg
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $2,303362 Days on yellowkey   MLS ID: O6308749

    REDUCED by $10 (0.4%) on 05/01/2026

    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


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

    $2,341362 Days on yellowkey   MLS ID: O6308743

    INCREASED by $26 (1.1%) on 05/01/2026

    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: $13 (change assumption)
    Mortgage ($13)


    Taxes:

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


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

    $1,827362 Days on yellowkey   MLS ID: O6308729

    INCREASED by $31 (1.7%) on 05/01/2026

    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


  • 6591 CALAMONDIN DR, WINTER GARDEN, FL 34787

    $2,69039 Days on yellowkey   MLS ID: S5146950

    0 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $10 (0.4%) on 04/20/2026

    For RENT S5146950 - 6591 CALAMONDIN DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 2018
    Community: Hamlin Reserve
    Townhouse


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $2,77541 Days on yellowkey   MLS ID: O6395014

    0 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $95 (3.3%) on 04/23/2026

    For RENT O6395014 - 10679 ATWATER BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2019
    Community: Waterleigh
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $1,795112 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


  • 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,70044 Days on yellowkey   MLS ID: O6393825

    0 Days Off yellowkey (back on 5/1/2026)

    For RENT O6393825 - 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2003
    Community: Stoneybrook West 44/134
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 1570 SCARLET OAK LOOP #C, WINTER GARDEN, FL 34787

    $2,40013 Days on yellowkey   MLS ID: O6402586

    For RENT O6402586 - 1570 SCARLET OAK LOOP #C, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2011
    Community: Tucker Oaks Bldg 66
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8019 JEREMY JOSEPH ALY #8019, WINTER GARDEN, FL 34787

    $2,49595 Days on yellowkey   MLS ID: O6379718

    For RENT O6379718 - 8019 JEREMY JOSEPH ALY #8019, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1691
       Built: 2017
    Community: Summerlake
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $2,99510 Days on yellowkey   MLS ID: O6403884

    For RENT O6403884 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Community: Stoneybrook West 47/78
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 2827 SANCTUARY LN, WINTER GARDEN, FL 34787

    $4,50010 Days on yellowkey   MLS ID: O6403747

    For RENT O6403747 - 2827 SANCTUARY LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2178
       Built: 1987
    Community: Lake Avalon Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $2,80010 Days on yellowkey   MLS ID: O6403053

    For RENT O6403053 - 502 S HIGHLAND AVE, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 2102
       Built: 1951
    Community: Replat Pt Pleasant Park Sub
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16435 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,00010 Days on yellowkey   MLS ID: O6402360

    For RENT O6402360 - 16435 PARABLE WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2023
    Community: Storey Grove Ph 5
    Spa: No

    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




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.