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Winter Garden Apartments for Rent - 177 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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  • 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787

    $3,90026 Days on yellowkey   MLS ID: O6408929

    0 Days Off yellowkey (back on 6/9/2026)

    For RENT O6408929 - 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2021
    Community: Waterleigh
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 203 S MAIN ST, WINTER GARDEN, FL 34787

    $2,80037 Days on yellowkey   MLS ID: O6406066

    For RENT O6406066 - 203 S MAIN ST, WINTER GARDEN, FL 34787 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1753
       Built: 1916
    Community: Annie L Berry Sub
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13335 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $2,65030 Days on yellowkey   MLS ID: O6406919

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

    REDUCED by $150 (5.4%) on 06/01/2026

    For RENT O6406919 - 13335 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Community: Serenade 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


  • 18029 CIDER MILL LN, WINTER GARDEN, FL 34787

    $3,20012 Days on yellowkey   MLS ID: O6412471

    For RENT O6412471 - 18029 CIDER MILL LN, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Community: Waterleigh
    Spa: No

    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


  • 1535 BROKEN OAK DR #37B, WINTER GARDEN, FL 34787

    $2,1953 Days on yellowkey   MLS ID: O6415567

    For RENT O6415567 - 1535 BROKEN OAK DR #37B, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2007
    Community: Tucker Oaks
    Condo


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 14432 PLEACH ST, WINTER GARDEN, FL 34787

    $2,85010 Days on yellowkey   MLS ID: O6413263

    For RENT O6413263 - 14432 PLEACH ST, WINTER GARDEN, FL 34787 14 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


  • 14978 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $1,69015 Days on yellowkey   MLS ID: S5150861

    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


  • 1066 DOLPHIN DR, WINTER GARDEN, FL 34787

    $1,70030 Days on yellowkey   MLS ID: O6407929

    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


  • 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,400127 Days on yellowkey   MLS ID: O6371081

    For RENT O6371081 - 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2024
    Community: Harvest At Ovation
    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


  • 14624 WATOWAN ALY, WINTER GARDEN, FL 34787

    $3,0003 Days on yellowkey   MLS ID: O6415020

    For RENT O6415020 - 14624 WATOWAN ALY, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2016
    Community: Watermark Ph 1B
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 1516 SCARLET OAK LOOP #B, WINTER GARDEN, FL 34787

    $2,1003 Days on yellowkey   MLS ID: O6410897

    For RENT O6410897 - 1516 SCARLET OAK LOOP #B, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2012
    Community: Tucker Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,700218 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


  • 314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787

    $1,57080 Days on yellowkey   MLS ID: O6393613

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $30 (1.9%) on 04/17/2026

    For RENT O6393613 - 314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787 11 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1989
    Community: Townhomes Winter Garden
    Half Duplex


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


    Taxes:

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787

    $2,9009 Days on yellowkey   MLS ID: O6413343

    For RENT O6413343 - 9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2024
    Community: Tribute/Ovation
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $5,9008 Days on yellowkey   MLS ID: S5151295

    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


  • 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $3,8003 Days on yellowkey   MLS ID: O6415406

    For RENT O6415406 - 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787 34 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: $21 (change assumption)
    Mortgage ($21)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $4,00015 Days on yellowkey   MLS ID: O6410585

    For RENT O6410585 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 1847 NESTING LANE, WINTER GARDEN, FL 34787

    $3,0004 Days on yellowkey   MLS ID: O6415461

    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


  • 13193 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $2,7004 Days on yellowkey   MLS ID: S5151579

    For RENT S5151579 - 13193 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2025
    Community: Serenade/Ovation Ph 1
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $2,9504 Days on yellowkey   MLS ID: O6415183

    REDUCED by $45 (1.5%) on 06/09/2026

    For RENT O6415183 - 8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2013
    Community: Summerlake Pd Ph 1A
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin 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.