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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Garden - 13 properties found

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  • 203 S MAIN ST, WINTER GARDEN, FL 34787

    $2,75047 Days on yellowkey   MLS ID: O6406066

    REDUCED by $50 (1.8%) on 06/22/2026

    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


  • 224 FAULKNER ST, WINTER GARDEN, FL 34787

    $2,66526 Days on yellowkey   MLS ID: O6411344

    REDUCED by $100 (3.6%) on 06/22/2026

    For RENT O6411344 - 224 FAULKNER ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1591
       Built: 2002
    Community: Traditions Sub
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 14050 FRASIER ST, WINTER GARDEN, FL 34787

    $2,8504 Days 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


  • 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $3,24948 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


  • 8112 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $2,80014 Days on yellowkey   MLS ID: O6415183

    REDUCED by $50 (1.8%) on 06/18/2026

    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: $15 (change assumption)
    Mortgage ($15)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $2,8507 Days on yellowkey   MLS ID: O6417532

    For RENT O6417532 - 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 12079 BRACCO STREET, WINTER GARDEN, FL 34787

    $2,6008 Days on yellowkey   MLS ID: O6417016

    For RENT O6417016 - 12079 BRACCO STREET, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Community: Highland Ridge
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 11428 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $2,85011 Days on yellowkey   MLS ID: O6416571

    For RENT O6416571 - 11428 GREAT ROCK ST, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Community: Storey Grove Ph 4
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $3,10015 Days on yellowkey   MLS ID: O6414717

    REDUCED by $200 (6.1%) on 06/12/2026

    For RENT O6414717 - 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 525 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787

    $2,55038 Days on yellowkey   MLS ID: O6407564

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

    For RENT O6407564 - 525 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1693
       Built: 1981

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787

    $3,00022 Days on yellowkey   MLS ID: O6412321

    For RENT O6412321 - 5917 GRASSY POINT RD, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1974
       Built: 2015
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 16743 HERONGATE DR, WINTER GARDEN, FL 34787

    $2,80075 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


  • 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $3,00043 Days on yellowkey   MLS ID: S5149719

    REDUCED by $200 (6.3%) on 05/20/2026

    For RENT S5149719 - 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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.