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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Garden - 16 properties found

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  • 709 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $5,5002 Days on yellowkey   MLS ID: O6404301

    For RENT O6404301 - 709 GARDEN WEST TER, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2591
       Built: 2026
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $30 (change assumption)
    Mortgage ($30)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $3,5003 Days on yellowkey   MLS ID: O6404139

    For RENT O6404139 - 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey Ranch Ph 1
    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


  • 1226 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,70038 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


  • 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $3,700101 Days on yellowkey   MLS ID: O6376556

    REDUCED by $250 (6.3%) on 04/22/2026

    For RENT O6376556 - 15532 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2017
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $3,3506 Days on yellowkey   MLS ID: O6403110

    For RENT O6403110 - 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2021
    Community: Encore At Ovation
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,09027 Days on yellowkey   MLS ID: O6397196

    REDUCED by $100 (1.9%) on 04/28/2026

    For RENT O6397196 - 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2631
       Built: 2026

    Single Family


    Estimated Monthly Payment: $28 (change assumption)
    Mortgage ($28)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9131 CUT SHOT DR, WINTER GARDEN, FL 34787

    $3,1509 Days on yellowkey   MLS ID: O6402316

    For RENT O6402316 - 9131 CUT SHOT DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2019
    Community: Panther View
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17834 ADRIFT RD, WINTER GARDEN, FL 34787

    $4,30085 Days on yellowkey   MLS ID: O6380850

    0 Days Off yellowkey (back on 4/25/2026)

    For RENT O6380850 - 17834 ADRIFT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $24 (change assumption)
    Mortgage ($24)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17877 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $4,29910 Days on yellowkey   MLS ID: O6402176

    For RENT O6402176 - 17877 PHIL C PETERS RD, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2501
       Built: 1982

    Single Family


    Estimated Monthly Payment: $24 (change assumption)
    Mortgage ($24)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,80012 Days on yellowkey   MLS ID: O6400523

    For RENT O6400523 - 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2861
       Built: 2024
    Community: Harvest At Ovation 112/64 Lot 142
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • WINTER GARDEN, FL 34787

    $3,40022 Days on yellowkey   MLS ID: O6398448

    For RENT O6398448 - WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2015
    Community: Signature Lakes
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $3,55035 Days on yellowkey   MLS ID: O6395013

    0 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $200 (5.3%) on 04/14/2026

    For RENT O6395013 - 15045 LEBEAU LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2021
    Community: Winding Bay Ph 3
    Spa: No

    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


  • 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,70038 Days on yellowkey   MLS ID: O6394144

    For RENT O6394144 - 17329 BEACHGRASS ALY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 2025
    Community: Lakestar At Ovation
    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


  • 8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $3,47534 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


  • 16021 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $3,50041 Days on yellowkey   MLS ID: O6393427

    For RENT O6393427 - 16021 TOLLINGTON ALY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2689
       Built: 2025
    Community: Encore/Ovation Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12763 CHARMED DR, WINTER GARDEN, FL 34787

    $4,10072 Days on yellowkey   MLS ID: O6384328

    0 Days Off yellowkey (back on 3/21/2026)

    For RENT O6384328 - 12763 CHARMED DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2587
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    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.