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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Garden - 17 properties found

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  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $3,400Listed 06/22/2026 4:37PM   MLS ID: O6419089

    For RENT O6419089 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2023
    Community: Lakeside At Hamlin
    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: Bridgewater Middle


  • 10194 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $3,99918 Days on yellowkey   MLS ID: O6413400

    0 Days Off yellowkey (back on 6/22/2026)

    For RENT O6413400 - 10194 ATWATER BAY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2541
       Built: 2019
    Community: Waterleigh Ph 2C-1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $3,40012 Days on yellowkey   MLS ID: O6413074

    0 Days Off yellowkey (back on 6/22/2026)

    For RENT O6413074 - 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2598
       Built: 2017
    Community: Highlands At Summerlake Groves Phase 2 91/36 Lot 1
    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


  • 2158 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,6007 Days on yellowkey   MLS ID: O6417265

    For RENT O6417265 - 2158 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2966
       Built: 1999
    Community: Wintermere Pointe
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12829 CHARMED DR, WINTER GARDEN, FL 34787

    $5,5007 Days on yellowkey   MLS ID: O6415235

    0 Days Off yellowkey (back on 6/21/2026)

    For RENT O6415235 - 12829 CHARMED DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2893
       Built: 2024
    Community: Waterleigh Ph 4B & 4C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $3,2604 Days on yellowkey   MLS ID: G5114045

    For RENT G5114045 - 7153 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2017

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $3,60013 Days on yellowkey   MLS ID: O6415406

    REDUCED by $200 (5.3%) on 06/19/2026

    For RENT O6415406 - 7853 ICELAND GULL ST, WINTER GARDEN, FL 34787 37 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: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 17876 ADRIFT RD, WINTER GARDEN, FL 34787

    $3,9999 Days on yellowkey   MLS ID: O6415044

    0 Days Off yellowkey (back on 6/18/2026)

    For RENT O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,80062 Days on yellowkey   MLS ID: O6400523

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

    Bed: 5   Bath: 4.5   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


  • 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,20012 Days on yellowkey   MLS ID: O6409109

    For RENT O6409109 - 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $4,00025 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


  • WINTER GARDEN, FL 34787

    $3,40072 Days on yellowkey   MLS ID: O6398448

    0 Days Off yellowkey (back on 6/8/2026)

    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


  • 205 S WOODLAND ST, WINTER GARDEN, FL 34787

    $3,75028 Days on yellowkey   MLS ID: G5112038

    0 Days Off yellowkey (back on 5/29/2026)

    For RENT G5112038 - 205 S WOODLAND ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1961
    Community: Annie L Berry Sub
    Single Family


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


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,00077 Days on yellowkey   MLS ID: O6397196

    REDUCED by $90 (1.8%) on 05/08/2026

    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: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $4,29960 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


  • 8025 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $3,47584 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

    $3,50091 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






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.