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Displaying: For Rent

Location: Winter Garden

Property Type(s): Single Family

Price: $2,500 to $3,499

Winter Garden - 47 properties found

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  • 16591 PARABLE WAY, WINTER GARDEN, FL 34787

    $3,300Listed 06/22/2026 7:56PM   MLS ID: O6417116

    For RENT O6417116 - 16591 PARABLE WAY, WINTER GARDEN, FL 34787 100 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2023
    Community: Storey Grove Ph 5
    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


  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $3,4001 Day on yellowkey   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


  • 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


  • 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


  • 1432 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $3,25021 Days on yellowkey   MLS ID: O6412604

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

    For RENT O6412604 - 1432 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Community: Waterside/Johns Lk Ph 2C
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,45019 Days on yellowkey   MLS ID: O6413931

    For RENT O6413931 - 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2048
       Built: 2000
    Community: Wintermere Pointe
    Single Family


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


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: Windermere High School

    Tax Year:

    Middle School: SunRidge Middle


  • 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787

    $2,80016 Days on yellowkey   MLS ID: O6414621

    0 Days Off yellowkey (back on 6/20/2026)

    For RENT O6414621 - 9969 TAWNY MEADOW ALY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019

    Single Family


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


    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


  • 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


  • 1847 NESTING LANE, WINTER GARDEN, FL 34787

    $2,95014 Days on yellowkey   MLS ID: O6415461

    REDUCED by $50 (1.7%) on 06/19/2026

    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


  • 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


  • 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,20021 Days on yellowkey   MLS ID: O6412807

    REDUCED by $195 (5.7%) on 06/17/2026

    For RENT O6412807 - 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2002
    Community: Stoneybrook West
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,200137 Days on yellowkey   MLS ID: O6371081

    REDUCED by $200 (5.9%) on 06/17/2026

    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: $18 (change assumption)
    Mortgage ($18)


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787

    $3,39536 Days on yellowkey   MLS ID: O6408656

    REDUCED by $5 (0.1%) on 06/17/2026

    For RENT O6408656 - 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2012
    Community: Summerlake Pd Ph 01A
    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


  • 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $3,40042 Days on yellowkey   MLS ID: O6401987

    For RENT O6401987 - 16337 HONEY HARVEST ST, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2024
    Community: Harvest/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


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $3,3007 Days on yellowkey   MLS ID: O6417585

    0 Days Off yellowkey (back on 6/16/2026)

    For RENT O6417585 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Community: Storey Grove Ph 2
    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


  • 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


  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787

    $3,2957 Days on yellowkey   MLS ID: O6417550

    For RENT O6417550 - 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2021
    Community: Encore/Ovation Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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