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Winter Garden Single Family Homes For Rent - 105 homes

Winter Garden Single Family Home Rentals are located in Orange County, Florida. Find Single Family Homes in Winter Garden for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden single family houses.

Location: Winter Garden

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  • 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $5,90035 Days on yellowkey   MLS ID: O6417547

    For RENT O6417547 - 16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3643
       Built: 2026
    Community: Silverleaf Oaks At Hamlin
    Single Family


    Estimated Monthly Payment: $32 (change assumption)
    Mortgage ($32)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $3,90028 Days on yellowkey   MLS ID: O6419673

    0 Days Off yellowkey (back on 7/7/2026)

    For RENT O6419673 - 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3829
       Built: 2023
    Community: Estates At Lakeview Preserve
    Single Family


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


    Taxes:

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year:

    Middle School: Windy Hill Middle


  • 7759 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787

    $7,50053 Days on yellowkey   MLS ID: O6411481

    REDUCED by $500 (6.3%) on 07/07/2026

    For RENT O6411481 - 7759 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 6   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5174
       Built: 2018
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $41 (change assumption)
    Mortgage ($41)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 1944 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $2,70016 Days on yellowkey   MLS ID: O6421978

    For RENT O6421978 - 1944 PORTCASTLE CIR, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 2006
    Community: Stone Crk A-1 & A-2
    Single Family


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15006 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,35027 Days on yellowkey   MLS ID: O6419493

    0 Days Off yellowkey (back on 7/6/2026)

    For RENT O6419493 - 15006 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2450
       Built: 2024
    Community: Harvest/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


  • 13891 TITLE WAY, WINTER GARDEN, FL 34787

    $2,85040 Days on yellowkey   MLS ID: S5151841

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $150 (5.0%) on 06/24/2026

    For RENT S5151841 - 13891 TITLE WAY, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2022
    Community: Storey Grove
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17119 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $3,00017 Days on yellowkey   MLS ID: O6422443

    For RENT O6422443 - 17119 QUICKSILVER AVE, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Community: Waterside On Johns Lake - Phase 2C
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9240 WOODCRANE DR, WINTER GARDEN, FL 34787

    $4,799107 Days on yellowkey   MLS ID: O6396748

    REDUCED by $700 (12.7%) on 06/09/2026

    For RENT O6396748 - 9240 WOODCRANE DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3760
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $26 (change assumption)
    Mortgage ($26)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 450 WINTER GROVE BLVD, WINTER GARDEN, FL 34787

    $6,00020 Days on yellowkey   MLS ID: O6418449

    For RENT O6418449 - 450 WINTER GROVE BLVD, WINTER GARDEN, FL 34787 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4272
       Built: 2026
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $33 (change assumption)
    Mortgage ($33)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15010 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,200166 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


  • 15142 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787

    $3,35021 Days on yellowkey   MLS ID: O6421619

    For RENT O6421619 - 15142 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1886
       Built: 2004
    Community: Stoneybrook West
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9350 WOODCRANE DR, WINTER GARDEN, FL 34787

    $3,00021 Days on yellowkey   MLS ID: O6420106

    For RENT O6420106 - 9350 WOODCRANE DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2015
    Community: Watermark Ph 1B
    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

    $3,10044 Days on yellowkey   MLS ID: O6414717

    0 Days Off yellowkey (back on 7/1/2026)

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

    For RENT O6414717 - 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 20 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


  • 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $2,85036 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


  • 1237 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $3,20050 Days on yellowkey   MLS ID: O6412807

    0 Days Off yellowkey (back on 6/30/2026)

    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


  • 2081 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $2,80028 Days on yellowkey   MLS ID: O6419740

    For RENT O6419740 - 2081 STANDING ROCK CIR, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 2019
    Community: Oakland Trails
    Single Family


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


    Taxes:

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $4,00030 Days on yellowkey   MLS ID: S5152340

    0 Days Off yellowkey (back on 6/28/2026)

    For RENT S5152340 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Community: Waterleigh Ph 2B
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $2,80025 Days on yellowkey   MLS ID: O6416439

    For RENT O6416439 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023
    Community: Loveless J S Add 01
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14582 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $4,50048 Days on yellowkey   MLS ID: O6413688

    0 Days Off yellowkey (back on 6/26/2026)

    For RENT O6413688 - 14582 OLD THICKET TRCE, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3175
       Built: 2006
    Community: Signature Lakes Prcl 01C
    Single Family


    Estimated Monthly Payment: $25 (change assumption)
    Mortgage ($25)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,000257 Days on yellowkey   MLS ID: O6358862

    INCREASED by $300 (6.4%) on 06/25/2026

    For RENT O6358862 - 16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3743
       Built: 2023
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $27 (change assumption)
    Mortgage ($27)


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Rent?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for rent in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.