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Winter Garden Apartments for Rent - 177 rentals

Winter Garden rentals are located in Orange County, Florida. Find apartments in Winter Garden for rent with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden apartments.

Location: Winter Garden

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  • 15883 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $2,9501 Day on yellowkey   MLS ID: O6416421

    For RENT O6416421 - 15883 TOLLINGTON ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2023
    Community: Encore/Ovation Ph 4B Sec 19
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787

    $3,9002 Days on yellowkey   MLS ID: O6410954

    For RENT O6410954 - 14787 OLD THICKET TRCE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3537
       Built: 2006
    Community: Signature Lakes Prcl 01C
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 1122 PRIORY CIR, WINTER GARDEN, FL 34787

    $2,6002 Days on yellowkey   MLS ID: O6416137

    For RENT O6416137 - 1122 PRIORY CIR, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2008
    Community: Stoneybrook West Unit 8
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 417 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787

    $1,7001 Day on yellowkey   MLS ID: S5151779

    For RENT S5151779 - 417 SOUTHERN PECAN CIR #207, WINTER GARDEN, FL 34787 19 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 942
       Built: 2005
    Community: Southern Pines Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9 (change assumption)
    Mortgage ($9)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 4976 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $3,1005 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


  • 7827 SKIING WAY, WINTER GARDEN, FL 34787

    $15,0005 Days on yellowkey   MLS ID: O6414742

    For RENT O6414742 - 7827 SKIING WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 6.0   Gar: 4
    Liv Area Sq Ft: 5564
       Built: 2018
    Community: Isles Of Lake Hancock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $82 (change assumption)
    Mortgage ($82)


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 13881 EASDALE ALY, WINTER GARDEN, FL 34787

    $2,7509 Days on yellowkey   MLS ID: O6413642

    REDUCED by $50 (1.8%) on 06/12/2026

    For RENT O6413642 - 13881 EASDALE ALY, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2024
    Community: Westhaven/Ovation
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787

    $4,8001 Day on yellowkey   MLS ID: O6416285

    For RENT O6416285 - 16718 RUSTY ANCHOR RD, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3597
       Built: 2020
    Community: Waterside/Johns Lk-Ph 1
    Single Family


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year:

    Middle School: Hamlin Middle


  • 417 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787

    $1,99540 Days on yellowkey   MLS ID: O6403943

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $50 (2.4%) on 05/20/2026

    For RENT O6403943 - 417 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1264
       Built: 2005
    Community: Southern Pines Condos
    Condo


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 17332 SWEET MORO DR, WINTER GARDEN, FL 34787

    $2,7002 Days on yellowkey   MLS ID: S5151783

    For RENT S5151783 - 17332 SWEET MORO DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 2024
    Community: Northlake At Ovation
    Townhouse


    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


  • 304 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787

    $2,0002 Days on yellowkey   MLS ID: S5151743

    For RENT S5151743 - 304 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787 13 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1264
       Built: 2005
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787

    $3,20033 Days on yellowkey   MLS ID: O6406661

    0 Days Off yellowkey (back on 6/11/2026)

    For RENT O6406661 - 14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2014
    Community: Summerlake Pd Ph 1B Rep
    Single Family


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


    Taxes:

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 1309 CARDINAL LN, WINTER GARDEN, FL 34787

    $1,8001 Day on yellowkey   MLS ID: O6415363

    For RENT O6415363 - 1309 CARDINAL LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 984
       Built: 1989
    Community: Westside Twnhms Ph 03
    Single Family


    Estimated Monthly Payment: $10 (change assumption)
    Mortgage ($10)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 15179 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $3,2002 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


  • 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787

    $1,99936 Days on yellowkey   MLS ID: O6406385

    REDUCED by $160 (7.4%) on 06/10/2026

    For RENT O6406385 - 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787 19 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1236
       Built: 2005
    Community: Daniels Lndg A-J
    Townhouse


    Estimated Monthly Payment: $11 (change assumption)
    Mortgage ($11)


    Taxes:

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year:

    Middle School: SunRidge Middle


  • 2031 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $3,6959 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: $20 (change assumption)
    Mortgage ($20)


    Taxes:

    Elementary School: Lake Whitney Elem

    High School: Windermere High School

    Tax Year:

    Middle School: SunRidge Middle


  • 6713 MARMALADE ALY, WINTER GARDEN, FL 34787

    $3,35028 Days on yellowkey   MLS ID: O6408551

    For RENT O6408551 - 6713 MARMALADE ALY, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2018
    Community: Hamlin Reserve 1St Amd
    Townhouse


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


    Taxes:

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 6331 BREEZE FILLED LN, WINTER GARDEN, FL 34787

    $2,65036 Days on yellowkey   MLS ID: O6406244

    0 Days Off yellowkey (back on 6/11/2026)

    For RENT O6406244 - 6331 BREEZE FILLED LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2025
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Hamlin Middle


  • 7148 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $3,4002 Days on yellowkey   MLS ID: O6413074

    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


  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $3,29962 Days on yellowkey   MLS ID: O6398382

    REDUCED by $200 (5.7%) on 06/11/2026

    For RENT O6398382 - 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2017
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Winter Garden Apartments for Rent and Other Winter Garden Rentals?

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