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Winter Garden Apartments for Rent - 202 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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  • 14252 TITLE WAY, WINTER GARDEN, FL 34787

    $3,000Listed 07/23/2026 2:27PM   MLS ID: O6427693

    For RENT O6427693 - 14252 TITLE WAY, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2475
       Built: 2021
    Community: Storey Grove
    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


  • 14186 TITLE WAY, WINTER GARDEN, FL 34787

    $3,000Listed 07/23/2026 2:11PM   MLS ID: O6427672

    For RENT O6427672 - 14186 TITLE WAY, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2020
    Community: Storey Grove
    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


  • 7591 TANGERINE KNOLL LOOP, WINTER GARDEN, FL 34787

    $3,4501 Day on yellowkey   MLS ID: O6427588

    For RENT O6427588 - 7591 TANGERINE KNOLL LOOP, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2697
       Built: 2018
    Community: Sanctuary/Hamlin
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17143 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,0001 Day on yellowkey   MLS ID: O6427581

    For RENT O6427581 - 17143 BEACHGRASS ALY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15167 NEWTONIA ST, WINTER GARDEN, FL 34787

    $3,100Listed 07/23/2026 7:56PM   MLS ID: O6427490

    For RENT O6427490 - 15167 NEWTONIA ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2018
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


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


    Taxes:

    Elementary School: Atwater Bay Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 8 E CYPRESS ST, WINTER GARDEN, FL 34787

    $2,200Listed 07/23/2026 2:45PM   MLS ID: O6427158

    For RENT O6427158 - 8 E CYPRESS ST, WINTER GARDEN, FL 34787 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1957
    Community: Simmons Sub
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 15349 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $3,2007 Days on yellowkey   MLS ID: O6425756

    0 Days Off yellowkey (back on 7/23/2026)

    For RENT O6425756 - 15349 SHONAN GOLD DR, WINTER GARDEN, FL 34787 6 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2020

    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


  • 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $3,6004 Days on yellowkey   MLS ID: O6426380

    For RENT O6426380 - 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2025
    Community: Waterleigh Ph 5
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11056 GREAT ROCK ST, WINTER GARDEN, FL 34787

    $2,55059 Days on yellowkey   MLS ID: S5150368

    REDUCED by $100 (3.8%) on 06/15/2026

    For RENT S5150368 - 11056 GREAT ROCK ST, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2021
    Community: Waterleigh
    Spa: No

    Townhouse


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 17125 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $3,00016 Days on yellowkey   MLS ID: O6421323

    For RENT O6421323 - 17125 BEACHGRASS ALY, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2026

    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 10738 RHETT BUTLER ALY, WINTER GARDEN, FL 34787

    $2,7007 Days on yellowkey   MLS ID: S5153938

    0 Days Off yellowkey (back on 7/23/2026)

    For RENT S5153938 - 10738 RHETT BUTLER ALY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Community: Storey Grove Ph 4
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16331 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $5,0002 Days on yellowkey   MLS ID: O6427310

    0 Days Off yellowkey (back on 7/23/2026)

    For RENT O6427310 - 16331 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3424
       Built: 2023
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3425 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $5,60029 Days on yellowkey   MLS ID: O6419730

    0 Days Off yellowkey (back on 7/23/2026)

    For RENT O6419730 - 3425 TURNINGWIND LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3210
       Built: 2003
    Community: Windward Cay 48 125
    Spa: No

    Single Family


    Estimated Monthly Payment: $31 (change assumption)
    Mortgage ($31)


    Taxes:

    Elementary School: None

    High School: Windermere High School

    Tax Year:

    Middle School: None


  • 123 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $1,6501 Day on yellowkey   MLS ID: O6427304

    For RENT O6427304 - 123 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 14 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1066
       Built: 1947
    Community: Shadow Lawn
    Single Family


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


    Taxes:

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year:

    Middle School: Lakeview Middle


  • 15171 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $2,9501 Day on yellowkey   MLS ID: O6427348

    For RENT O6427348 - 15171 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1973
       Built: 2017
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


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


    Taxes:

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year:

    Middle School: Bridgewater Middle


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $3,5001 Day on yellowkey   MLS ID: S5154214

    For RENT S5154214 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 12 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2024
    Community: Harvest/Ovation
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $2,9002 Days on yellowkey   MLS ID: O6427276

    For RENT O6427276 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Community: Encore At Ovation
    Single Family


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


    Taxes:

    Elementary School: None

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring Middle


  • 211 N HIGHLAND AVE, WINTER GARDEN, FL 34787

    $2,1502 Days on yellowkey   MLS ID: O6427252

    For RENT O6427252 - 211 N HIGHLAND AVE, WINTER GARDEN, FL 34787 15 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 980
       Built: 1938
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $12 (change assumption)
    Mortgage ($12)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787

    $1,6504 Days on yellowkey   MLS ID: O6426302

    For RENT O6426302 - 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 838
       Built: 2005
    Community: Southern Pines Condo
    Spa: No

    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


  • 12438 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $3,8001 Day on yellowkey   MLS ID: O6422720

    For RENT O6422720 - 12438 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Community: Osprey Ranch - Phase 2 120/24 Lot 223
    Spa: No

    Single Family


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


    Taxes:

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year:

    Middle School: Water Spring 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.