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Winter Garden Homes For Sale & Real Estate - 683 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 13335 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $428,00016 Days on yellowkey   MLS ID: G5110385

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale G5110385 - 13335 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $240

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,585 (change assumption)
    Mortgage ($2,345) + Fees ($240) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $550,000398 Days on yellowkey   MLS ID: O6289752

    For Sale O6289752 - 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2017
    Monthly Fee: $180
       Tax: $5,147 (2024)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,623 (change assumption)
    Mortgage ($3,014) + Fees ($180) + Taxes in 2024 ($429)


    Taxes:$5,147

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $760,00045 Days on yellowkey   MLS ID: O6386488

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6386488 - 9459 JAYWOOD RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $261
       Tax: $6,669 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $4,981 (change assumption)
    Mortgage ($4,164) + Fees ($261) + Taxes in 2025 ($556)


    Taxes:$6,669

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990202 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787

    $259,90021 Days on yellowkey   MLS ID: S5144851

    For Sale S5144851 - 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787 18 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 966
       Built: 2005
    Monthly Fee: $343
       Tax: $2,537 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,424) + Fees ($343) + Taxes in 2024 ($211)


    Taxes:$2,537

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $554,990104 Days on yellowkey   MLS ID: O6370363

    For Sale O6370363 - 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,041) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,115,00070 Days on yellowkey   MLS ID: O6379346

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,267 (change assumption)
    Mortgage ($6,109) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,100,00072 Days on yellowkey   MLS ID: G5107680

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,712 (change assumption)
    Mortgage ($6,027) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13953 EASDALE ALY, WINTER GARDEN, FL 34787

    $509,90064 Days on yellowkey   MLS ID: O6381882

    For Sale O6381882 - 13953 EASDALE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1770
       Built: 2024
    Monthly Fee: $149
       Tax: $5,696 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,794) + Fees ($149) + Taxes in 2025 ($475)


    Taxes:$5,696

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10089 SALT POINT DR, WINTER GARDEN, FL 34787

    $475,00017 Days on yellowkey   MLS ID: O6392385

    For Sale O6392385 - 10089 SALT POINT DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1654
       Built: 2022
    Monthly Fee: $260
       Tax: $6,886 (2025)
    Community: Waterleigh Ph 2E
    Townhouse


    Estimated Monthly Payment: $3,437 (change assumption)
    Mortgage ($2,603) + Fees ($260) + Taxes in 2025 ($574)


    Taxes:$6,886

    Elementary School: Avalon Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #2138, WINTER GARDEN, FL 34787

    $190,00071 Days on yellowkey   MLS ID: O6379849

    For Sale O6379849 - 14501 GROVE RESORT AVE #2138, WINTER GARDEN, FL 34787 61 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $889
       Tax: $8,154 (2024)
    Community: Grove Resort And Spa Hotel Condominium U
    Condo


    Estimated Monthly Payment: $2,610 (change assumption)
    Mortgage ($1,041) + Fees ($889) + Taxes in 2024 ($680)


    Taxes:$8,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $806,80187 Days on yellowkey   MLS ID: O6375011

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6375011 - 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,785 (change assumption)
    Mortgage ($4,421) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $814,56698 Days on yellowkey   MLS ID: O6372260

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6372260 - 11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $249
       Tax: $1,989 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,878 (change assumption)
    Mortgage ($4,463) + Fees ($249) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $849,99017 Days on yellowkey   MLS ID: O6394850

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,753 (change assumption)
    Mortgage ($4,657) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $730,00017 Days on yellowkey   MLS ID: O6394219

    For Sale O6394219 - 5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2477
       Built: 2023
    Monthly Fee: $165
       Tax: $9,345 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,000) + Fees ($165) + Taxes in 2025 ($779)


    Taxes:$9,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $459,900251 Days on yellowkey   MLS ID: O6331200

    2 Days Off yellowkey (back on 12/19/2025)

    For Sale O6331200 - 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1644
       Built: 2024
    Monthly Fee: $225
       Tax: $954 (2024)
    Community: Hamlin Rdg
    Townhouse


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,520) + Fees ($225) + Taxes in 2024 ($80)


    Taxes:$954

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13732 FRESH IVY ST, WINTER GARDEN, FL 34787

    $580,000240 Days on yellowkey   MLS ID: O6337004

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6337004 - 13732 FRESH IVY ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1889
       Built: 2024
    Monthly Fee: $544
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $3,904 (change assumption)
    Mortgage ($3,178) + Fees ($544) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $875,00033 Days on yellowkey   MLS ID: O6390742

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale O6390742 - 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3032
       Built: 2015
    Monthly Fee: $184
       Tax: $6,702 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($4,794) + Fees ($184) + Taxes in 2025 ($559)


    Taxes:$6,702

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787

    $969,00078 Days on yellowkey   MLS ID: O6377688

    For Sale O6377688 - 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3787
       Built: 2024
    Monthly Fee: $85
       Tax: $2,836 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,631 (change assumption)
    Mortgage ($5,309) + Fees ($85) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $875,00044 Days on yellowkey   MLS ID: S5144953

    For Sale S5144953 - 9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2923
       Built: 2024
    Monthly Fee: $85

    Community: Summerlake Reserve
    Single Family


    Estimated Monthly Payment: $4,879 (change assumption)
    Mortgage ($4,794) + Fees ($85) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.