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Winter Garden Single Family Homes For Sale - 520 homes

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

Location: Winter Garden

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  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $729,90047 Days on yellowkey   MLS ID: O6386199

    REDUCED by $20,000 (2.7%) on 04/01/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,885 (change assumption)
    Mortgage ($3,999) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2425 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $680,00081 Days on yellowkey   MLS ID: O6376886

    0 Days Off yellowkey (back on 4/1/2026)

    For Sale O6376886 - 2425 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3524
       Built: 2003
    Monthly Fee: $83
       Tax: $8,317 (2024)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $4,502 (change assumption)
    Mortgage ($3,726) + Fees ($83) + Taxes in 2024 ($693)


    Taxes:$8,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $685,00044 Days on yellowkey   MLS ID: O6386748

    REDUCED by $14,000 (2.0%) on 04/01/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,387 (change assumption)
    Mortgage ($3,753) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1001 VINSETTA CIR, WINTER GARDEN, FL 34787

    $870,00028 Days on yellowkey   MLS ID: O6392172

    1 Days Off yellowkey (back on 4/1/2026)

    For Sale O6392172 - 1001 VINSETTA CIR, WINTER GARDEN, FL 34787 57 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3988
       Built: 2015
    Monthly Fee: $108
       Tax: $6,896 (2025)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $5,450 (change assumption)
    Mortgage ($4,767) + Fees ($108) + Taxes in 2025 ($575)


    Taxes:$6,896

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99017 Days on yellowkey   MLS ID: G5110387

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

    For Sale G5110387 - 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($3,145) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $550,000399 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

    $760,00046 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

    $899,990203 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


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $554,990105 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

    $1,115,00071 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

    $1,100,00073 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


  • 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $806,80188 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

    $814,56699 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


  • 5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $730,00018 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


  • 13732 FRESH IVY ST, WINTER GARDEN, FL 34787

    $580,000241 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

    $875,00034 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

    $969,00079 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


  • 7630 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $555,00021 Days on yellowkey   MLS ID: O6393483

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

    For Sale O6393483 - 7630 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 97 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2520
       Built: 2016
    Monthly Fee: $252
       Tax: $8,021 (2025)
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $3,961 (change assumption)
    Mortgage ($3,041) + Fees ($252) + Taxes in 2025 ($668)


    Taxes:$8,021

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 422 CHARLOTTE ST, WINTER GARDEN, FL 34787

    $303,00057 Days on yellowkey   MLS ID: O6383783

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

    For Sale O6383783 - 422 CHARLOTTE ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 858
       Built: 1954   Tax: $3,076 (2024)
    Community: East Garden Manor First Add
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,660) + Taxes in 2024 ($256)


    Taxes:$3,076

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15309 HONEYBELL DR, WINTER GARDEN, FL 34787

    $775,000134 Days on yellowkey   MLS ID: O6363784

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6363784 - 15309 HONEYBELL DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3094
       Built: 2016
    Monthly Fee: $134
       Tax: $5,867 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,869 (change assumption)
    Mortgage ($4,246) + Fees ($134) + Taxes in 2025 ($489)


    Taxes:$5,867

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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

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 sale 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.