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Winter Garden Single Family Homes For Sale - 526 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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  • 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $591,830212 Days on yellowkey   MLS ID: G5102274

    1 Days Off yellowkey (back on 11/19/2025)

    For Sale G5102274 - 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2102
       Built: 2026
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,243)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5972 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $747,99062 Days on yellowkey   MLS ID: G5108237

    0 Days Off yellowkey (back on 2/15/2026)

    For Sale G5108237 - 5972 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2515
       Built: 2026
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($4,098)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $635,00059 Days on yellowkey   MLS ID: O6383728

    For Sale O6383728 - 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2445
       Built: 2025
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($3,479)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3383 CURRENT AVE, WINTER GARDEN, FL 34787

    $969,00066 Days on yellowkey   MLS ID: O6380748

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale O6380748 - 3383 CURRENT AVE, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3975
       Built: 2021
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $5,309 (change assumption)
    Mortgage ($5,309)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6421 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $539,90042 Days on yellowkey   MLS ID: O6386906

    1 Days Off yellowkey (back on 3/24/2026)

    For Sale O6386906 - 6421 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1863
       Built: 2006
    Community: Signature Lks-Pcl 01B
    Single Family


    Estimated Monthly Payment: $2,958 (change assumption)
    Mortgage ($2,958)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787

    $649,000138 Days on yellowkey   MLS ID: S5139023

    4 Days Off yellowkey (back on 3/24/2026)

    For Sale S5139023 - 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3638
       Built: 2016
    Community: Black Lake Preserve
    Single Family


    Estimated Monthly Payment: $3,556 (change assumption)
    Mortgage ($3,556)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $882,93226 Days on yellowkey   MLS ID: O6392975

    For Sale O6392975 - 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3101
       Built: 2026
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,838 (change assumption)
    Mortgage ($4,838)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16857 HOBE SOUBND CT, WINTER GARDEN, FL 34787

    $564,990156 Days on yellowkey   MLS ID: O6360518

    2 Days Off yellowkey (back on 3/24/2026)

    For Sale O6360518 - 16857 HOBE SOUBND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2216
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,096 (change assumption)
    Mortgage ($3,096)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15432 GILLIGAN CT, WINTER GARDEN, FL 34787

    $831,00028 Days on yellowkey   MLS ID: O6392254

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6392254 - 15432 GILLIGAN CT, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3267
       Built: 2021
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,553 (change assumption)
    Mortgage ($4,553)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12373 BRACCO ST #12373, WINTER GARDEN, FL 34787

    $500,000155 Days on yellowkey   MLS ID: O6360606

    For Sale O6360606 - 12373 BRACCO ST #12373, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2003
       Built: 2023
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,740)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3306 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $585,000226 Days on yellowkey   MLS ID: G5101402

    4 Days Off yellowkey (back on 3/23/2026)

    For Sale G5101402 - 3306 HANGING TIDE ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2894
       Built: 2022
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($3,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17341 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $469,990131 Days on yellowkey   MLS ID: O6365522

    4 Days Off yellowkey (back on 3/23/2026)

    For Sale O6365522 - 17341 BEACHGRASS ALY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1510
       Built: 2026
    Community: Lake Star At Ovation
    Single Family


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $899,000144 Days on yellowkey   MLS ID: O6363382

    For Sale O6363382 - 5217 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3144
       Built: 2023
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $4,926 (change assumption)
    Mortgage ($4,926)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $819,900449 Days on yellowkey   MLS ID: O6274785

    For Sale O6274785 - 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 86 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3801
       Built: 2006
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $4,492 (change assumption)
    Mortgage ($4,492)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5290 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $664,000162 Days on yellowkey   MLS ID: O6358664

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

    For Sale O6358664 - 5290 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2080
       Built: 2025
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,638 (change assumption)
    Mortgage ($3,638)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14602 WINTER STAY DR, WINTER GARDEN, FL 34787

    $780,000407 Days on yellowkey   MLS ID: O6287859

    For Sale O6287859 - 14602 WINTER STAY DR, WINTER GARDEN, FL 34787 93 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3433
       Built: 2017
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $4,274 (change assumption)
    Mortgage ($4,274)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $664,07559 Days on yellowkey   MLS ID: O6383550

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6383550 - 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,639 (change assumption)
    Mortgage ($3,639)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $800,000103 Days on yellowkey   MLS ID: O6370049

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3633
       Built: 2018
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $4,383 (change assumption)
    Mortgage ($4,383)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 337 SUNSET OAKS RD, WINTER GARDEN, FL 34787

    $599,90030 Days on yellowkey   MLS ID: O6391526

    0 Days Off yellowkey (back on 3/22/2026)

    For Sale O6391526 - 337 SUNSET OAKS RD, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2186
       Built: 2003
    Community: Winter Oaks
    Single Family


    Estimated Monthly Payment: $3,287 (change assumption)
    Mortgage ($3,287)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,398,50030 Days on yellowkey   MLS ID: O6391909

    For Sale O6391909 - 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3097
       Built: 2004
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $7,663 (change assumption)
    Mortgage ($7,663)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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.