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Winter Garden Single Family Homes For Sale - 550 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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  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $610,000100 Days on yellowkey   MLS ID: O6373345

    For Sale O6373345 - 16031 SCARPETTA ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2474
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,342 (change assumption)
    Mortgage ($3,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16545 BROADWATER AVE, WINTER GARDEN, FL 34787

    $854,90044 Days on yellowkey   MLS ID: O6389243

    For Sale O6389243 - 16545 BROADWATER AVE, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3036
       Built: 2017
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $4,684 (change assumption)
    Mortgage ($4,684)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787

    $599,900275 Days on yellowkey   MLS ID: TB8409266

    For Sale TB8409266 - 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2455
       Built: 2003
    Community: Tuscany Ph 02
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1419 HUNTERMAN LN, WINTER GARDEN, FL 34787

    $479,90042 Days on yellowkey   MLS ID: O6390064

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale O6390064 - 1419 HUNTERMAN LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2840
       Built: 2005
    Community: Chapin Station A
    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,630)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $615,99036 Days on yellowkey   MLS ID: G5109790

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109790 - 7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2520
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,375 (change assumption)
    Mortgage ($3,375)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1674 VICTORIA WAY, WINTER GARDEN, FL 34787

    $674,990173 Days on yellowkey   MLS ID: O6357191

    For Sale O6357191 - 1674 VICTORIA WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2239
       Built: 1992
    Community: Tuscany
    Single Family


    Estimated Monthly Payment: $3,698 (change assumption)
    Mortgage ($3,698)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7189 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $609,99998 Days on yellowkey   MLS ID: O6373509

    For Sale O6373509 - 7189 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2138
       Built: 2018
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,342 (change assumption)
    Mortgage ($3,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11021 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $632,00054 Days on yellowkey   MLS ID: O6379924

    For Sale O6379924 - 11021 BOSTWICK ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2474
       Built: 2022
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,463)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1751 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $715,00063 Days on yellowkey   MLS ID: O6383337

    For Sale O6383337 - 1751 HIGHBANKS CIR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2037
       Built: 2019
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $3,918 (change assumption)
    Mortgage ($3,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787

    $540,00093 Days on yellowkey   MLS ID: O6375296

    For Sale O6375296 - 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2365
       Built: 2007
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $2,959 (change assumption)
    Mortgage ($2,959)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8216 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787

    $489,00099 Days on yellowkey   MLS ID: O6370636

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale O6370636 - 8216 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1765
       Built: 2018
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $2,679 (change assumption)
    Mortgage ($2,679)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $569,000142 Days on yellowkey   MLS ID: O6363957

    For Sale O6363957 - 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2096
       Built: 2024
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($3,118)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17446 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $723,20036 Days on yellowkey   MLS ID: G5109788

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109788 - 17446 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2688
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($3,963)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17090 HAGGERTY HOLLOW EST, WINTER GARDEN, FL 34787

    $1,130,98736 Days on yellowkey   MLS ID: G5109783

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109783 - 17090 HAGGERTY HOLLOW EST, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 3412
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $6,197 (change assumption)
    Mortgage ($6,197)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17440 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $688,32436 Days on yellowkey   MLS ID: G5109764

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109764 - 17440 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2235
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,772 (change assumption)
    Mortgage ($3,772)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13041 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $614,990144 Days on yellowkey   MLS ID: G5105041

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5105041 - 13041 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2078
       Built: 2025
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,370 (change assumption)
    Mortgage ($3,370)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5391 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $1,049,900272 Days on yellowkey   MLS ID: O6329158

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale O6329158 - 5391 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 4124
       Built: 2021
    Community: Wincey Groves Phase 2
    Single Family


    Estimated Monthly Payment: $5,753 (change assumption)
    Mortgage ($5,753)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 18041 CIDER MILL LN, WINTER GARDEN, FL 34787

    $833,19169 Days on yellowkey   MLS ID: O6382386

    For Sale O6382386 - 18041 CIDER MILL LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3225
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,565 (change assumption)
    Mortgage ($4,565)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11211 HOLLOW BAY CT, WINTER GARDEN, FL 34787

    $959,741105 Days on yellowkey   MLS ID: O6372286

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

    For Sale O6372286 - 11211 HOLLOW BAY CT, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3225
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,259 (change assumption)
    Mortgage ($5,259)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $310,000   MLS ID: O6371413

    For Sale O6371413 - 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1326
       Built: 1999
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $1,699 (change assumption)
    Mortgage ($1,699)


    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.