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Winter Garden Single Family Homes For Sale - 515 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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  • 5391 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $1,049,900265 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

    $833,19162 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


  • 18029 CIDER MILL LN, WINTER GARDEN, FL 34787

    $731,86662 Days on yellowkey   MLS ID: O6382363

    For Sale O6382363 - 18029 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2113
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,010 (change assumption)
    Mortgage ($4,010)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11223 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $829,73662 Days on yellowkey   MLS ID: O6382359

    For Sale O6382359 - 11223 HOLLOW BAY DR, WINTER GARDEN, FL 34787 10 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2866
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,546 (change assumption)
    Mortgage ($4,546)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $648,07580 Days on yellowkey   MLS ID: O6376919

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2489
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($3,551)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $590,70087 Days on yellowkey   MLS ID: O6374947

    For Sale O6374947 - 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2027
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,237 (change assumption)
    Mortgage ($3,237)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11211 HOLLOW BAY CT, WINTER GARDEN, FL 34787

    $959,74198 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


  • 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $587,79598 Days on yellowkey   MLS ID: O6372242

    For Sale O6372242 - 16809 HOBE SOUND 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: $3,221 (change assumption)
    Mortgage ($3,221)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $799,990   MLS ID: S5144786

    For Sale S5144786 - 13386 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2856
       Built: 2026
    Community: Serenade At Ovation
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $549,990   MLS ID: O6387508

    For Sale O6387508 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2042
       Built: 2020
    Community: Storey Grove Ph 2
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    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


  • 330 E STORY RD, WINTER GARDEN, FL 34787

    $285,000   MLS ID: O6374976

    For Sale O6374976 - 330 E STORY RD, WINTER GARDEN, FL 34787 21 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 760
       Built: 1950
    Community: Solomon Sub
    Single Family


    Estimated Monthly Payment: $1,562 (change assumption)
    Mortgage ($1,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15391 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $949,000   MLS ID: O6375228

    For Sale O6375228 - 15391 LEBEAU LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3042
       Built: 2022
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $5,200 (change assumption)
    Mortgage ($5,200)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15533 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $495,900   MLS ID: O6387747

    For Sale O6387747 - 15533 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1765
       Built: 2017
    Community: Summerlake Groves
    Single Family


    Estimated Monthly Payment: $2,717 (change assumption)
    Mortgage ($2,717)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12272 BRACCO ST, WINTER GARDEN, FL 34787

    $489,000   MLS ID: O6304944

    For Sale O6304944 - 12272 BRACCO ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1788
       Built: 2024
    Community: Highland Rdg Ph 2
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13184 DENDY WAY, WINTER GARDEN, FL 34787

    $664,000   MLS ID: O6384386

    For Sale O6384386 - 13184 DENDY WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2211
       Built: 2025
    Community: Horizon Isle
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $899,900   MLS ID: O6379591

    For Sale O6379591 - 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2214
       Built: 2023
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $4,931 (change assumption)
    Mortgage ($4,931)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $1,099,000   MLS ID: O6390518

    For Sale O6390518 - 14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4661
       Built: 2018
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $6,022 (change assumption)
    Mortgage ($6,022)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $799,000   MLS ID: S5141634

    For Sale S5141634 - 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3663
       Built: 2021
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $4,378 (change assumption)
    Mortgage ($4,378)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17347 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $549,990   MLS ID: O6300580

    For Sale O6300580 - 17347 BEACHGRASS ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1983
       Built: 2025
    Community: Lake Star At Ovation
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    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.