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Waterleigh Homes for Sale in Winter Garden - 84 homes

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

Location: Waterleigh, Winter Garden

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  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $760,00049 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


  • 10089 SALT POINT DR, WINTER GARDEN, FL 34787

    $475,00021 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


  • 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $806,80191 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

    $814,566102 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


  • 16136 WIND VIEW LN, WINTER GARDEN, FL 34787

    $609,000102 Days on yellowkey   MLS ID: O6372050

    For Sale O6372050 - 16136 WIND VIEW LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2291
       Built: 2016
    Monthly Fee: $341
       Tax: $92,223 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $11,363 (change assumption)
    Mortgage ($3,337) + Fees ($341) + Taxes in 2025 ($7,685)


    Taxes:$92,223

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $675,000204 Days on yellowkey   MLS ID: O6346538

    For Sale O6346538 - 8256 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2557
       Built: 2016
    Monthly Fee: $290
       Tax: $10,027 (2024)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,824 (change assumption)
    Mortgage ($3,699) + Fees ($290) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $572,555150 Days on yellowkey   MLS ID: O6362478

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,493 (change assumption)
    Mortgage ($3,137) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10241 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $795,00047 Days on yellowkey   MLS ID: O6387182

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

    For Sale O6387182 - 10241 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2840
       Built: 2019
    Monthly Fee: $256
       Tax: $9,877 (2024)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $5,435 (change assumption)
    Mortgage ($4,356) + Fees ($256) + Taxes in 2024 ($823)


    Taxes:$9,877

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16209 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $414,99525 Days on yellowkey   MLS ID: S5145675

    For Sale S5145675 - 16209 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1568
       Built: 2020
    Monthly Fee: $275
       Tax: $6,070 (2025)
    Community: Waterleigh
    Townhouse


    Estimated Monthly Payment: $3,055 (change assumption)
    Mortgage ($2,274) + Fees ($275) + Taxes in 2025 ($506)


    Taxes:$6,070

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $734,50077 Days on yellowkey   MLS ID: G5107610

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3278
       Built: 2015
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $4,025 (change assumption)
    Mortgage ($4,025)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $799,990242 Days on yellowkey   MLS ID: O6337905

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

    For Sale O6337905 - 11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787 10 photos

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


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17936 ADRIFT RD, WINTER GARDEN, FL 34787

    $725,00041 Days on yellowkey   MLS ID: TB8483039

    For Sale TB8483039 - 17936 ADRIFT RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2113
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,973 (change assumption)
    Mortgage ($3,973)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16857 HOBE SOUBND CT, WINTER GARDEN, FL 34787

    $564,990158 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


  • 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787

    $470,00079 Days on yellowkey   MLS ID: S5142815

    For Sale S5142815 - 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1705
       Built: 2020
    Community: Waterleigh Ph 3A
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $748,000382 Days on yellowkey   MLS ID: O6280496

    For Sale O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2931
       Built: 2023
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,099 (change assumption)
    Mortgage ($4,099)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16353 LAKELET ALY, WINTER GARDEN, FL 34787

    $444,990318 Days on yellowkey   MLS ID: O6316011

    For Sale O6316011 - 16353 LAKELET ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1567
       Built: 2025
    Community: Waterleigh
    Townhouse


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,438)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $610,00097 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


  • 11021 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $632,00051 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


  • 18041 CIDER MILL LN, WINTER GARDEN, FL 34787

    $833,19166 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

    $731,86666 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




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

Waterleigh 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 Waterleigh. You can use our website to view Multiple Listing Service (MLS) data on Waterleigh 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 Waterleigh. 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.