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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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  • 16509 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $414,99012 Days on yellowkey   MLS ID: O6420095

    REDUCED by $32,510 (7.3%) on 07/02/2026

    For Sale O6420095 - 16509 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $208
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,601 (change assumption)
    Mortgage ($2,274) + Fees ($208) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16558 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $464,99012 Days on yellowkey   MLS ID: O6420061

    REDUCED by $5,510 (1.2%) on 07/02/2026

    For Sale O6420061 - 16558 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,870 (change assumption)
    Mortgage ($2,548) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99012 Days on yellowkey   MLS ID: O6419923

    REDUCED by $15,000 (1.6%) on 07/02/2026

    For Sale O6419923 - 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,305 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $539,990228 Days on yellowkey   MLS ID: O6362478

    REDUCED by $7,000 (1.3%) on 07/02/2026

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

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,959) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $594,990162 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 07/02/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($3,260) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $539,990207 Days on yellowkey   MLS ID: O6367156

    REDUCED by $7,000 (1.3%) on 07/02/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,959) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13158 BOUNTY AVE, WINTER GARDEN, FL 34787

    $395,0006 Days on yellowkey   MLS ID: O6421321

    For Sale O6421321 - 13158 BOUNTY AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2023
    Monthly Fee: $257
       Tax: $5,577 (2025)
    Community: Waterleigh Ph 4A
    Townhouse


    Estimated Monthly Payment: $2,886 (change assumption)
    Mortgage ($2,164) + Fees ($257) + Taxes in 2025 ($465)


    Taxes:$5,577

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $595,000175 Days on yellowkey   MLS ID: O6373345

    REDUCED by $10,500 (1.7%) on 07/01/2026

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

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2023
    Monthly Fee: $268
       Tax: $8,487 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,235 (change assumption)
    Mortgage ($3,260) + Fees ($268) + Taxes in 2024 ($707)


    Taxes:$8,487

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90033 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $765,000174 Days on yellowkey   MLS ID: O6373845

    REDUCED by $30,000 (3.8%) on 07/01/2026

    For Sale O6373845 - 9611 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $260
       Tax: $11,300 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,192) + Fees ($260) + Taxes in 2025 ($942)


    Taxes:$11,300

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,000110 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,99061 Days on yellowkey   MLS ID: O6405480

    REDUCED by $25,000 (1.8%) on 06/30/2026

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $999,00072 Days on yellowkey   MLS ID: O6402434

    REDUCED by $26,000 (2.5%) on 06/18/2026

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,386 (change assumption)
    Mortgage ($5,474) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9976 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,274,0008 Days on yellowkey   MLS ID: O6420960

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6420960 - 9976 BEACH PORT DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $260
       Tax: $11,868 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($6,981) + Fees ($260) + Taxes in 2025 ($989)


    Taxes:$11,868

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16754 OAKBORO ST, WINTER GARDEN, FL 34787

    $529,00061 Days on yellowkey   MLS ID: O6404652

    REDUCED by $6,000 (1.1%) on 06/25/2026

    For Sale O6404652 - 16754 OAKBORO ST, WINTER GARDEN, FL 34787 85 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $254
       Tax: $8,808 (2025)
    Community: Waterleigh Ph 3B 3C 3D
    Single Family


    Estimated Monthly Payment: $3,887 (change assumption)
    Mortgage ($2,899) + Fees ($254) + Taxes in 2025 ($734)


    Taxes:$8,808

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $595,00046 Days on yellowkey   MLS ID: O6408913

    REDUCED by $20,000 (3.3%) on 06/28/2026

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,260) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8807 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $780,00012 Days on yellowkey   MLS ID: O6419920

    For Sale O6419920 - 8807 SONOMA COAST DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2022
    Monthly Fee: $261
       Tax: $9,520 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,328 (change assumption)
    Mortgage ($4,274) + Fees ($261) + Taxes in 2025 ($793)


    Taxes:$9,520

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9506 BOLERO RD, WINTER GARDEN, FL 34787

    $749,00013 Days on yellowkey   MLS ID: O6419794

    For Sale O6419794 - 9506 BOLERO RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $267
       Tax: $6,938 (2025)
    Community: Waterleigh Ph 3A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,949 (change assumption)
    Mortgage ($4,104) + Fees ($267) + Taxes in 2025 ($578)


    Taxes:$6,938

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787

    $649,90019 Days on yellowkey   MLS ID: O6417701

    For Sale O6417701 - 16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2017
    Monthly Fee: $342
       Tax: $6,366 (2025)
    Community: Waterleigh Ph 1C
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($3,561) + Fees ($342) + Taxes in 2025 ($530)


    Taxes:$6,366

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $729,900101 Days on yellowkey   MLS ID: O6394192

    REDUCED by $10,000 (1.4%) on 06/27/2026

    For Sale O6394192 - 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $295
       Tax: $3,196 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,561 (change assumption)
    Mortgage ($3,999) + Fees ($295) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




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.