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Waterleigh Homes for Sale in Winter Garden - 94 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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  • 16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $470,50024 Days on yellowkey   MLS ID: O6409798

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6409798 - 16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,902 (change assumption)
    Mortgage ($2,578) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $560,000216 Days on yellowkey   MLS ID: O6357599

    REDUCED by $20,000 (3.4%) on 05/21/2026

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $529,999139 Days on yellowkey   MLS ID: NS1087076

    1 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $38,001 (6.7%) on 05/02/2026

    For Sale NS1087076 - 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2024
    Monthly Fee: $291
       Tax: $2,273 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2024 ($189)


    Taxes:$2,273

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $679,00038 Days on yellowkey   MLS ID: O6404599

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $10,000 (1.5%) on 05/11/2026

    For Sale O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $250
       Tax: $9,595 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $4,770 (change assumption)
    Mortgage ($3,720) + Fees ($250) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $459,99030 Days on yellowkey   MLS ID: O6408256

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6408256 - 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $250
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,520) + Fees ($250) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $781,18626 Days on yellowkey   MLS ID: O6407993

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6407993 - 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($4,280) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $870,33139 Days on yellowkey   MLS ID: O6405351

    2 Days Off yellowkey (back on 5/19/2026)

    For Sale O6405351 - 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,135 (change assumption)
    Mortgage ($4,769) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $559,990157 Days on yellowkey   MLS ID: O6372242

    2 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $10,000 (1.8%) on 05/14/2026

    For Sale O6372242 - 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($3,068) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $849,99061 Days on yellowkey   MLS ID: O6399115

    2 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $16,821 (1.9%) on 04/22/2026

    For Sale O6399115 - 11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,022 (change assumption)
    Mortgage ($4,657) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $469,90081 Days on yellowkey   MLS ID: O6393056

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $100 (0.0%) on 04/27/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9549 BOLERO RD, WINTER GARDEN, FL 34787

    $997,000285 Days on yellowkey   MLS ID: O6340193

    2 Days Off yellowkey (back on 5/17/2026)

    For Sale O6340193 - 9549 BOLERO RD, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $271
       Tax: $13,484 (2024)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $6,858 (change assumption)
    Mortgage ($5,463) + Fees ($271) + Taxes in 2024 ($1,124)


    Taxes:$13,484

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787

    $489,00029 Days on yellowkey   MLS ID: S5150019

    For Sale S5150019 - 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2020
    Monthly Fee: $257
       Tax: $7,221 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,538 (change assumption)
    Mortgage ($2,679) + Fees ($257) + Taxes in 2025 ($602)


    Taxes:$7,221

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $574,99031 Days on yellowkey   MLS ID: O6407942

    For Sale O6407942 - 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2040
       Built: 2018
    Monthly Fee: $342
       Tax: $8,434 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,195 (change assumption)
    Mortgage ($3,151) + Fees ($342) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


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

    $468,150134 Days on yellowkey   MLS ID: S5142815

    REDUCED by $1,850 (0.4%) on 05/14/2026

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $262
       Tax: $5,902 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,319 (change assumption)
    Mortgage ($2,565) + Fees ($262) + Taxes in 2025 ($492)


    Taxes:$5,902

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $759,00063 Days on yellowkey   MLS ID: S5147252

    REDUCED by $40,000 (5.0%) on 05/06/2026

    For Sale S5147252 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Monthly Fee: $245
       Tax: $7,456 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $5,025 (change assumption)
    Mortgage ($4,159) + Fees ($245) + Taxes in 2025 ($621)


    Taxes:$7,456

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16760 HARPER COVE DR, WINTER GARDEN, FL 34787

    $700,00046 Days on yellowkey   MLS ID: O6403109

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403109 - 16760 HARPER COVE DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2019
    Monthly Fee: $255
       Tax: $3,627 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $4,393 (change assumption)
    Mortgage ($3,836) + Fees ($255) + Taxes in 2025 ($302)


    Taxes:$3,627

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 18167 CIDER MILL LN, WINTER GARDEN, FL 34787

    $469,990107 Days on yellowkey   MLS ID: O6386278

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $5,000 (1.1%) on 04/22/2026

    For Sale O6386278 - 18167 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,575) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18191 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99060 Days on yellowkey   MLS ID: O6399312

    2 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $5,510 (1.2%) on 04/30/2026

    For Sale O6399312 - 18191 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $190
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,548) + Fees ($190) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,00042 Days on yellowkey   MLS ID: O6404448

    For Sale O6404448 - 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2018
    Monthly Fee: $257
       Tax: $9,371 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($781)


    Taxes:$9,371

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $819,10640 Days on yellowkey   MLS ID: O6405126

    REDUCED by $175 (0.0%) on 05/11/2026

    For Sale O6405126 - 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,853 (change assumption)
    Mortgage ($4,488) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.