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Watermark Homes for Sale in Winter Garden - 15 homes

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

Location: Watermark, Winter Garden

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  • 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $475,00033 Days on yellowkey   MLS ID: O6391856

    For Sale O6391856 - 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2016
    Monthly Fee: $148
       Tax: $657 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,603) + Fees ($148) + Taxes in 2025 ($55)


    Taxes:$657

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $750,00017 Days on yellowkey   MLS ID: O6397917

    For Sale O6397917 - 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2507
       Built: 2017
    Monthly Fee: $164
       Tax: $6,475 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $4,813 (change assumption)
    Mortgage ($4,109) + Fees ($164) + Taxes in 2025 ($540)


    Taxes:$6,475

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $950,00058 Days on yellowkey   MLS ID: O6386394

    REDUCED by $15,000 (1.6%) on 04/16/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,353 (change assumption)
    Mortgage ($5,205) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,0002 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $500,00027 Days on yellowkey   MLS ID: O6395116

    For Sale O6395116 - 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $164
       Tax: $4,822 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,305 (change assumption)
    Mortgage ($2,740) + Fees ($164) + Taxes in 2025 ($402)


    Taxes:$4,822

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787

    $415,00072 Days on yellowkey   MLS ID: O6378685

    For Sale O6378685 - 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1789
       Built: 2019
    Monthly Fee: $241
       Tax: $3,914 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $2,841 (change assumption)
    Mortgage ($2,274) + Fees ($241) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14971 APOLLO BOND DR, WINTER GARDEN, FL 34787

    $414,900250 Days on yellowkey   MLS ID: O6337468

    For Sale O6337468 - 14971 APOLLO BOND DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 2019
    Monthly Fee: $253
       Tax: $6,577 (2025)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $3,074 (change assumption)
    Mortgage ($2,273) + Fees ($253) + Taxes in 2025 ($548)


    Taxes:$6,577

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787

    $890,000101 Days on yellowkey   MLS ID: G5106818

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale G5106818 - 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2016   Tax: $10,465 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $5,749 (change assumption)
    Mortgage ($4,877) + Taxes in 2024 ($872)


    Taxes:$10,465

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $535,00082 Days on yellowkey   MLS ID: S5142809

    REDUCED by $10,000 (1.8%) on 04/19/2026

    For Sale S5142809 - 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2303
       Built: 2018
    Monthly Fee: $245
       Tax: $7,328 (2024)
    Community: Watermark
    Townhouse


    Estimated Monthly Payment: $3,787 (change assumption)
    Mortgage ($2,931) + Fees ($245) + Taxes in 2024 ($611)


    Taxes:$7,328

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000158 Days on yellowkey   MLS ID: O6361968

    5 Days Off yellowkey (back on 4/2/2026)

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,736 (change assumption)
    Mortgage ($6,411) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $505,00042 Days on yellowkey   MLS ID: O6391117

    For Sale O6391117 - 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $7,996 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,592 (change assumption)
    Mortgage ($2,767) + Fees ($159) + Taxes in 2025 ($666)


    Taxes:$7,996

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14735 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $719,90037 Days on yellowkey   MLS ID: O6392489

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale O6392489 - 14735 SETON CREEK BLVD, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2665
       Built: 2018
    Monthly Fee: $170
       Tax: $6,629 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $4,667 (change assumption)
    Mortgage ($3,945) + Fees ($170) + Taxes in 2025 ($552)


    Taxes:$6,629

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,00073 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000136 Days on yellowkey   MLS ID: O6366636

    For Sale O6366636 - 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3291
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $5,479 (change assumption)
    Mortgage ($5,479)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14602 WINTER STAY DR, WINTER GARDEN, FL 34787

    $780,000416 Days on yellowkey   MLS ID: O6287859

    For Sale O6287859 - 14602 WINTER STAY DR, WINTER GARDEN, FL 34787 93 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3433
       Built: 2017
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $4,274 (change assumption)
    Mortgage ($4,274)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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

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