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Winter Garden Homes For Sale & Real Estate - 708 homes

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

Location: Winter Garden

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  • 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $845,00026 Days on yellowkey   MLS ID: O6388630

    For Sale O6388630 - 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3866
       Built: 2005
    Monthly Fee: $243
       Tax: $11,960 (2025)
    Community: Stoneybrook West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,870 (change assumption)
    Mortgage ($4,630) + Fees ($243) + Taxes in 2025 ($997)


    Taxes:$11,960

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $852,49066 Days on yellowkey   MLS ID: O6382203

    REDUCED by $8,286 (1.0%) on 04/16/2026

    For Sale O6382203 - 11181 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: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,087 (change assumption)
    Mortgage ($4,671) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11241 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $799,99080 Days on yellowkey   MLS ID: O6378044

    REDUCED by $7,956 (1.0%) on 04/16/2026

    For Sale O6378044 - 11241 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: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,797 (change assumption)
    Mortgage ($4,383) + Fees ($248) + 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

    $579,990101 Days on yellowkey   MLS ID: O6372242

    REDUCED by $7,805 (1.3%) on 04/16/2026

    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: $3,592 (change assumption)
    Mortgage ($3,178) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $2,550,000492 Days on yellowkey   MLS ID: O6260561

    For Sale O6260561 - 17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4633
       Built: 1982   Tax: $1,591 (2023)
    Community: Lake Avalon Groves Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,105 (change assumption)
    Mortgage ($13,972) + Taxes in 2023 ($133)


    Taxes:$1,591

    Elementary School: Hamlin Elementary

    High School: Windermere High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $999,91482 Days on yellowkey   MLS ID: G5107315

    0 Days Off yellowkey (back on 1/27/2026)

    For Sale G5107315 - 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,479) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18167 CIDER MILL LN, WINTER GARDEN, FL 34787

    $474,99051 Days on yellowkey   MLS ID: O6386278

    REDUCED by $5,000 (1.0%) on 04/16/2026

    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: $2,926 (change assumption)
    Mortgage ($2,603) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $639,99083 Days on yellowkey   MLS ID: O6376919

    REDUCED by $8,085 (1.2%) on 04/16/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 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: $3,920 (change assumption)
    Mortgage ($3,507) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787

    $2,099,00053 Days on yellowkey   MLS ID: O6384075

    REDUCED by $101,000 (4.6%) on 04/16/2026

    For Sale O6384075 - 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787 48 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3629
       Built: 1980   Tax: $9,822 (2024)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $12,320 (change assumption)
    Mortgage ($11,501) + Taxes in 2024 ($819)


    Taxes:$9,822

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15195 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,295,00037 Days on yellowkey   MLS ID: O6389732

    5 Days Off yellowkey (back on 4/16/2026)

    For Sale O6389732 - 15195 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3844
       Built: 2016
    Monthly Fee: $235
       Tax: $8,393 (2025)
    Community: Hickory Hammock Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,030 (change assumption)
    Mortgage ($7,096) + Fees ($235) + Taxes in 2025 ($699)


    Taxes:$8,393

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 815 BURLAND CIR, WINTER GARDEN, FL 34787

    $575,900123 Days on yellowkey   MLS ID: O6368127

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6368127 - 815 BURLAND CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2994
       Built: 2005
    Monthly Fee: $53
       Tax: $8,110 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,884 (change assumption)
    Mortgage ($3,156) + Fees ($53) + Taxes in 2025 ($676)


    Taxes:$8,110

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16551 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $414,99031 Days on yellowkey   MLS ID: O6392014

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6392014 - 16551 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($2,274) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16833 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $574,990128 Days on yellowkey   MLS ID: O6367151

    1 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $6,200 (1.1%) on 04/08/2026

    For Sale O6367151 - 16833 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: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6441 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $617,9904 Days on yellowkey   MLS ID: G5111080

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111080 - 6441 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,561 (change assumption)
    Mortgage ($3,386) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $941,0154 Days on yellowkey   MLS ID: G5111078

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111078 - 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,306 (change assumption)
    Mortgage ($5,156) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $699,7454 Days on yellowkey   MLS ID: G5111054

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111054 - 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,984 (change assumption)
    Mortgage ($3,834) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $712,6344 Days on yellowkey   MLS ID: G5111051

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111051 - 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,905) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15142 TEA TREE DR, WINTER GARDEN, FL 34787

    $858,1204 Days on yellowkey   MLS ID: G5111049

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111049 - 15142 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3498
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,702) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18191 CIDER MILL LN, WINTER GARDEN, FL 34787

    $470,5004 Days on yellowkey   MLS ID: O6399312

    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: $2,887 (change assumption)
    Mortgage ($2,578) + Fees ($190) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $828,1055 Days on yellowkey   MLS ID: G5110994

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110994 - 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($4,537) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle




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

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