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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $1,000,000+

Winter Garden - 114 properties found

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  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,000103 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $1,999,94741 Days on yellowkey   MLS ID: O6405850

    REDUCED by $3 (0.0%) on 05/25/2026

    For Sale O6405850 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016
    Monthly Fee: $195
       Tax: $17,089 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,577 (change assumption)
    Mortgage ($10,958) + Fees ($195) + Taxes in 2025 ($1,424)


    Taxes:$17,089

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787

    $1,100,00025 Days on yellowkey   MLS ID: O6410984

    For Sale O6410984 - 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787 87 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3894
       Built: 2024
    Monthly Fee: $83
       Tax: $11,946 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $7,106 (change assumption)
    Mortgage ($6,027) + Fees ($83) + Taxes in 2025 ($996)


    Taxes:$11,946

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,625,000187 Days on yellowkey   MLS ID: O6367956

    1 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $74,000 (4.4%) on 05/14/2026

    For Sale O6367956 - 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4300
       Built: 2020
    Monthly Fee: $360
       Tax: $21,186 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,029 (change assumption)
    Mortgage ($8,904) + Fees ($360) + Taxes in 2025 ($1,766)


    Taxes:$21,186

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,645,000233 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 05/28/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,332 (change assumption)
    Mortgage ($9,013) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $1,039,00034 Days on yellowkey   MLS ID: O6409038

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409038 - 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3451
       Built: 2004
    Monthly Fee: $85
       Tax: $7,873 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,434 (change assumption)
    Mortgage ($5,693) + Fees ($85) + Taxes in 2025 ($656)


    Taxes:$7,873

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $3,799,00040 Days on yellowkey   MLS ID: O6402896

    For Sale O6402896 - 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5450
       Built: 2022
    Monthly Fee: $69
       Tax: $25,701 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,027 (change assumption)
    Mortgage ($20,816) + Fees ($69) + Taxes in 2025 ($2,142)


    Taxes:$25,701

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,500,00027 Days on yellowkey   MLS ID: O6410839

    For Sale O6410839 - 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5287
       Built: 2020
    Monthly Fee: $431
       Tax: $30,060 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,634 (change assumption)
    Mortgage ($13,698) + Fees ($431) + Taxes in 2025 ($2,505)


    Taxes:$30,060

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3035 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $1,099,000133 Days on yellowkey   MLS ID: O6381190

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6381190 - 3035 IRISH PEACH DR, WINTER GARDEN, FL 34787 97 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3788
       Built: 2018
    Monthly Fee: $190
       Tax: $7,815 (2024)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $6,863 (change assumption)
    Mortgage ($6,022) + Fees ($190) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 912 LANDRUM DR, WINTER GARDEN, FL 34787

    $1,300,00041 Days on yellowkey   MLS ID: O6407616

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale O6407616 - 912 LANDRUM DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2024
    Monthly Fee: $208
       Tax: $13,517 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $8,458 (change assumption)
    Mortgage ($7,123) + Fees ($208) + Taxes in 2025 ($1,126)


    Taxes:$13,517

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,399,900120 Days on yellowkey   MLS ID: S5144064

    REDUCED by $60,000 (4.1%) on 05/23/2026

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($7,670) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9186 BRADLEIGH DR, WINTER GARDEN, FL 34787

    $1,099,00038 Days on yellowkey   MLS ID: O6408534

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

    For Sale O6408534 - 9186 BRADLEIGH DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3090
       Built: 2019
    Monthly Fee: $115
       Tax: $11,245 (2025)
    Community: Latham Park South
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,074 (change assumption)
    Mortgage ($6,022) + Fees ($115) + Taxes in 2025 ($937)


    Taxes:$11,245

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $1,600,00033 Days on yellowkey   MLS ID: O6408089

    For Sale O6408089 - 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2025
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grv
    Single Family


    Estimated Monthly Payment: $9,170 (change assumption)
    Mortgage ($8,767) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $1,199,99974 Days on yellowkey   MLS ID: O6397109

    For Sale O6397109 - 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 2246
       Built: 1977   Tax: $9,794 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $7,391 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($816)


    Taxes:$9,794

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,000,00095 Days on yellowkey   MLS ID: O6391901

    REDUCED by $200,000 (9.1%) on 05/06/2026

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $11,899 (change assumption)
    Mortgage ($10,959) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787

    $2,050,000403 Days on yellowkey   MLS ID: O6309917

    For Sale O6309917 - 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787 8 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3110
       Built: 2027   Tax: $4,423 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $11,601 (change assumption)
    Mortgage ($11,233) + Taxes in 2024 ($369)


    Taxes:$4,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787

    $1,100,000335 Days on yellowkey   MLS ID: O6329696

    REDUCED by $146,000 (11.7%) on 05/12/2026

    For Sale O6329696 - 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3347
       Built: 2014
    Monthly Fee: $195
       Tax: $552 (2024)
    Community: Signature Lakes Parcel 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,268 (change assumption)
    Mortgage ($6,027) + Fees ($195) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 906 ALLENDALE LN, WINTER GARDEN, FL 34787

    $1,765,000142 Days on yellowkey   MLS ID: G5107489

    REDUCED by $20,000 (1.1%) on 04/01/2026

    For Sale G5107489 - 906 ALLENDALE LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3784
       Built: 2023
    Monthly Fee: $203
       Tax: $17,228 (2024)
    Community: Oakland Park B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,310 (change assumption)
    Mortgage ($9,671) + Fees ($203) + Taxes in 2024 ($1,436)


    Taxes:$17,228

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,325,00062 Days on yellowkey   MLS ID: O6401205

    1 Days Off yellowkey (back on 5/10/2026)

    For Sale O6401205 - 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3904
       Built: 2016
    Monthly Fee: $235
       Tax: $8,218 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,180 (change assumption)
    Mortgage ($7,260) + Fees ($235) + Taxes in 2025 ($685)


    Taxes:$8,218

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,220,000102 Days on yellowkey   MLS ID: O6390015

    REDUCED by $80,000 (6.2%) on 05/08/2026

    For Sale O6390015 - 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3094
       Built: 2019
    Monthly Fee: $456
       Tax: $11,351 (2025)
    Community: Lakeshore Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,087 (change assumption)
    Mortgage ($6,685) + Fees ($456) + Taxes in 2025 ($946)


    Taxes:$11,351

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle






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.