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Winter Garden Single Family Homes For Sale - 713 homes

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

Location: Winter Garden

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  • 9969 LOST CREEK DR, WINTER GARDEN, FL 34787

    $1,299,000Listed 06/25/2026 8:43AM   MLS ID: O6419414

    For Sale O6419414 - 9969 LOST CREEK DR, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $271
       Tax: $12,281 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,412 (change assumption)
    Mortgage ($7,118) + Fees ($271) + Taxes in 2025 ($1,023)


    Taxes:$12,281

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,220,000104 Days on yellowkey   MLS ID: O6390015

    0 Days Off yellowkey (back on 6/25/2026)

    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


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $585,00048 Days on yellowkey   MLS ID: O6402308

    1 Days Off yellowkey (back on 6/25/2026)

    REDUCED by $30,000 (4.9%) on 06/10/2026

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,205) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787

    $745,99011 Days on yellowkey   MLS ID: O6416825

    For Sale O6416825 - 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2650
       Built: 2021
    Monthly Fee: $245
       Tax: $9,209 (2025)
    Community: Storey Grove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,100 (change assumption)
    Mortgage ($4,088) + Fees ($245) + Taxes in 2025 ($767)


    Taxes:$9,209

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16707 SANCTUARY DR, WINTER GARDEN, FL 34787

    $717,000Listed 06/25/2026 7:35AM   MLS ID: O6419784

    For Sale O6419784 - 16707 SANCTUARY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2020
    Monthly Fee: $165

    Community: Sanctuary/Twin Waters
    Single Family


    Estimated Monthly Payment: $4,094 (change assumption)
    Mortgage ($3,929) + Fees ($165) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $550,000329 Days on yellowkey   MLS ID: A4660262

    REDUCED by $25,000 (4.3%) on 06/12/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,014) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3399 BUOY CIR, WINTER GARDEN, FL 34787

    $1,224,900Listed 06/24/2026 9:28PM   MLS ID: O6419829

    For Sale O6419829 - 3399 BUOY CIR, WINTER GARDEN, FL 34787 7 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2020
    Monthly Fee: $128
       Tax: $17,116 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $8,266 (change assumption)
    Mortgage ($6,712) + Fees ($128) + Taxes in 2025 ($1,426)


    Taxes:$17,116

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9506 BOLERO RD, WINTER GARDEN, FL 34787

    $749,000Listed 06/24/2026 8:06PM   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


  • 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $555,7901 Day on yellowkey   MLS ID: O6419693

    For Sale O6419693 - 16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($3,045) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787

    $788,000Listed 06/24/2026 10:10PM   MLS ID: O6419534

    For Sale O6419534 - 14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3448
       Built: 2013
    Monthly Fee: $252
       Tax: $9,452 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $5,357 (change assumption)
    Mortgage ($4,318) + Fees ($252) + Taxes in 2025 ($788)


    Taxes:$9,452

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15411 GILLIGAN CT, WINTER GARDEN, FL 34787

    $569,9001 Day on yellowkey   MLS ID: O6418437

    For Sale O6418437 - 15411 GILLIGAN CT, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 2021
    Monthly Fee: $104
       Tax: $6,721 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,787 (change assumption)
    Mortgage ($3,123) + Fees ($104) + Taxes in 2025 ($560)


    Taxes:$6,721

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,0001 Day on yellowkey   MLS ID: O6417376

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13619 LAKE BLVD, WINTER GARDEN, FL 34787

    $525,0001 Day on yellowkey   MLS ID: G5113480

    For Sale G5113480 - 13619 LAKE BLVD, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1961   Tax: $5,352 (2025)
    Community: Edgewater Beach
    Single Family


    Estimated Monthly Payment: $3,323 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $819,00017 Days on yellowkey   MLS ID: O6414749

    REDUCED by $30,000 (3.5%) on 06/24/2026

    For Sale O6414749 - 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2017
    Monthly Fee: $165
       Tax: $10,816 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,554 (change assumption)
    Mortgage ($4,488) + Fees ($165) + Taxes in 2025 ($901)


    Taxes:$10,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00030 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    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

    $605,500163 Days on yellowkey   MLS ID: O6373345

    REDUCED by $4,500 (0.7%) on 05/06/2026

    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: $4,293 (change assumption)
    Mortgage ($3,318) + 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


  • 13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $1,350,000483 Days on yellowkey   MLS ID: O6285385

    For Sale O6285385 - 13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787 78 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4152
       Built: 2025
    Monthly Fee: $110
       Tax: $2,342 (2024)
    Community: Westhaven At Ovation
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,702 (change assumption)
    Mortgage ($7,397) + Fees ($110) + Taxes in 2024 ($195)


    Taxes:$2,342

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $996,97575 Days on yellowkey   MLS ID: O6397262

    REDUCED by $25 (0.0%) on 05/28/2026

    For Sale O6397262 - 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 1984
    Monthly Fee: $71
       Tax: $10,303 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,463) + Fees ($71) + Taxes in 2025 ($859)


    Taxes:$10,303

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $696,000116 Days on yellowkey   MLS ID: O6386199

    REDUCED by $3,990 (0.6%) on 06/25/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,814) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 17350 WILD DAISY DR, WINTER GARDEN, FL 34787

    $910,5108 Days on yellowkey   MLS ID: G5113976

    For Sale G5113976 - 17350 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,139 (change assumption)
    Mortgage ($4,989) + 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 Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.