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Winter Garden Single Family Homes For Sale - 534 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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  • 17362 WILD DAISY DR, WINTER GARDEN, FL 34787

    $829,95318 Days on yellowkey   MLS ID: G5110442

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

    For Sale G5110442 - 17362 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: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,673 (change assumption)
    Mortgage ($4,548) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $849,35818 Days on yellowkey   MLS ID: G5110441

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

    For Sale G5110441 - 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,779 (change assumption)
    Mortgage ($4,654) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17368 WILD DAISY DR, WINTER GARDEN, FL 34787

    $909,77818 Days on yellowkey   MLS ID: G5110440

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

    For Sale G5110440 - 17368 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: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,110 (change assumption)
    Mortgage ($4,985) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $515,00018 Days on yellowkey   MLS ID: O6395027

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

    For Sale O6395027 - 14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $188
       Tax: $4,529 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,822) + Fees ($188) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $669,95033 Days on yellowkey   MLS ID: O6391296

    For Sale O6391296 - 18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1987   Tax: $8,371 (2025)
    Community: Lake Avalon Groves Rep 02
    Single Family


    Estimated Monthly Payment: $4,368 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500279 Days on yellowkey   MLS ID: O6326819

    REDUCED by $25,000 (1.9%) on 04/01/2026

    For Sale O6326819 - 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2019
    Monthly Fee: $250
       Tax: $15,141 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $8,495 (change assumption)
    Mortgage ($6,983) + Fees ($250) + Taxes in 2024 ($1,262)


    Taxes:$15,141

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9751 QUIET LN, WINTER GARDEN, FL 34787

    $2,799,00021 Days on yellowkey   MLS ID: O6389101

    For Sale O6389101 - 9751 QUIET LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 3.5   Gar: 6
    Liv Area Sq Ft: 3041
       Built: 1999
    Monthly Fee: $15
       Tax: $5,519 (2025)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $15,812 (change assumption)
    Mortgage ($15,337) + Fees ($15) + Taxes in 2025 ($460)


    Taxes:$5,519

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 13001 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00033 Days on yellowkey   MLS ID: O6391387

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

    For Sale O6391387 - 13001 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $510,00060 Days on yellowkey   MLS ID: O6383531

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

    For Sale O6383531 - 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,023 (change assumption)
    Mortgage ($2,794) + 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


  • 17737 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $2,950,00062 Days on yellowkey   MLS ID: O6381953

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

    For Sale O6381953 - 17737 DEER ISLE CIR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4886
       Built: 2015
    Monthly Fee: $207
       Tax: $24,540 (2024)
    Community: Deer Island
    Single Family


    Estimated Monthly Payment: $18,416 (change assumption)
    Mortgage ($16,164) + Fees ($207) + Taxes in 2024 ($2,045)


    Taxes:$24,540

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $969,09127 Days on yellowkey   MLS ID: O6392839

    For Sale O6392839 - 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,726 (change assumption)
    Mortgage ($5,310) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00040 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 2425 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $680,00083 Days on yellowkey   MLS ID: O6376886

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

    For Sale O6376886 - 2425 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3524
       Built: 2003
    Monthly Fee: $83
       Tax: $8,317 (2024)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $4,502 (change assumption)
    Mortgage ($3,726) + Fees ($83) + Taxes in 2024 ($693)


    Taxes:$8,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $685,00046 Days on yellowkey   MLS ID: O6386748

    REDUCED by $14,000 (2.0%) on 04/01/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,387 (change assumption)
    Mortgage ($3,753) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99019 Days on yellowkey   MLS ID: G5110387

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale G5110387 - 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($3,145) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $760,00048 Days on yellowkey   MLS ID: O6386488

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6386488 - 9459 JAYWOOD RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $261
       Tax: $6,669 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $4,981 (change assumption)
    Mortgage ($4,164) + Fees ($261) + Taxes in 2025 ($556)


    Taxes:$6,669

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990205 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $554,990107 Days on yellowkey   MLS ID: O6370363

    For Sale O6370363 - 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,001 (change assumption)
    Mortgage ($3,041) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,115,00073 Days on yellowkey   MLS ID: O6379346

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,267 (change assumption)
    Mortgage ($6,109) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,100,00075 Days on yellowkey   MLS ID: G5107680

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,712 (change assumption)
    Mortgage ($6,027) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    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.