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Winter Garden Single Family Homes For Sale - 675 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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  • 17368 WILD DAISY DR, WINTER GARDEN, FL 34787

    $909,77869 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


  • 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $510,000111 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


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99070 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


  • 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $1,150,00073 Days on yellowkey   MLS ID: TB8489171

    For Sale TB8489171 - 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $75
       Tax: $11,716 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,301) + Fees ($75) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $700,00084 Days on yellowkey   MLS ID: O6391463

    For Sale O6391463 - 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,836) + 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


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,000116 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


  • 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $775,000124 Days on yellowkey   MLS ID: G5107793

    For Sale G5107793 - 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1924
       Built: 1959   Tax: $400 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $4,280 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,000134 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,90076 Days on yellowkey   MLS ID: O6393373

    For Sale O6393373 - 14187 JOMATT LOOP, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 4181
       Built: 2019
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00097 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,29596 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2902
       Built: 2022
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $5,448 (change assumption)
    Mortgage ($5,448)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,000137 Days on yellowkey   MLS ID: O6376356

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376356 - 707 GRASSY STONE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2398
       Built: 2014
    Community: Covington Chase
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787

    $575,00085 Days on yellowkey   MLS ID: O6388237

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388237 - 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2141
       Built: 1995
    Community: Tuscany
    Single Family


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000179 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


  • 17308 WILD DAISY DR, WINTER GARDEN, FL 34787

    $740,20577 Days on yellowkey   MLS ID: G5110060

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale G5110060 - 17308 WILD DAISY DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 3412
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,056 (change assumption)
    Mortgage ($4,056)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6261 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $890,95577 Days on yellowkey   MLS ID: G5110034

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale G5110034 - 6261 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 4236
       Built: 2026
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,882 (change assumption)
    Mortgage ($4,882)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5972 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $747,990114 Days on yellowkey   MLS ID: G5108237

    0 Days Off yellowkey (back on 2/15/2026)

    For Sale G5108237 - 5972 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2515
       Built: 2026
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($4,098)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $664,075111 Days on yellowkey   MLS ID: O6383550

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6383550 - 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,639 (change assumption)
    Mortgage ($3,639)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7679 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $590,49096 Days on yellowkey   MLS ID: G5109150

    0 Days Off yellowkey (back on 3/5/2026)

    For Sale G5109150 - 7679 SILVER MEADOW ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1772
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($3,235)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $2,350,00081 Days on yellowkey   MLS ID: O6391690

    For Sale O6391690 - 7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4072
       Built: 2021
    Community: Summerlake Pd Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $12,876 (change assumption)
    Mortgage ($12,876)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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.