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Winter Garden Single Family Homes For Sale - 697 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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  • 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $799,900153 Days on yellowkey   MLS ID: O6379591

    0 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $49,100 (5.8%) on 06/11/2026

    For Sale O6379591 - 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2023
    Monthly Fee: $544
       Tax: $10,256 (2024)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,782 (change assumption)
    Mortgage ($4,383) + Fees ($544) + Taxes in 2024 ($855)


    Taxes:$10,256

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16893 BROADWATER AVE, WINTER GARDEN, FL 34787

    $2,795,90026 Days on yellowkey   MLS ID: O6415972

    2 Days Off yellowkey (back on 6/29/2026)

    For Sale O6415972 - 16893 BROADWATER AVE, WINTER GARDEN, FL 34787 76 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6289
       Built: 2019
    Monthly Fee: $383
       Tax: $25,448 (2025)
    Community: Waterside 90'S
    Single Family


    Estimated Monthly Payment: $17,823 (change assumption)
    Mortgage ($15,320) + Fees ($383) + Taxes in 2025 ($2,121)


    Taxes:$25,448

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17667 LAKE STAR RD, WINTER GARDEN, FL 34787

    $899,74115 Days on yellowkey   MLS ID: TB8521869

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale TB8521869 - 17667 LAKE STAR RD, WINTER GARDEN, FL 34787 9 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3545
       Built: 2026
    Monthly Fee: $84
       Tax: $12,000 (2025)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,014 (change assumption)
    Mortgage ($4,930) + Fees ($84) + Taxes in 2025 ($1,000)


    Taxes:$12,000

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90055 Days on yellowkey   MLS ID: O6407632

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15124 CANOE PL, WINTER GARDEN, FL 34787

    $1,119,0009 Days on yellowkey   MLS ID: O6419984

    For Sale O6419984 - 15124 CANOE PL, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3953
       Built: 2019
    Monthly Fee: $360
       Tax: $15,463 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $7,780 (change assumption)
    Mortgage ($6,131) + Fees ($360) + Taxes in 2025 ($1,289)


    Taxes:$15,463

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1801 BURDOCK DR, WINTER GARDEN, FL 34787

    $599,90012 Days on yellowkey   MLS ID: O6419427

    For Sale O6419427 - 1801 BURDOCK DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2534
       Built: 2008
    Monthly Fee: $90
       Tax: $3,695 (2025)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $3,685 (change assumption)
    Mortgage ($3,287) + Fees ($90) + Taxes in 2025 ($308)


    Taxes:$3,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $435,00082 Days on yellowkey   MLS ID: TB8497081

    REDUCED by $10,000 (2.2%) on 06/06/2026

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,384) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $699,99024 Days on yellowkey   MLS ID: G5113738

    For Sale G5113738 - 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,835) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $630,00039 Days on yellowkey   MLS ID: O6411387

    REDUCED by $9,000 (1.4%) on 06/28/2026

    For Sale O6411387 - 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2018
    Monthly Fee: $252
       Tax: $5,852 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,452) + Fees ($252) + Taxes in 2025 ($488)


    Taxes:$5,852

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $681,24057 Days on yellowkey   MLS ID: G5112233

    For Sale G5112233 - 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,883 (change assumption)
    Mortgage ($3,733) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 402 E MAPLE ST, WINTER GARDEN, FL 34787

    $900,00026 Days on yellowkey   MLS ID: O6412747

    For Sale O6412747 - 402 E MAPLE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 2876
       Built: 2021   Tax: $7,658 (2025)
    Community: East Garden Manor Add 03 Rep
    Single Family


    Estimated Monthly Payment: $5,570 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($638)


    Taxes:$7,658

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17350 WILD DAISY DR, WINTER GARDEN, FL 34787

    $910,51020 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


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,674,99950 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 06/22/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,966 (change assumption)
    Mortgage ($9,178) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,093,000152 Days on yellowkey   MLS ID: O6379346

    REDUCED by $12,000 (1.1%) on 06/08/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,146 (change assumption)
    Mortgage ($5,989) + 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


  • 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,350,00020 Days on yellowkey   MLS ID: A4697264

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

    For Sale A4697264 - 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 61 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4978
       Built: 2015
    Monthly Fee: $195
       Tax: $21,848 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,892 (change assumption)
    Mortgage ($12,876) + Fees ($195) + Taxes in 2026 ($1,821)


    Taxes:$21,848

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Horizon West Middle School


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $595,00046 Days on yellowkey   MLS ID: O6408913

    REDUCED by $20,000 (3.3%) on 06/28/2026

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,260) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $510,00015 Days on yellowkey   MLS ID: O6418888

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,321 (change assumption)
    Mortgage ($2,794) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $950,00021 Days on yellowkey   MLS ID: O6417421

    For Sale O6417421 - 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787 86 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3899
       Built: 2024
    Monthly Fee: $168
       Tax: $13,827 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $6,526 (change assumption)
    Mortgage ($5,205) + Fees ($168) + Taxes in 2025 ($1,152)


    Taxes:$13,827

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00081 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $800,00082 Days on yellowkey   MLS ID: O6399030

    For Sale O6399030 - 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3893
       Built: 2013
    Monthly Fee: $252
       Tax: $7,628 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,383) + Fees ($252) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Summerlake 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.