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Winter Garden Single Family Homes For Sale - 695 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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  • 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $999,000338 Days on yellowkey   MLS ID: O6325653

    For Sale O6325653 - 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3211
       Built: 2025
    Monthly Fee: $86
       Tax: $1,857 (2024)
    Community: Summerlake Reserve
    Single Family


    Estimated Monthly Payment: $5,715 (change assumption)
    Mortgage ($5,474) + Fees ($86) + Taxes in 2024 ($155)


    Taxes:$1,857

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $615,00023 Days on yellowkey   MLS ID: O6408913

    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: $4,241 (change assumption)
    Mortgage ($3,370) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $799,000153 Days on yellowkey   MLS ID: O6373067

    REDUCED by $20,000 (2.4%) on 05/16/2026

    For Sale O6373067 - 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2023
    Monthly Fee: $165
       Tax: $9,990 (2024)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $5,375 (change assumption)
    Mortgage ($4,378) + Fees ($165) + Taxes in 2024 ($833)


    Taxes:$9,990

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15058 SUNSTAR WAY, WINTER GARDEN, FL 34787

    $1,900,00016 Days on yellowkey   MLS ID: O6411520

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6411520 - 15058 SUNSTAR WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3607
       Built: 2021
    Monthly Fee: $110
       Tax: $645 (2025)
    Community: Highlands/Summerlake Grvs Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,574 (change assumption)
    Mortgage ($10,411) + Fees ($110) + Taxes in 2025 ($54)


    Taxes:$645

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $939,99083 Days on yellowkey   MLS ID: O6392839

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $10,000 (1.1%) on 05/15/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,566 (change assumption)
    Mortgage ($5,151) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $880,000198 Days on yellowkey   MLS ID: S5139203

    REDUCED by $5,000 (0.6%) on 04/29/2026

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,528 (change assumption)
    Mortgage ($4,822) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $580,000108 Days on yellowkey   MLS ID: O6385377

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

    For Sale O6385377 - 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2700
       Built: 2016
    Monthly Fee: $196
       Tax: $4,460 (2025)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($3,178) + Fees ($196) + Taxes in 2025 ($372)


    Taxes:$4,460

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $840,00011 Days on yellowkey   MLS ID: O6413647

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,309 (change assumption)
    Mortgage ($4,603) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17379 CHANNEL WAY, WINTER GARDEN, FL 34787

    $689,00011 Days on yellowkey   MLS ID: O6412749

    REDUCED by $10,000 (1.4%) on 06/05/2026

    For Sale O6412749 - 17379 CHANNEL WAY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2019
    Monthly Fee: $215
       Tax: $9,049 (2025)
    Community: Waterside At Johns Lake
    Single Family


    Estimated Monthly Payment: $4,744 (change assumption)
    Mortgage ($3,775) + Fees ($215) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $569,990146 Days on yellowkey   MLS ID: O6374947

    REDUCED by $5,000 (0.9%) on 06/04/2026

    For Sale O6374947 - 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,488 (change assumption)
    Mortgage ($3,123) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $546,990205 Days on yellowkey   MLS ID: O6362478

    REDUCED by $8,000 (1.4%) on 06/04/2026

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,353 (change assumption)
    Mortgage ($2,997) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13212 SOCIAL LN, WINTER GARDEN, FL 34787

    $595,00059 Days on yellowkey   MLS ID: O6398708

    For Sale O6398708 - 13212 SOCIAL LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2005
    Monthly Fee: $100
       Tax: $4,474 (2025)
    Community: Regency Oaks F
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,260) + Fees ($100) + Taxes in 2025 ($373)


    Taxes:$4,474

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $767,000110 Days on yellowkey   MLS ID: G5108709

    1 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $7,000 (0.9%) on 05/11/2026

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,247 (change assumption)
    Mortgage ($4,203) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $649,00061 Days on yellowkey   MLS ID: O6399123

    3 Days Off yellowkey (back on 6/7/2026)

    REDUCED by $15,900 (2.4%) on 06/02/2026

    For Sale O6399123 - 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2818
       Built: 2018
    Monthly Fee: $142
       Tax: $6,366 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,229 (change assumption)
    Mortgage ($3,556) + Fees ($142) + Taxes in 2025 ($531)


    Taxes:$6,366

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11264 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99066 Days on yellowkey   MLS ID: O6397733

    3 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $20,000 (2.2%) on 06/04/2026

    For Sale O6397733 - 11264 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,296 (change assumption)
    Mortgage ($4,931) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,00060 Days on yellowkey   MLS ID: O6399529

    1 Days Off yellowkey (back on 6/7/2026)

    INCREASED by $23,000 (2.6%) on 05/09/2026

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,302 (change assumption)
    Mortgage ($4,926) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,250,00013 Days on yellowkey   MLS ID: O6412255

    REDUCED by $25,000 (2.0%) on 06/06/2026

    For Sale O6412255 - 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4816
       Built: 2018
    Monthly Fee: $209
       Tax: $10,516 (2025)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,934 (change assumption)
    Mortgage ($6,849) + Fees ($209) + Taxes in 2025 ($876)


    Taxes:$10,516

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $599,990139 Days on yellowkey   MLS ID: O6376919

    REDUCED by $15,000 (2.4%) on 06/04/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,701 (change assumption)
    Mortgage ($3,288) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16137 WIND VIEW LN, WINTER GARDEN, FL 34787

    $565,000295 Days on yellowkey   MLS ID: O6335769

    REDUCED by $10,000 (1.7%) on 05/09/2026

    For Sale O6335769 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $283
       Tax: $6,800 (2024)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($3,096) + Fees ($283) + Taxes in 2024 ($567)


    Taxes:$6,800

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $815,00012 Days on yellowkey   MLS ID: O6412770

    For Sale O6412770 - 18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3231
       Built: 2024
    Monthly Fee: $300
       Tax: $10,531 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,643 (change assumption)
    Mortgage ($4,466) + Fees ($300) + Taxes in 2025 ($878)


    Taxes:$10,531

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.