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Winter Garden Single Family Homes For Sale - 729 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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  • 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,250,00051 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: $215
       Tax: $10,516 (2025)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,940 (change assumption)
    Mortgage ($6,849) + Fees ($215) + Taxes in 2025 ($876)


    Taxes:$10,516

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $875,00051 Days on yellowkey   MLS ID: O6412485

    REDUCED by $24,000 (2.7%) on 07/15/2026

    For Sale O6412485 - 3362 HANGING TIDE ST, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4495
       Built: 2022
    Monthly Fee: $208
       Tax: $12,674 (2025)
    Community: Lakeview Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,059 (change assumption)
    Mortgage ($4,794) + Fees ($208) + Taxes in 2025 ($1,056)


    Taxes:$12,674

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 13006 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $555,00014 Days on yellowkey   MLS ID: S5152909

    For Sale S5152909 - 13006 SERENE GLADE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2096
       Built: 2024
    Monthly Fee: $125
       Tax: $8,434 (2025)
    Community: Serenade/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $3,869 (change assumption)
    Mortgage ($3,041) + Fees ($125) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9508 QUIET LN, WINTER GARDEN, FL 34787

    $1,350,00063 Days on yellowkey   MLS ID: O6408432

    REDUCED by $50,000 (3.6%) on 07/15/2026

    For Sale O6408432 - 9508 QUIET LN, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2001
    Monthly Fee: $17
       Tax: $9,906 (2026)
    Community: Valley View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,240 (change assumption)
    Mortgage ($7,397) + Fees ($17) + Taxes in 2026 ($825)


    Taxes:$9,906

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2026

    Middle School: Windy Hill Middle


  • 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,350,00020 Days on yellowkey   MLS ID: O6421848

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale O6421848 - 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3964
       Built: 2019
    Monthly Fee: $215
       Tax: $16,560 (2025)
    Community: West Lake Hancock Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,992 (change assumption)
    Mortgage ($7,397) + Fees ($215) + Taxes in 2025 ($1,380)


    Taxes:$16,560

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 897 LANDRUM DR, WINTER GARDEN, FL 34787

    $899,90076 Days on yellowkey   MLS ID: O6404632

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3012
       Built: 2013
    Monthly Fee: $208
       Tax: $6,263 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,661 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • WINTER GARDEN, FL 34787

    $870,0008 Days on yellowkey   MLS ID: O6424765

    For Sale O6424765 - WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3078
       Built: 2007
    Monthly Fee: $260
       Tax: $10,499 (2025)
    Community: Bronsons Lndgs F & M
    Single Family


    Estimated Monthly Payment: $5,902 (change assumption)
    Mortgage ($4,767) + Fees ($260) + Taxes in 2025 ($875)


    Taxes:$10,499

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787

    $745,99038 Days on yellowkey   MLS ID: O6416825

    0 Days Off yellowkey (back on 7/15/2026)

    For Sale O6416825 - 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787 70 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


  • 14383 BRAEMAR ST, WINTER GARDEN, FL 34787

    $456,00032 Days on yellowkey   MLS ID: O6418248

    3 Days Off yellowkey (back on 7/15/2026)

    REDUCED by $9,000 (1.9%) on 07/06/2026

    For Sale O6418248 - 14383 BRAEMAR ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2024
    Monthly Fee: $110
       Tax: $7,218 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,499) + Fees ($110) + Taxes in 2025 ($602)


    Taxes:$7,218

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787

    $839,00091 Days on yellowkey   MLS ID: O6393138

    REDUCED by $36,000 (4.1%) on 07/15/2026

    For Sale O6393138 - 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3570
       Built: 2001
    Monthly Fee: $104
       Tax: $9,264 (2025)
    Community: Cambridge Crossing Ph 01A 45/21
    Single Family


    Estimated Monthly Payment: $5,473 (change assumption)
    Mortgage ($4,597) + Fees ($104) + Taxes in 2025 ($772)


    Taxes:$9,264

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $799,00019 Days on yellowkey   MLS ID: O6422122

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,354 (change assumption)
    Mortgage ($4,378) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2045 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $719,00013 Days on yellowkey   MLS ID: O6422461

    For Sale O6422461 - 2045 SANDY GARDEN LN, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2013
    Monthly Fee: $113
       Tax: $5,645 (2025)
    Community: Reserve/Carriage Point Ph 1
    Single Family


    Estimated Monthly Payment: $4,523 (change assumption)
    Mortgage ($3,940) + Fees ($113) + Taxes in 2025 ($470)


    Taxes:$5,645

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $989,000376 Days on yellowkey   MLS ID: O6325653

    REDUCED by $10,000 (1.0%) on 07/15/2026

    For Sale O6325653 - 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787 23 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: $5,660 (change assumption)
    Mortgage ($5,419) + 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


  • 11869 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $887,0668 Days on yellowkey   MLS ID: O6425097

    INCREASED by $3,060 (0.3%) on 07/15/2026

    For Sale O6425097 - 11869 SHINE VIEW LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,234 (change assumption)
    Mortgage ($4,861) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 776 RAINFALL DR, WINTER GARDEN, FL 34787

    $519,00090 Days on yellowkey   MLS ID: O6400904

    2 Days Off yellowkey (back on 7/15/2026)

    REDUCED by $31,000 (5.6%) on 07/07/2026

    For Sale O6400904 - 776 RAINFALL DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 2007
    Monthly Fee: $92
       Tax: $7,884 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,593 (change assumption)
    Mortgage ($2,844) + Fees ($92) + Taxes in 2025 ($657)


    Taxes:$7,884

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $871,83177 Days on yellowkey   MLS ID: O6405351

    INCREASED by $1,500 (0.2%) on 07/15/2026

    For Sale O6405351 - 11265 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: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,143 (change assumption)
    Mortgage ($4,777) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12032 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $703,94513 Days on yellowkey   MLS ID: O6423717

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale O6423717 - 12032 SHINE VIEW LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,273 (change assumption)
    Mortgage ($3,857) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16004 OLLIVETT ST, WINTER GARDEN, FL 34787

    $834,99925 Days on yellowkey   MLS ID: S5152585

    INCREASED by $5,000 (0.6%) on 06/29/2026

    For Sale S5152585 - 16004 OLLIVETT ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4704
       Built: 2014
    Monthly Fee: $110
       Tax: $9,493 (2024)
    Community: Verde Park Ph 1
    Single Family


    Estimated Monthly Payment: $5,476 (change assumption)
    Mortgage ($4,575) + Fees ($110) + Taxes in 2024 ($791)


    Taxes:$9,493

    Elementary School: Grassy Lake Elementary

    High School: Lake Minneola High

    Tax Year: 2024

    Middle School: East Ridge Middle


  • 16304 WIND VIEW LN, WINTER GARDEN, FL 34787

    $935,00013 Days on yellowkey   MLS ID: O6418695

    For Sale O6418695 - 16304 WIND VIEW LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2956
       Built: 2016
    Monthly Fee: $365
       Tax: $10,265 (2025)
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,344 (change assumption)
    Mortgage ($5,123) + Fees ($365) + Taxes in 2025 ($855)


    Taxes:$10,265

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7687 BOWERY DR, WINTER GARDEN, FL 34787

    $810,00044 Days on yellowkey   MLS ID: O6415123

    REDUCED by $10,000 (1.2%) on 07/04/2026

    For Sale O6415123 - 7687 BOWERY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3179
       Built: 2020
    Monthly Fee: $134
       Tax: $9,576 (2025)
    Community: Ravenna Ph 1
    Single Family


    Estimated Monthly Payment: $5,370 (change assumption)
    Mortgage ($4,438) + Fees ($134) + Taxes in 2025 ($798)


    Taxes:$9,576

    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.