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Winter Garden Single Family Homes For Sale - 691 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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  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,00041 Days on yellowkey   MLS ID: O6403837

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1520 MISTFLOWER LN, WINTER GARDEN, FL 34787

    $489,0004 Days on yellowkey   MLS ID: O6414664

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6414664 - 1520 MISTFLOWER LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2348
       Built: 2007
    Monthly Fee: $55
       Tax: $2,382 (2025)
    Community: Winter Garden Trls 01-3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,933 (change assumption)
    Mortgage ($2,679) + Fees ($55) + Taxes in 2025 ($198)


    Taxes:$2,382

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14246 CREEKBED CIR, WINTER GARDEN, FL 34787

    $640,00025 Days on yellowkey   MLS ID: O6409378

    REDUCED by $35,000 (5.2%) on 06/10/2026

    For Sale O6409378 - 14246 CREEKBED CIR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2418
       Built: 2015
    Monthly Fee: $197
       Tax: $8,567 (2025)
    Community: Bradford Crk Ph I
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,418 (change assumption)
    Mortgage ($3,507) + Fees ($197) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $1,032,00056 Days on yellowkey   MLS ID: O6400451

    INCREASED by $116,000 (12.7%) on 06/01/2026

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,928 (change assumption)
    Mortgage ($5,655) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $584,00063 Days on yellowkey   MLS ID: O6398349

    REDUCED by $3,000 (0.5%) on 06/01/2026

    For Sale O6398349 - 13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($3,200) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $644,00063 Days on yellowkey   MLS ID: O6398339

    INCREASED by $3,000 (0.5%) on 05/06/2026

    For Sale O6398339 - 13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,803 (change assumption)
    Mortgage ($3,529) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $585,00036 Days on yellowkey   MLS ID: O6402308

    REDUCED by $30,000 (4.9%) on 06/10/2026

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,205) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,9009 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $569,90010 Days on yellowkey   MLS ID: O6413152

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

    For Sale O6413152 - 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2017
    Monthly Fee: $190
       Tax: $5,643 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,783 (change assumption)
    Mortgage ($3,123) + Fees ($190) + Taxes in 2025 ($470)


    Taxes:$5,643

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $597,99633 Days on yellowkey   MLS ID: G5112227

    INCREASED by $40,873 (7.3%) on 06/10/2026

    For Sale G5112227 - 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,277) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $849,0005 Days on yellowkey   MLS ID: O6414749

    For Sale O6414749 - 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2017
    Monthly Fee: $165
       Tax: $10,816 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,718 (change assumption)
    Mortgage ($4,652) + Fees ($165) + Taxes in 2025 ($901)


    Taxes:$10,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $1,008,00028 Days on yellowkey   MLS ID: O6408165

    3 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $10,000 (1.0%) on 06/04/2026

    For Sale O6408165 - 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3881
       Built: 2015
    Monthly Fee: $188
       Tax: $13,774 (2025)
    Community: Orchard Hills Phase 1
    Single Family


    Estimated Monthly Payment: $6,859 (change assumption)
    Mortgage ($5,523) + Fees ($188) + Taxes in 2025 ($1,148)


    Taxes:$13,774

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $469,00033 Days on yellowkey   MLS ID: B4902258

    REDUCED by $10,000 (2.1%) on 06/10/2026

    For Sale B4902258 - 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1858
       Built: 1990
    Monthly Fee: $25
       Tax: $2,403 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,570) + Fees ($25) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $571,900107 Days on yellowkey   MLS ID: O6385721

    REDUCED by $8,100 (1.4%) on 04/06/2026

    For Sale O6385721 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Monthly Fee: $160
       Tax: $7,532 (2024)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $3,921 (change assumption)
    Mortgage ($3,134) + Fees ($160) + Taxes in 2024 ($628)


    Taxes:$7,532

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,075,000130 Days on yellowkey   MLS ID: G5107680

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $25,000 (2.3%) on 05/06/2026

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,575 (change assumption)
    Mortgage ($5,890) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $650,000436 Days on yellowkey   MLS ID: O6280496

    REDUCED by $98,000 (13.1%) on 06/10/2026

    SHORT SALE O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,626 (change assumption)
    Mortgage ($3,562) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 12308 BRACCO ST, WINTER GARDEN, FL 34787

    $514,90033 Days on yellowkey   MLS ID: O6406923

    REDUCED by $10,100 (1.9%) on 06/10/2026

    For Sale O6406923 - 12308 BRACCO ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2024
    Monthly Fee: $105
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,606 (change assumption)
    Mortgage ($2,821) + Fees ($105) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $699,90038 Days on yellowkey   MLS ID: O6405142

    REDUCED by $20,000 (2.8%) on 06/10/2026

    For Sale O6405142 - 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2004
    Monthly Fee: $247
       Tax: $11,230 (2025)
    Community: Stoneybrook West Ut 04 48 48
    Single Family


    Estimated Monthly Payment: $5,018 (change assumption)
    Mortgage ($3,835) + Fees ($247) + Taxes in 2025 ($936)


    Taxes:$11,230

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787

    $562,00023 Days on yellowkey   MLS ID: O6408941

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

    For Sale O6408941 - 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2004
    Monthly Fee: $46
       Tax: $7,326 (2025)
    Community: Timbercreek Pines A B C & D
    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,079) + Fees ($46) + Taxes in 2025 ($610)


    Taxes:$7,326

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $578,0008 Days on yellowkey   MLS ID: O6414335

    For Sale O6414335 - 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2025
    Monthly Fee: $295
       Tax: $2,389 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($3,167) + Fees ($295) + Taxes in 2025 ($199)


    Taxes:$2,389

    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.