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Winter Garden Single Family Homes For Sale - 729 homes

Winter Garden Single Family Homes for Sale are located in Lake 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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  • 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $635,00069 Days on yellowkey   MLS ID: O6407746

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale O6407746 - 3351 HANGING TIDE ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2741
       Built: 2021
    Monthly Fee: $152
       Tax: $7,521 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $4,258 (change assumption)
    Mortgage ($3,479) + Fees ($152) + Taxes in 2025 ($627)


    Taxes:$7,521

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 642 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,137,15043 Days on yellowkey   MLS ID: O6413483

    For Sale O6413483 - 642 MEDORA WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,469 (change assumption)
    Mortgage ($6,231) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 650 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,157,19043 Days on yellowkey   MLS ID: O6413464

    For Sale O6413464 - 650 MEDORA WAY, WINTER GARDEN, FL 34787 12 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,578 (change assumption)
    Mortgage ($6,341) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17125 STILLNESS ALY, WINTER GARDEN, FL 34787

    $580,93341 Days on yellowkey   MLS ID: G5113666

    For Sale G5113666 - 17125 STILLNESS ALY, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,304 (change assumption)
    Mortgage ($3,183) + Fees ($121) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 181 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $600,00053 Days on yellowkey   MLS ID: O6412174

    For Sale O6412174 - 181 ZACHARY WADE ST, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2940
       Built: 2002
    Monthly Fee: $67
       Tax: $7,609 (2025)
    Community: Lakeview Reserve
    Single Family


    Estimated Monthly Payment: $3,989 (change assumption)
    Mortgage ($3,288) + Fees ($67) + Taxes in 2025 ($634)


    Taxes:$7,609

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 SIGLER DR, WINTER GARDEN, FL 34787

    $899,76043 Days on yellowkey   MLS ID: O6415005

    For Sale O6415005 - 611 SIGLER DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 3.5   Gar: 22
    Liv Area Sq Ft: 2432
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $5,168 (change assumption)
    Mortgage ($4,930) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • WINTER GARDEN, FL 34787

    $558,99041 Days on yellowkey   MLS ID: G5113611

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale G5113611 - WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($3,063) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $792,80541 Days on yellowkey   MLS ID: G5113609

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale G5113609 - 6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,494 (change assumption)
    Mortgage ($4,344) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $1,498,44078 Days on yellowkey   MLS ID: O6405194

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6405194 - 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2024
    Monthly Fee: $240
       Tax: $14,707 (2025)
    Community: Winter Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,676 (change assumption)
    Mortgage ($8,210) + Fees ($240) + Taxes in 2025 ($1,226)


    Taxes:$14,707

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $693,27095 Days on yellowkey   MLS ID: O6400441

    INCREASED by $3,000 (0.4%) on 04/30/2026

    For Sale O6400441 - 13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $4,069 (change assumption)
    Mortgage ($3,799) + Fees ($77) + 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


  • 13026 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $547,16096 Days on yellowkey   MLS ID: O6400188

    INCREASED by $3,000 (0.6%) on 04/30/2026

    For Sale O6400188 - 13026 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,269 (change assumption)
    Mortgage ($2,998) + Fees ($77) + 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


  • 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $590,71543 Days on yellowkey   MLS ID: G5113551

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale G5113551 - 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($3,237) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $668,000104 Days on yellowkey   MLS ID: O6397713

    For Sale O6397713 - 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2023
    Monthly Fee: $210
       Tax: $9,910 (2025)
    Community: Encore/Ovation Ph 3
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,660) + Fees ($210) + Taxes in 2025 ($826)


    Taxes:$9,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12977 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $780,29056 Days on yellowkey   MLS ID: O6411242

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6411242 - 12977 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 12 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2837
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,415 (change assumption)
    Mortgage ($4,275) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $877,27542 Days on yellowkey   MLS ID: G5113601

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

    For Sale G5113601 - 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: $4,932 (change assumption)
    Mortgage ($4,807) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $663,64542 Days on yellowkey   MLS ID: G5113600

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

    For Sale G5113600 - WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,786 (change assumption)
    Mortgage ($3,636) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14246 CREEKBED CIR, WINTER GARDEN, FL 34787

    $640,00064 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


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

    $469,00072 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


  • 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $435,000290 Days on yellowkey   MLS ID: O6349881

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

    For Sale O6349881 - 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2018
    Monthly Fee: $142
       Tax: $7,556 (2024)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,384) + Fees ($142) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $999,96178 Days on yellowkey   MLS ID: O6405130

    For Sale O6405130 - 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 2024
    Monthly Fee: $240
       Tax: $9,118 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,479 (change assumption)
    Mortgage ($5,479) + Fees ($240) + Taxes in 2025 ($760)


    Taxes:$9,118

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.