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Winter Garden Single Family Homes For Sale - 732 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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  • 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $590,71545 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

    $668,000106 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

    $780,29058 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

    $877,27544 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

    $663,64544 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

    $640,00066 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

    $469,00074 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

    $435,000292 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

    $999,96180 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


  • 16826 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,449,000142 Days on yellowkey   MLS ID: O6387379

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

    REDUCED by $50,000 (3.3%) on 05/29/2026

    For Sale O6387379 - 16826 BROADWATER AVE, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2019
    Monthly Fee: $218
       Tax: $9,892 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $8,982 (change assumption)
    Mortgage ($7,940) + Fees ($218) + Taxes in 2025 ($824)


    Taxes:$9,892

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787

    $764,90049 Days on yellowkey   MLS ID: O6414181

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

    For Sale O6414181 - 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3167
       Built: 2015
    Monthly Fee: $140
       Tax: $6,855 (2025)
    Community: Black Lake Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,902 (change assumption)
    Mortgage ($4,191) + Fees ($140) + Taxes in 2025 ($571)


    Taxes:$6,855

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $745,00074 Days on yellowkey   MLS ID: G5112211

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

    For Sale G5112211 - 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2019
    Monthly Fee: $280
       Tax: $8,412 (2025)
    Community: Heritage/Plant Street
    Single Family


    Estimated Monthly Payment: $5,063 (change assumption)
    Mortgage ($4,082) + Fees ($280) + Taxes in 2025 ($701)


    Taxes:$8,412

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $489,99047 Days on yellowkey   MLS ID: O6414707

    For Sale O6414707 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Monthly Fee: $240
       Tax: $5,321 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,685) + Fees ($240) + Taxes in 2025 ($443)


    Taxes:$5,321

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,675,00071 Days on yellowkey   MLS ID: O6408014

    For Sale O6408014 - 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4473
       Built: 2003
    Monthly Fee: $67
       Tax: $8,609 (2025)
    Community: Lakeview Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,962 (change assumption)
    Mortgage ($9,178) + Fees ($67) + Taxes in 2025 ($717)


    Taxes:$8,609

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $799,000193 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


  • 14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $580,000148 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


  • 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $569,990186 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


  • 13212 SOCIAL LN, WINTER GARDEN, FL 34787

    $595,00099 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


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,000100 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


  • 12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $639,99063 Days on yellowkey   MLS ID: O6409937

    For Sale O6409937 - 12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2022
    Monthly Fee: $225
       Tax: $7,966 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $4,396 (change assumption)
    Mortgage ($3,507) + Fees ($225) + Taxes in 2025 ($664)


    Taxes:$7,966

    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.