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Winter Garden Single Family Homes For Sale - 728 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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  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $499,99049 Days on yellowkey   MLS ID: O6413423

    2 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $80,000 (13.8%) on 07/07/2026

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,596 (change assumption)
    Mortgage ($2,740) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $899,00050 Days on yellowkey   MLS ID: O6412120

    REDUCED by $25,999 (2.8%) on 07/01/2026

    For Sale O6412120 - 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3657
       Built: 2024
    Monthly Fee: $99
       Tax: $12,004 (2025)
    Community: Osprey Ranch-Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,025 (change assumption)
    Mortgage ($4,926) + Fees ($99) + Taxes in 2025 ($1,000)


    Taxes:$12,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,000133 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11043 JACKSON CV, WINTER GARDEN, FL 34787

    $689,99928 Days on yellowkey   MLS ID: O6420371

    REDUCED by $10,000 (1.4%) on 07/13/2026

    For Sale O6420371 - 11043 JACKSON CV, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2095
       Built: 2023
    Monthly Fee: $300
       Tax: $8,763 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,811 (change assumption)
    Mortgage ($3,781) + Fees ($300) + Taxes in 2025 ($730)


    Taxes:$8,763

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16448 PARABLE WAY, WINTER GARDEN, FL 34787

    $698,00012 Days on yellowkey   MLS ID: O6424455

    For Sale O6424455 - 16448 PARABLE WAY, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2718
       Built: 2023
    Monthly Fee: $221
       Tax: $10,096 (2025)
    Community: Storey Grove Ph 5
    Single Family


    Estimated Monthly Payment: $4,887 (change assumption)
    Mortgage ($3,825) + Fees ($221) + Taxes in 2025 ($841)


    Taxes:$10,096

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2281 OAKINGTON ST, WINTER GARDEN, FL 34787

    $465,00092 Days on yellowkey   MLS ID: S5148475

    REDUCED by $10,000 (2.1%) on 07/12/2026

    For Sale S5148475 - 2281 OAKINGTON ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2003
    Monthly Fee: $240
       Tax: $5,033 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,548) + Fees ($240) + Taxes in 2025 ($419)


    Taxes:$5,033

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $999,99042 Days on yellowkey   MLS ID: O6416109

    0 Days Off yellowkey (back on 7/12/2026)

    REDUCED by $70,010 (6.5%) on 07/02/2026

    For Sale O6416109 - 1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2018
    Monthly Fee: $184
       Tax: $13,571 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,794 (change assumption)
    Mortgage ($5,479) + Fees ($184) + Taxes in 2025 ($1,131)


    Taxes:$13,571

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $789,99043 Days on yellowkey   MLS ID: O6414779

    For Sale O6414779 - 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2569
       Built: 2023
    Monthly Fee: $99
       Tax: $9,756 (2025)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,241 (change assumption)
    Mortgage ($4,329) + Fees ($99) + Taxes in 2025 ($813)


    Taxes:$9,756

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $899,000117 Days on yellowkey   MLS ID: O6394506

    REDUCED by $10,000 (1.1%) on 07/08/2026

    For Sale O6394506 - 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3841
       Built: 2017
    Monthly Fee: $184
       Tax: $12,543 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,155 (change assumption)
    Mortgage ($4,926) + Fees ($184) + Taxes in 2025 ($1,045)


    Taxes:$12,543

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15031 GUAVA BAY DR, WINTER GARDEN, FL 34787

    $905,00022 Days on yellowkey   MLS ID: O6421934

    For Sale O6421934 - 15031 GUAVA BAY DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3958
       Built: 2020
    Monthly Fee: $164
       Tax: $11,421 (2025)
    Community: Watermark Ph 4A
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,075 (change assumption)
    Mortgage ($4,959) + Fees ($164) + Taxes in 2025 ($952)


    Taxes:$11,421

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $575,000330 Days on yellowkey   MLS ID: O6337436

    REDUCED by $15,000 (2.5%) on 06/20/2026

    For Sale O6337436 - 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $245
       Tax: $9,031 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $4,148 (change assumption)
    Mortgage ($3,151) + Fees ($245) + Taxes in 2024 ($753)


    Taxes:$9,031

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $372,500133 Days on yellowkey   MLS ID: O6389922

    REDUCED by $2,500 (0.7%) on 07/06/2026

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($2,041) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 519 TEAGARDEN CT, WINTER GARDEN, FL 34787

    $878,00039 Days on yellowkey   MLS ID: O6416709

    REDUCED by $20,000 (2.2%) on 07/12/2026

    For Sale O6416709 - 519 TEAGARDEN CT, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2002
    Monthly Fee: $30
       Tax: $3,496 (2025)
    Community: Teacup Spgs Cove
    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,811) + Fees ($30) + Taxes in 2025 ($291)


    Taxes:$3,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15365 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $975,06013 Days on yellowkey   MLS ID: G5114967

    0 Days Off yellowkey (back on 7/11/2026)

    For Sale G5114967 - 15365 MARITIME PINE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4024
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,493 (change assumption)
    Mortgage ($5,343) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $515,00050 Days on yellowkey   MLS ID: G5113349

    REDUCED by $20,000 (3.7%) on 07/11/2026

    For Sale G5113349 - 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $243
       Tax: $6,801 (2025)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $3,632 (change assumption)
    Mortgage ($2,822) + Fees ($243) + Taxes in 2025 ($567)


    Taxes:$6,801

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $619,00044 Days on yellowkey   MLS ID: O6413232

    0 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $20,000 (3.1%) on 06/22/2026

    For Sale O6413232 - 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2418
       Built: 2015   Tax: $8,787 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,124 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($732)


    Taxes:$8,787

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $648,00051 Days on yellowkey   MLS ID: O6413226

    REDUCED by $1,000 (0.2%) on 06/20/2026

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,363 (change assumption)
    Mortgage ($3,551) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $534,00035 Days on yellowkey   MLS ID: O6418559

    REDUCED by $35,000 (6.2%) on 07/11/2026

    For Sale O6418559 - 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2119
       Built: 2018
    Monthly Fee: $125
       Tax: $8,371 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,749 (change assumption)
    Mortgage ($2,926) + Fees ($125) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $560,00044 Days on yellowkey   MLS ID: O6415343

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale O6415343 - 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2177
       Built: 2018
    Monthly Fee: $425
       Tax: $8,526 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,204 (change assumption)
    Mortgage ($3,068) + Fees ($425) + Taxes in 2025 ($710)


    Taxes:$8,526

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $674,90079 Days on yellowkey   MLS ID: O6405142

    REDUCED by $25,000 (3.6%) on 07/11/2026

    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: $4,881 (change assumption)
    Mortgage ($3,698) + 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




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.