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Winter Garden Single Family Homes For Sale - 644 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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  • 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787

    $489,0006 Days on yellowkey   MLS ID: S5150019

    For Sale S5150019 - 9318 MCLAREN ALLEY, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2020
    Monthly Fee: $257
       Tax: $7,221 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,538 (change assumption)
    Mortgage ($2,679) + Fees ($257) + Taxes in 2025 ($602)


    Taxes:$7,221

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10103 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $970,0006 Days on yellowkey   MLS ID: O6407394

    For Sale O6407394 - 10103 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 14 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $159
       Tax: $13,406 (2025)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $6,591 (change assumption)
    Mortgage ($5,315) + Fees ($159) + Taxes in 2025 ($1,117)


    Taxes:$13,406

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787

    $618,00081 Days on yellowkey   MLS ID: O6386791

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6386791 - 5596 THOMAS SQUARE DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2015
    Monthly Fee: $324
       Tax: $8,569 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($3,386) + Fees ($324) + Taxes in 2025 ($714)


    Taxes:$8,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $574,9908 Days on yellowkey   MLS ID: O6407942

    For Sale O6407942 - 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2040
       Built: 2018
    Monthly Fee: $342
       Tax: $8,434 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,195 (change assumption)
    Mortgage ($3,151) + Fees ($342) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,000103 Days on yellowkey   MLS ID: S5143009

    5 Days Off yellowkey (back on 5/15/2026)

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 2543 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $550,00078 Days on yellowkey   MLS ID: O6387268

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale O6387268 - 2543 BALFORN TOWER WAY, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 2008
    Monthly Fee: $243
       Tax: $3,372 (2024)
    Community: Stoneybrook West D
    Single Family


    Estimated Monthly Payment: $3,538 (change assumption)
    Mortgage ($3,014) + Fees ($243) + Taxes in 2024 ($281)


    Taxes:$3,372

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $585,000115 Days on yellowkey   MLS ID: S5142297

    For Sale S5142297 - 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2022
    Monthly Fee: $534
       Tax: $7,519 (2024)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,366 (change assumption)
    Mortgage ($3,205) + Fees ($534) + Taxes in 2024 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13846 FRESH IVY ST, WINTER GARDEN, FL 34787

    $649,900234 Days on yellowkey   MLS ID: O6346706

    For Sale O6346706 - 13846 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2024
    Monthly Fee: $534
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,561) + Fees ($534) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787

    $3,330,00023 Days on yellowkey   MLS ID: O6403188

    For Sale O6403188 - 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5290
       Built: 2001
    Monthly Fee: $300
       Tax: $32,571 (2025)
    Community: Isles Lake Hancock
    Single Family


    Estimated Monthly Payment: $21,260 (change assumption)
    Mortgage ($18,246) + Fees ($300) + Taxes in 2025 ($2,714)


    Taxes:$32,571

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,90015 Days on yellowkey   MLS ID: O6404386

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $975,00020 Days on yellowkey   MLS ID: O6404208

    For Sale O6404208 - 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2270
       Built: 2024
    Monthly Fee: $545
       Tax: $10,412 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $6,755 (change assumption)
    Mortgage ($5,342) + Fees ($545) + Taxes in 2025 ($868)


    Taxes:$10,412

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $549,900143 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,944 (change assumption)
    Mortgage ($3,013) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $1,199,99942 Days on yellowkey   MLS ID: O6397109

    For Sale O6397109 - 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 2246
       Built: 1977   Tax: $9,794 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $7,391 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($816)


    Taxes:$9,794

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $685,00056 Days on yellowkey   MLS ID: O6394429

    REDUCED by $15,000 (2.1%) on 05/11/2026

    For Sale O6394429 - 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2383
       Built: 2017
    Monthly Fee: $118
       Tax: $5,959 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,368 (change assumption)
    Mortgage ($3,753) + Fees ($118) + Taxes in 2025 ($497)


    Taxes:$5,959

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,150,00071 Days on yellowkey   MLS ID: O6389100

    REDUCED by $40,000 (3.4%) on 05/05/2026

    For Sale O6389100 - 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2019
    Monthly Fee: $255
       Tax: $16,181 (2025)
    Community: Canopy Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,905 (change assumption)
    Mortgage ($6,301) + Fees ($255) + Taxes in 2025 ($1,348)


    Taxes:$16,181

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $799,000130 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


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $349,9009 Days on yellowkey   MLS ID: O6407632

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($1,917) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4863 LACEWING DR, WINTER GARDEN, FL 34787

    $540,00043 Days on yellowkey   MLS ID: O6397857

    For Sale O6397857 - 4863 LACEWING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $171
       Tax: $6,905 (2025)
    Community: Silverleaf Reserve Bungalows
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,959) + Fees ($171) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $560,00088 Days on yellowkey   MLS ID: O6384246

    REDUCED by $9,000 (1.6%) on 05/05/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $757,90020 Days on yellowkey   MLS ID: O6400896

    REDUCED by $12,000 (1.6%) on 05/16/2026

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,841 (change assumption)
    Mortgage ($4,153) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    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.