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Winter Garden Single Family Homes For Sale - 730 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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  • 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $899,00013 Days on yellowkey   MLS ID: O6423640

    For Sale O6423640 - 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2026
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,329 (change assumption)
    Mortgage ($4,926) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14067 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,099,00014 Days on yellowkey   MLS ID: O6422734

    For Sale O6422734 - 14067 JOMATT LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4741
       Built: 2018
    Monthly Fee: $75
       Tax: $7,802 (2026)
    Community: Cypress Reserve Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,747 (change assumption)
    Mortgage ($6,022) + Fees ($75) + Taxes in 2026 ($650)


    Taxes:$7,802

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2026

    Middle School: SunRidge Middle


  • 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $1,500,00014 Days on yellowkey   MLS ID: O6423216

    For Sale O6423216 - 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2022
    Monthly Fee: $165
       Tax: $11,186 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $9,316 (change assumption)
    Mortgage ($8,219) + Fees ($165) + Taxes in 2025 ($932)


    Taxes:$11,186

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13129 FARO CT, WINTER GARDEN, FL 34787

    $828,50036 Days on yellowkey   MLS ID: O6415958

    REDUCED by $16,500 (2.0%) on 07/09/2026

    For Sale O6415958 - 13129 FARO CT, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2025
    Monthly Fee: $139
       Tax: $2,788 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $4,911 (change assumption)
    Mortgage ($4,540) + Fees ($139) + Taxes in 2025 ($232)


    Taxes:$2,788

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $547,19022 Days on yellowkey   MLS ID: O6421162

    1 Days Off yellowkey (back on 7/8/2026)

    For Sale O6421162 - 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $286
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,998) + Fees ($286) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787

    $440,00073 Days on yellowkey   MLS ID: O6406656

    REDUCED by $10,000 (2.2%) on 07/08/2026

    For Sale O6406656 - 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2018
    Monthly Fee: $108
       Tax: $3,977 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,411) + Fees ($108) + Taxes in 2025 ($331)


    Taxes:$3,977

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 547 SEASIDE COVE ST, WINTER GARDEN, FL 34787

    $715,00021 Days on yellowkey   MLS ID: G5114554

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale G5114554 - 547 SEASIDE COVE ST, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3290
       Built: 2007
    Monthly Fee: $125
       Tax: $3,748 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $4,355 (change assumption)
    Mortgage ($3,918) + Fees ($125) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,19135 Days on yellowkey   MLS ID: G5113971

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16271 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $635,000462 Days on yellowkey   MLS ID: O6299810

    REDUCED by $45,000 (6.6%) on 07/08/2026

    For Sale O6299810 - 16271 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2023
    Monthly Fee: $148
       Tax: $1,854 (2023)
    Community: Silverleaf Reserve At Hamlin
    Single Family


    Estimated Monthly Payment: $3,782 (change assumption)
    Mortgage ($3,479) + Fees ($148) + Taxes in 2023 ($154)


    Taxes:$1,854

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 15709 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $849,90026 Days on yellowkey   MLS ID: O6420325

    For Sale O6420325 - 15709 SHOREBIRD LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2768
       Built: 2018
    Monthly Fee: $360
       Tax: $6,489 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,657) + Fees ($360) + Taxes in 2025 ($541)


    Taxes:$6,489

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9463 KOMIKA LN, WINTER GARDEN, FL 34787

    $545,00042 Days on yellowkey   MLS ID: O6415771

    REDUCED by $11,000 (2.0%) on 07/08/2026

    For Sale O6415771 - 9463 KOMIKA LN, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $8,885 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,984 (change assumption)
    Mortgage ($2,986) + Fees ($257) + Taxes in 2025 ($740)


    Taxes:$8,885

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17806 SEDONA ST, WINTER GARDEN, FL 34787

    $672,50942 Days on yellowkey   MLS ID: O6415594

    INCREASED by $34,300 (5.4%) on 06/15/2026

    For Sale O6415594 - 17806 SEDONA ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2026
    Monthly Fee: $421

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,685) + Fees ($421) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11221 CARDING MILL LN, WINTER GARDEN, FL 34787

    $758,18842 Days on yellowkey   MLS ID: O6415572

    For Sale O6415572 - 11221 CARDING MILL LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2026
    Monthly Fee: $421

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,575 (change assumption)
    Mortgage ($4,154) + Fees ($421) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11235 CARDING MILL LN, WINTER GARDEN, FL 34787

    $700,66971 Days on yellowkey   MLS ID: O6407112

    For Sale O6407112 - 11235 CARDING MILL LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2026
    Monthly Fee: $421

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($3,839) + Fees ($421) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,300,000125 Days on yellowkey   MLS ID: O6391909

    REDUCED by $74,500 (5.4%) on 07/08/2026

    For Sale O6391909 - 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3097
       Built: 2004
    Monthly Fee: $58
       Tax: $6,565 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $7,728 (change assumption)
    Mortgage ($7,123) + Fees ($58) + Taxes in 2025 ($547)


    Taxes:$6,565

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $599,90020 Days on yellowkey   MLS ID: O6418786

    For Sale O6418786 - 6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2607
       Built: 2014
    Monthly Fee: $184
       Tax: $8,719 (2025)
    Community: Signature Lakes Ph 3B-1
    Single Family


    Estimated Monthly Payment: $4,198 (change assumption)
    Mortgage ($3,287) + Fees ($184) + Taxes in 2025 ($727)


    Taxes:$8,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17242 LAKE STAR RD, WINTER GARDEN, FL 34787

    $975,00027 Days on yellowkey   MLS ID: O6419512

    For Sale O6419512 - 17242 LAKE STAR RD, WINTER GARDEN, FL 34787 85 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3101
       Built: 2024
    Monthly Fee: $84
       Tax: $11,322 (2025)
    Community: Northlake At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,370 (change assumption)
    Mortgage ($5,342) + Fees ($84) + Taxes in 2025 ($944)


    Taxes:$11,322

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1085 CHASE DR, WINTER GARDEN, FL 34787

    $587,00033 Days on yellowkey   MLS ID: O6417827

    REDUCED by $13,000 (2.2%) on 07/08/2026

    For Sale O6417827 - 1085 CHASE DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2967
       Built: 2002
    Monthly Fee: $41
       Tax: $3,262 (2025)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($3,216) + Fees ($41) + Taxes in 2025 ($272)


    Taxes:$3,262

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9506 BOLERO RD, WINTER GARDEN, FL 34787

    $749,00028 Days on yellowkey   MLS ID: O6419794

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale O6419794 - 9506 BOLERO RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $267
       Tax: $6,938 (2025)
    Community: Waterleigh Ph 3A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,949 (change assumption)
    Mortgage ($4,104) + Fees ($267) + Taxes in 2025 ($578)


    Taxes:$6,938

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15619 GIANT FOXTAIL CT, WINTER GARDEN, FL 34787

    $1,450,00015 Days on yellowkey   MLS ID: O6422589

    For Sale O6422589 - 15619 GIANT FOXTAIL CT, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3086
       Built: 2021
    Monthly Fee: $360
       Tax: $21,033 (2025)
    Community: Lakeshore Preserve Ph 4
    Single Family


    Estimated Monthly Payment: $10,058 (change assumption)
    Mortgage ($7,945) + Fees ($360) + Taxes in 2025 ($1,753)


    Taxes:$21,033

    Elementary School: Panther Lake 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.