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Winter Garden Single Family Homes For Sale - 714 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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  • 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $594,99063 Days on yellowkey   MLS ID: O6411261

    REDUCED by $5,000 (0.8%) on 07/01/2026

    For Sale O6411261 - 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,805 (change assumption)
    Mortgage ($3,260) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 2025 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $715,00022 Days on yellowkey   MLS ID: O6422627

    0 Days Off yellowkey (back on 7/28/2026)

    For Sale O6422627 - 2025 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2655
       Built: 1999
    Monthly Fee: $92
       Tax: $2,506 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,918) + Fees ($92) + Taxes in 2025 ($209)


    Taxes:$2,506

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $634,00020 Days on yellowkey   MLS ID: O6424010

    REDUCED by $11,000 (1.7%) on 07/22/2026

    For Sale O6424010 - 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2005   Tax: $8,232 (2025)
    Community: Grovehurst A-D
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,160 (change assumption)
    Mortgage ($3,474) + Taxes in 2025 ($686)


    Taxes:$8,232

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00050 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $465,00077 Days on yellowkey   MLS ID: O6407484

    REDUCED by $10,000 (2.1%) on 07/16/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,545 (change assumption)
    Mortgage ($2,548) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $996,975109 Days on yellowkey   MLS ID: O6397262

    REDUCED by $25 (0.0%) on 05/28/2026

    For Sale O6397262 - 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 1984
    Monthly Fee: $71
       Tax: $10,303 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,463) + Fees ($71) + Taxes in 2025 ($859)


    Taxes:$10,303

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00054 Days on yellowkey   MLS ID: O6414274

    For Sale O6414274 - 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3037
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,708 (change assumption)
    Mortgage ($4,625) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00070 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00092 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $845,00095 Days on yellowkey   MLS ID: O6402286

    REDUCED by $2,000 (0.2%) on 05/09/2026

    For Sale O6402286 - 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,713 (change assumption)
    Mortgage ($4,630) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,250,00058 Days on yellowkey   MLS ID: O6412255

    REDUCED by $25,000 (2.0%) on 06/06/2026

    For Sale O6412255 - 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4816
       Built: 2018
    Monthly Fee: $215
       Tax: $10,516 (2025)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,940 (change assumption)
    Mortgage ($6,849) + Fees ($215) + Taxes in 2025 ($876)


    Taxes:$10,516

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $640,00056 Days on yellowkey   MLS ID: O6409922

    REDUCED by $20,000 (3.0%) on 07/16/2026

    For Sale O6409922 - 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2019
    Monthly Fee: $127
       Tax: $8,758 (2025)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $4,364 (change assumption)
    Mortgage ($3,507) + Fees ($127) + Taxes in 2025 ($730)


    Taxes:$8,758

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15725 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $704,90026 Days on yellowkey   MLS ID: O6420557

    For Sale O6420557 - 15725 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2018
    Monthly Fee: $177
       Tax: $9,439 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,826 (change assumption)
    Mortgage ($3,862) + Fees ($177) + Taxes in 2025 ($787)


    Taxes:$9,439

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15367 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $925,0007 Days on yellowkey   MLS ID: O6426934

    For Sale O6426934 - 15367 SHONAN GOLD DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3002
       Built: 2017
    Monthly Fee: $425
       Tax: $10,788 (2025)
    Community: Hamlin Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,068) + Fees ($425) + Taxes in 2025 ($899)


    Taxes:$10,788

    Elementary School: Keene Crossing Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $639,00015 Days on yellowkey   MLS ID: O6424578

    REDUCED by $6,000 (0.9%) on 07/28/2026

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,351 (change assumption)
    Mortgage ($3,501) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14779 MCCLANE RD, WINTER GARDEN, FL 34787

    $899,00011 Days on yellowkey   MLS ID: O6426346

    For Sale O6426346 - 14779 MCCLANE RD, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3118
       Built: 2018
    Monthly Fee: $212
       Tax: $10,367 (2025)
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $6,002 (change assumption)
    Mortgage ($4,926) + Fees ($212) + Taxes in 2025 ($864)


    Taxes:$10,367

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11031 JACKSON CV, WINTER GARDEN, FL 34787

    $715,00013 Days on yellowkey   MLS ID: O6425544

    For Sale O6425544 - 11031 JACKSON CV, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $300
       Tax: $10,935 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,129 (change assumption)
    Mortgage ($3,918) + Fees ($300) + Taxes in 2025 ($911)


    Taxes:$10,935

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,149,00043 Days on yellowkey   MLS ID: O6417058

    REDUCED by $16,000 (1.4%) on 07/24/2026

    For Sale O6417058 - 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3624
       Built: 2020
    Monthly Fee: $55
       Tax: $12,068 (2025)
    Community: Highlands/Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,356 (change assumption)
    Mortgage ($6,296) + Fees ($55) + Taxes in 2025 ($1,006)


    Taxes:$12,068

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $679,00042 Days on yellowkey   MLS ID: O6415990

    REDUCED by $10,000 (1.5%) on 07/28/2026

    For Sale O6415990 - 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,720) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 637 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $850,0005 Days on yellowkey   MLS ID: O6427944

    For Sale O6427944 - 637 GRASSY STONE DR, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3241
       Built: 2013
    Monthly Fee: $72
       Tax: $9,999 (2025)
    Community: Covington Chase Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,563 (change assumption)
    Mortgage ($4,657) + Fees ($72) + Taxes in 2025 ($833)


    Taxes:$9,999

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview 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.