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Winter Garden Homes For Sale & Real Estate - 975 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 14383 BRAEMAR ST, WINTER GARDEN, FL 34787

    $456,00032 Days on yellowkey   MLS ID: O6418248

    3 Days Off yellowkey (back on 7/15/2026)

    REDUCED by $9,000 (1.9%) on 07/06/2026

    For Sale O6418248 - 14383 BRAEMAR ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2024
    Monthly Fee: $110
       Tax: $7,218 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,499) + Fees ($110) + Taxes in 2025 ($602)


    Taxes:$7,218

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787

    $839,00091 Days on yellowkey   MLS ID: O6393138

    REDUCED by $36,000 (4.1%) on 07/15/2026

    For Sale O6393138 - 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3570
       Built: 2001
    Monthly Fee: $104
       Tax: $9,264 (2025)
    Community: Cambridge Crossing Ph 01A 45/21
    Single Family


    Estimated Monthly Payment: $5,473 (change assumption)
    Mortgage ($4,597) + Fees ($104) + Taxes in 2025 ($772)


    Taxes:$9,264

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $799,00019 Days on yellowkey   MLS ID: O6422122

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,354 (change assumption)
    Mortgage ($4,378) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2045 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $719,00013 Days on yellowkey   MLS ID: O6422461

    For Sale O6422461 - 2045 SANDY GARDEN LN, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2742
       Built: 2013
    Monthly Fee: $113
       Tax: $5,645 (2025)
    Community: Reserve/Carriage Point Ph 1
    Single Family


    Estimated Monthly Payment: $4,523 (change assumption)
    Mortgage ($3,940) + Fees ($113) + Taxes in 2025 ($470)


    Taxes:$5,645

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $989,000376 Days on yellowkey   MLS ID: O6325653

    REDUCED by $10,000 (1.0%) on 07/15/2026

    For Sale O6325653 - 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3211
       Built: 2025
    Monthly Fee: $86
       Tax: $1,857 (2024)
    Community: Summerlake Reserve
    Single Family


    Estimated Monthly Payment: $5,660 (change assumption)
    Mortgage ($5,419) + Fees ($86) + Taxes in 2024 ($155)


    Taxes:$1,857

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11869 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $887,0668 Days on yellowkey   MLS ID: O6425097

    INCREASED by $3,060 (0.3%) on 07/15/2026

    For Sale O6425097 - 11869 SHINE VIEW LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,234 (change assumption)
    Mortgage ($4,861) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 776 RAINFALL DR, WINTER GARDEN, FL 34787

    $519,00090 Days on yellowkey   MLS ID: O6400904

    2 Days Off yellowkey (back on 7/15/2026)

    REDUCED by $31,000 (5.6%) on 07/07/2026

    For Sale O6400904 - 776 RAINFALL DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 2007
    Monthly Fee: $92
       Tax: $7,884 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,593 (change assumption)
    Mortgage ($2,844) + Fees ($92) + Taxes in 2025 ($657)


    Taxes:$7,884

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $871,83177 Days on yellowkey   MLS ID: O6405351

    INCREASED by $1,500 (0.2%) on 07/15/2026

    For Sale O6405351 - 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,143 (change assumption)
    Mortgage ($4,777) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12032 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $703,94513 Days on yellowkey   MLS ID: O6423717

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale O6423717 - 12032 SHINE VIEW LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,273 (change assumption)
    Mortgage ($3,857) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16004 OLLIVETT ST, WINTER GARDEN, FL 34787

    $834,99925 Days on yellowkey   MLS ID: S5152585

    INCREASED by $5,000 (0.6%) on 06/29/2026

    For Sale S5152585 - 16004 OLLIVETT ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4704
       Built: 2014
    Monthly Fee: $110
       Tax: $9,493 (2024)
    Community: Verde Park Ph 1
    Single Family


    Estimated Monthly Payment: $5,476 (change assumption)
    Mortgage ($4,575) + Fees ($110) + Taxes in 2024 ($791)


    Taxes:$9,493

    Elementary School: Grassy Lake Elementary

    High School: Lake Minneola High

    Tax Year: 2024

    Middle School: East Ridge Middle


  • 200 SOUTHERN PECAN CIR #104, WINTER GARDEN, FL 34787

    $295,0008 Days on yellowkey   MLS ID: O6424749

    For Sale O6424749 - 200 SOUTHERN PECAN CIR #104, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1340
       Built: 2005   Tax: $3,820 (2025)
    Community: Southern Pines
    Condo


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($318)


    Taxes:$3,820

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16304 WIND VIEW LN, WINTER GARDEN, FL 34787

    $935,00013 Days on yellowkey   MLS ID: O6418695

    For Sale O6418695 - 16304 WIND VIEW LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2956
       Built: 2016
    Monthly Fee: $365
       Tax: $10,265 (2025)
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,344 (change assumption)
    Mortgage ($5,123) + Fees ($365) + Taxes in 2025 ($855)


    Taxes:$10,265

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7687 BOWERY DR, WINTER GARDEN, FL 34787

    $810,00044 Days on yellowkey   MLS ID: O6415123

    REDUCED by $10,000 (1.2%) on 07/04/2026

    For Sale O6415123 - 7687 BOWERY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3179
       Built: 2020
    Monthly Fee: $134
       Tax: $9,576 (2025)
    Community: Ravenna Ph 1
    Single Family


    Estimated Monthly Payment: $5,370 (change assumption)
    Mortgage ($4,438) + Fees ($134) + Taxes in 2025 ($798)


    Taxes:$9,576

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14816 PORTER RD, WINTER GARDEN, FL 34787

    $545,00015 Days on yellowkey   MLS ID: O6423001

    REDUCED by $25,000 (4.4%) on 07/14/2026

    For Sale O6423001 - 14816 PORTER RD, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2014
    Monthly Fee: $188
       Tax: $8,946 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($2,986) + Fees ($188) + Taxes in 2025 ($746)


    Taxes:$8,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14549 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $515,00012 Days on yellowkey   MLS ID: O6424107

    0 Days Off yellowkey (back on 7/14/2026)

    For Sale O6424107 - 14549 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $4,818 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,382 (change assumption)
    Mortgage ($2,822) + Fees ($159) + Taxes in 2025 ($402)


    Taxes:$4,818

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $522,500398 Days on yellowkey   MLS ID: O6318887

    REDUCED by $500 (0.1%) on 07/14/2026

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $91
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,863) + Fees ($91) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $540,00039 Days on yellowkey   MLS ID: S5151791

    For Sale S5151791 - 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $166
       Tax: $7,028 (2025)
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $3,710 (change assumption)
    Mortgage ($2,959) + Fees ($166) + Taxes in 2025 ($586)


    Taxes:$7,028

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $544,90075 Days on yellowkey   MLS ID: O6405328

    REDUCED by $5,000 (0.9%) on 07/14/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2517
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,986) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $879,00083 Days on yellowkey   MLS ID: O6402319

    REDUCED by $20,000 (2.2%) on 07/14/2026

    For Sale O6402319 - 9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2935
       Built: 2019
    Monthly Fee: $164
       Tax: $11,696 (2025)
    Community: Watermark
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,955 (change assumption)
    Mortgage ($4,816) + Fees ($164) + Taxes in 2025 ($975)


    Taxes:$11,696

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $439,00038 Days on yellowkey   MLS ID: O6416732

    0 Days Off yellowkey (back on 7/14/2026)

    REDUCED by $11,000 (2.4%) on 07/03/2026

    For Sale O6416732 - 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1219
       Built: 1997
    Monthly Fee: $25
       Tax: $3,719 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,405) + Fees ($25) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.