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Winter Garden Homes For Sale & Real Estate - 708 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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  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $529,00024 Days on yellowkey   MLS ID: O6394112

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6394112 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Monthly Fee: $165
       Tax: $8,244 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,899) + Fees ($165) + Taxes in 2025 ($687)


    Taxes:$8,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787

    $424,00015 Days on yellowkey   MLS ID: O6396023

    For Sale O6396023 - 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $268
       Tax: $5,866 (2025)
    Community: Storey Grove
    Townhouse


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,323) + Fees ($268) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000219 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $558,000110 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 59 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: $3,989 (change assumption)
    Mortgage ($3,057) + 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


  • 15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787

    $390,98744 Days on yellowkey   MLS ID: O6388259

    1 Days Off yellowkey (back on 4/7/2026)

    REDUCED by $9,000 (2.3%) on 03/31/2026

    For Sale O6388259 - 15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2012
       Built: 2017
    Monthly Fee: $365
       Tax: $6,245 (2025)
    Community: Hickory Hammock
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,028 (change assumption)
    Mortgage ($2,142) + Fees ($365) + Taxes in 2025 ($520)


    Taxes:$6,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16125 AZURE KEY ST, WINTER GARDEN, FL 34787

    $480,000136 Days on yellowkey   MLS ID: O6364171

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6364171 - 16125 AZURE KEY ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018
    Monthly Fee: $245
       Tax: $6,415 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $3,410 (change assumption)
    Mortgage ($2,630) + Fees ($245) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7230 DUXBURY LN, WINTER GARDEN, FL 34787

    $400,00017 Days on yellowkey   MLS ID: O6395091

    1 Days Off yellowkey (back on 4/7/2026)

    For Sale O6395091 - 7230 DUXBURY LN, WINTER GARDEN, FL 34787 53 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 2016
    Monthly Fee: $396
       Tax: $4,010 (2025)
    Community: Lakeview Pointe/Horizon West P
    Townhouse


    Estimated Monthly Payment: $2,922 (change assumption)
    Mortgage ($2,192) + Fees ($396) + Taxes in 2025 ($334)


    Taxes:$4,010

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,300,00016 Days on yellowkey   MLS ID: O6395612

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $8,294 (change assumption)
    Mortgage ($7,123) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15372 GILLIGAN CT, WINTER GARDEN, FL 34787

    $870,000125 Days on yellowkey   MLS ID: O6367059

    3 Days Off yellowkey (back on 4/7/2026)

    For Sale O6367059 - 15372 GILLIGAN CT, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2020
    Monthly Fee: $102
       Tax: $8,004 (2023)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $5,536 (change assumption)
    Mortgage ($4,767) + Fees ($102) + Taxes in 2023 ($667)


    Taxes:$8,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15056 GROVESIDE RD, WINTER GARDEN, FL 34787

    $505,97571 Days on yellowkey   MLS ID: O6380756

    For Sale O6380756 - 15056 GROVESIDE RD, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2025
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,134 (change assumption)
    Mortgage ($2,772) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2604, WINTER GARDEN, FL 34787

    $215,00067 Days on yellowkey   MLS ID: O6367873

    FORECLOSURE O6367873 - 14501 GROVE RESORT AVE #2604, WINTER GARDEN, FL 34787 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2009   Tax: $8,091 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,852 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($674)


    Taxes:$8,091

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15044 GROVESIDE RD, WINTER GARDEN, FL 34787

    $488,43071 Days on yellowkey   MLS ID: O6380734

    For Sale O6380734 - 15044 GROVESIDE RD, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2025
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,038 (change assumption)
    Mortgage ($2,676) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2528, WINTER GARDEN, FL 34787

    $247,000123 Days on yellowkey   MLS ID: O6361791

    FORECLOSURE O6361791 - 14501 GROVE RESORT AVE #2528, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1544
       Built: 2009   Tax: $8,631 (2025)
    Community: Grove Resort And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $2,073 (change assumption)
    Mortgage ($1,353) + Taxes in 2025 ($719)


    Taxes:$8,631

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15060 BRODIE LN, WINTER GARDEN, FL 34787

    $925,000394 Days on yellowkey   MLS ID: O6292102

    3 Days Off yellowkey (back on 2/23/2026)

    For Sale O6292102 - 15060 BRODIE LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3256
       Built: 2024
    Monthly Fee: $110
       Tax: $2,642 (2024)
    Community: Westhaven/Ovation
    Single Family


    Estimated Monthly Payment: $5,399 (change assumption)
    Mortgage ($5,068) + Fees ($110) + Taxes in 2024 ($220)


    Taxes:$2,642

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $465,00043 Days on yellowkey   MLS ID: O6388545

    REDUCED by $2,990 (0.6%) on 04/07/2026

    For Sale O6388545 - 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2024
    Monthly Fee: $180
       Tax: $1,742 (2024)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $2,873 (change assumption)
    Mortgage ($2,548) + Fees ($180) + Taxes in 2024 ($145)


    Taxes:$1,742

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 168 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $212,500188 Days on yellowkey   MLS ID: O6351954

    REDUCED by $2,500 (1.2%) on 04/07/2026

    For Sale O6351954 - 168 WINDTREE LN #203, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1985
    Monthly Fee: $260
       Tax: $2,004 (2024)
    Community: Windtree Gardens Ph 6
    Condo


    Estimated Monthly Payment: $1,591 (change assumption)
    Mortgage ($1,164) + Fees ($260) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $585,00094 Days on yellowkey   MLS ID: O6373125

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,930 (change assumption)
    Mortgage ($3,205) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6982 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $475,00068 Days on yellowkey   MLS ID: O6381394

    For Sale O6381394 - 6982 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2024
    Monthly Fee: $180
       Tax: $6,606 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,333 (change assumption)
    Mortgage ($2,603) + Fees ($180) + Taxes in 2025 ($551)


    Taxes:$6,606

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,00070 Days on yellowkey   MLS ID: S5143009

    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


  • 173 DONNER DR, WINTER GARDEN, FL 34787

    $605,000197 Days on yellowkey   MLS ID: O6344303

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6344303 - 173 DONNER DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3439
       Built: 2005
    Monthly Fee: $57
       Tax: $7,336 (2024)
    Community: Deerfield Place
    Single Family


    Estimated Monthly Payment: $3,983 (change assumption)
    Mortgage ($3,315) + Fees ($57) + Taxes in 2024 ($611)


    Taxes:$7,336

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle




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.