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Winter Garden Homes For Sale & Real Estate - 819 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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  • 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $540,000355 Days on yellowkey   MLS ID: O6311344

    For Sale O6311344 - 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $254
       Tax: $8,126 (2024)
    Community: Waterleigh Ph 3B & 3C
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($2,959) + Fees ($254) + Taxes in 2024 ($677)


    Taxes:$8,126

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #2101, WINTER GARDEN, FL 34787

    $460,000201 Days on yellowkey   MLS ID: O6353080

    For Sale O6353080 - 14501 GROVE RESORT AVE #2101, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1544
       Built: 2018
    Monthly Fee: $826
       Tax: $8,802 (2024)
    Community: Grove Resort And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $4,080 (change assumption)
    Mortgage ($2,520) + Fees ($826) + Taxes in 2024 ($734)


    Taxes:$8,802

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15353 OAK APPLE CT, WINTER GARDEN, FL 34787

    $350,00048 Days on yellowkey   MLS ID: O6393663

    REDUCED by $10,000 (2.8%) on 04/08/2026

    For Sale O6393663 - 15353 OAK APPLE CT, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $283
       Tax: $1,863 (2025)
    Community: Tucker Oaks Bldg 5
    Townhouse


    Estimated Monthly Payment: $2,356 (change assumption)
    Mortgage ($1,918) + Fees ($283) + Taxes in 2025 ($155)


    Taxes:$1,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00056 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    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

    $699,000242 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


  • 15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787

    $390,98767 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


  • 15372 GILLIGAN CT, WINTER GARDEN, FL 34787

    $870,000148 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


  • 15060 BRODIE LN, WINTER GARDEN, FL 34787

    $925,000417 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


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $585,000117 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

    $475,00091 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


  • 14501 GROVE RESORT AVE #1707, WINTER GARDEN, FL 34787

    $325,0001413 Days on yellowkey   MLS ID: O6038711

    For Sale O6038711 - 14501 GROVE RESORT AVE #1707, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2016
    Monthly Fee: $1,103
       Tax: $5,464 (2024)
    Community: Grove Resort & Spa
    Spa: No

    Condo


    Estimated Monthly Payment: $3,339 (change assumption)
    Mortgage ($1,781) + Fees ($1,103) + Taxes in 2024 ($455)


    Taxes:$5,464

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $595,00036 Days on yellowkey   MLS ID: O6395920

    For Sale O6395920 - 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2018
    Monthly Fee: $110
       Tax: $9,154 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $4,133 (change assumption)
    Mortgage ($3,260) + Fees ($110) + Taxes in 2025 ($763)


    Taxes:$9,154

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,00036 Days on yellowkey   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,803) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $819,00088 Days on yellowkey   MLS ID: O6380281

    REDUCED by $30,000 (3.5%) on 04/06/2026

    For Sale O6380281 - 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2000
    Monthly Fee: $90
       Tax: $10,152 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,424 (change assumption)
    Mortgage ($4,488) + Fees ($90) + Taxes in 2025 ($846)


    Taxes:$10,152

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13147 SUBURBAN TER, WINTER GARDEN, FL 34787

    $245,00041 Days on yellowkey   MLS ID: G5110298

    For Sale G5110298 - 13147 SUBURBAN TER, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1479
       Built: 1971
    Monthly Fee: $15
       Tax: $4,142 (2025)
    Community: Suburban Shores
    Single Family


    Estimated Monthly Payment: $1,703 (change assumption)
    Mortgage ($1,342) + Fees ($15) + Taxes in 2025 ($345)


    Taxes:$4,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787

    $299,00036 Days on yellowkey   MLS ID: O6394100

    For Sale O6394100 - 14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,709 (2025)
    Community: Grove Residence & Spa Hotel Condo
    Condo


    Estimated Monthly Payment: $3,195 (change assumption)
    Mortgage ($1,638) + Fees ($998) + Taxes in 2025 ($559)


    Taxes:$6,709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $571,90075 Days on yellowkey   MLS ID: O6385721

    REDUCED by $8,100 (1.4%) on 04/06/2026

    For Sale O6385721 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Monthly Fee: $160
       Tax: $7,532 (2024)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $3,921 (change assumption)
    Mortgage ($3,134) + Fees ($160) + Taxes in 2024 ($628)


    Taxes:$7,532

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $580,000183 Days on yellowkey   MLS ID: O6357599

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,216 (change assumption)
    Mortgage ($3,178) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 122 WINDTREE LN #O-204, WINTER GARDEN, FL 34787

    $229,99561 Days on yellowkey   MLS ID: S5145241

    For Sale S5145241 - 122 WINDTREE LN #O-204, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984
    Monthly Fee: $300
       Tax: $2,004 (2024)
    Community: Windtree Gardens Condo Ph 04
    Condo


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,260) + Fees ($300) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00060 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle




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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.