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Winter Garden Homes For Sale & Real Estate - 932 homes

Winter Garden homes for sale are located in Lake 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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  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $575,000144 Days on yellowkey   MLS ID: O6370772

    REDUCED by $14,000 (2.4%) on 04/27/2026

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,972 (change assumption)
    Mortgage ($3,151) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $654,900272 Days on yellowkey   MLS ID: O6344886

    REDUCED by $4,100 (0.6%) on 05/24/2026

    For Sale O6344886 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017
    Monthly Fee: $328
       Tax: $9,868 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,739 (change assumption)
    Mortgage ($3,588) + Fees ($328) + Taxes in 2025 ($822)


    Taxes:$9,868

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9103 MORGANA CT, WINTER GARDEN, FL 34787

    $1,630,90027 Days on yellowkey   MLS ID: O6409652

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409652 - 9103 MORGANA CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4376
       Built: 2022
    Monthly Fee: $423
       Tax: $15,919 (2025)
    Community: Avalon Cove
    Single Family


    Estimated Monthly Payment: $10,686 (change assumption)
    Mortgage ($8,936) + Fees ($423) + Taxes in 2025 ($1,327)


    Taxes:$15,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16749 HARPER COVE DR, WINTER GARDEN, FL 34787

    $499,99958 Days on yellowkey   MLS ID: O6400511

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $15,001 (2.9%) on 05/19/2026

    For Sale O6400511 - 16749 HARPER COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019
    Monthly Fee: $257
       Tax: $7,287 (2024)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,740) + Fees ($257) + Taxes in 2024 ($607)


    Taxes:$7,287

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


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

    $229,000181 Days on yellowkey   MLS ID: O6361791

    INCREASED by $30,000 (15.1%) on 05/29/2026

    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: $1,974 (change assumption)
    Mortgage ($1,255) + 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


  • 5443 BOWMAN DR, WINTER GARDEN, FL 34787

    $649,00029 Days on yellowkey   MLS ID: O6408812

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6408812 - 5443 BOWMAN DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 2015
    Monthly Fee: $339
       Tax: $7,564 (2025)
    Community: Overlook 2/Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,556) + Fees ($339) + Taxes in 2025 ($630)


    Taxes:$7,564

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $739,90080 Days on yellowkey   MLS ID: O6394192

    REDUCED by $10,000 (1.3%) on 05/29/2026

    For Sale O6394192 - 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $295
       Tax: $3,196 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,615 (change assumption)
    Mortgage ($4,054) + Fees ($295) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $659,00094 Days on yellowkey   MLS ID: O6390760

    REDUCED by $5,900 (0.9%) on 05/29/2026

    For Sale O6390760 - 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2001
    Monthly Fee: $243
       Tax: $4,030 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,190 (change assumption)
    Mortgage ($3,611) + Fees ($243) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787

    $450,00054 Days on yellowkey   MLS ID: O6400571

    3 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $19,000 (4.1%) on 05/20/2026

    For Sale O6400571 - 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2002
    Monthly Fee: $60
       Tax: $1,662 (2025)
    Community: Regal Pointe Ph 02 47/133
    Single Family


    Estimated Monthly Payment: $2,664 (change assumption)
    Mortgage ($2,466) + Fees ($60) + Taxes in 2025 ($138)


    Taxes:$1,662

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1114, WINTER GARDEN, FL 34787

    $269,50058 Days on yellowkey   MLS ID: O6400258

    For Sale O6400258 - 14501 GROVE RESORT AVE #1114, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1544
       Built: 2016
    Monthly Fee: $904
       Tax: $7,003 (2025)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $2,964 (change assumption)
    Mortgage ($1,477) + Fees ($904) + Taxes in 2025 ($584)


    Taxes:$7,003

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00020 Days on yellowkey   MLS ID: GC540630

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13706 WERRINGTON DR, WINTER GARDEN, FL 34787

    $715,000222 Days on yellowkey   MLS ID: S5138020

    For Sale S5138020 - 13706 WERRINGTON DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2022
    Monthly Fee: $192
       Tax: $8,345 (2023)
    Community: Encore At Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,805 (change assumption)
    Mortgage ($3,918) + Fees ($192) + Taxes in 2023 ($695)


    Taxes:$8,345

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,625,000180 Days on yellowkey   MLS ID: O6367956

    1 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $74,000 (4.4%) on 05/14/2026

    For Sale O6367956 - 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4300
       Built: 2020
    Monthly Fee: $360
       Tax: $21,186 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,029 (change assumption)
    Mortgage ($8,904) + Fees ($360) + Taxes in 2025 ($1,766)


    Taxes:$21,186

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1111, WINTER GARDEN, FL 34787

    $189,000152 Days on yellowkey   MLS ID: O6369269

    INCREASED by $4,000 (2.2%) on 05/29/2026

    For Sale O6369269 - 14501 GROVE RESORT AVE #1111, WINTER GARDEN, FL 34787 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $6,121 (2025)
    Community: Grove Residence & Spa Hotel Condo 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,450 (change assumption)
    Mortgage ($1,036) + Fees ($904) + Taxes in 2025 ($510)


    Taxes:$6,121

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $500,00022 Days on yellowkey   MLS ID: O6409675

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409675 - 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1716
       Built: 1955   Tax: $709 (2025)
    Community: Rep Pt Pleasant Park Sub
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($59)


    Taxes:$709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $809,99097 Days on yellowkey   MLS ID: O6389839

    1 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $10,000 (1.2%) on 05/28/2026

    For Sale O6389839 - 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,854 (change assumption)
    Mortgage ($4,438) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $599,90021 Days on yellowkey   MLS ID: O6399607

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6399607 - 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 2005
    Monthly Fee: $68
       Tax: $8,496 (2025)
    Community: Westfield Lakes Ph 04 A-F
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,063 (change assumption)
    Mortgage ($3,287) + Fees ($68) + Taxes in 2025 ($708)


    Taxes:$8,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $530,00019 Days on yellowkey   MLS ID: O6411527

    For Sale O6411527 - 10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2020
    Monthly Fee: $154
       Tax: $7,738 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $3,703 (change assumption)
    Mortgage ($2,904) + Fees ($154) + Taxes in 2024 ($645)


    Taxes:$7,738

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7030 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $469,00024 Days on yellowkey   MLS ID: O6410364

    SHORT SALE O6410364 - 7030 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2023
    Monthly Fee: $159
       Tax: $6,938 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,307 (change assumption)
    Mortgage ($2,570) + Fees ($159) + Taxes in 2025 ($578)


    Taxes:$6,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,00050 Days on yellowkey   MLS ID: O6402421

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale O6402421 - 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2022
    Monthly Fee: $160
       Tax: $7,294 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $5,124 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($608)


    Taxes:$7,294

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    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.