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Winter Garden Homes For Sale & Real Estate - 933 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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  • 15027 GROVESIDE RD, WINTER GARDEN, FL 34787

    $494,63064 Days on yellowkey   MLS ID: O6398345

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6398345 - 15027 GROVESIDE RD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,072 (change assumption)
    Mortgage ($2,710) + 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


  • 15056 GROVESIDE RD, WINTER GARDEN, FL 34787

    $507,975127 Days on yellowkey   MLS ID: O6380756

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6380756 - 15056 GROVESIDE RD, WINTER GARDEN, FL 34787 59 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: $3,145 (change assumption)
    Mortgage ($2,783) + 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


  • 15039 GROVESIDE RD, WINTER GARDEN, FL 34787

    $492,38064 Days on yellowkey   MLS ID: O6398354

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6398354 - 15039 GROVESIDE RD, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,060 (change assumption)
    Mortgage ($2,698) + 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


  • 15051 GROVESIDE RD, WINTER GARDEN, FL 34787

    $485,57537 Days on yellowkey   MLS ID: O6406358

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6406358 - 15051 GROVESIDE RD, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,022 (change assumption)
    Mortgage ($2,661) + 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


  • 15135 GROVESIDE RD, WINTER GARDEN, FL 34787

    $478,93022 Days on yellowkey   MLS ID: O6410287

    For Sale O6410287 - 15135 GROVESIDE RD, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $2,986 (change assumption)
    Mortgage ($2,624) + 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


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,149,950101 Days on yellowkey   MLS ID: O6384801

    REDUCED by $50,050 (4.2%) on 06/03/2026

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,154 (change assumption)
    Mortgage ($6,301) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 14501 GROVE RESORT AVE #3429, WINTER GARDEN, FL 34787

    $322,90024 Days on yellowkey   MLS ID: O6401719

    REDUCED by $1,000 (0.3%) on 06/03/2026

    For Sale O6401719 - 14501 GROVE RESORT AVE #3429, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $997
       Tax: $6,729 (2025)
    Community: Grove Residence & Spa Hotel Condo 3
    Condo


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($1,769) + Fees ($997) + Taxes in 2025 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $553,000194 Days on yellowkey   MLS ID: O6363957

    REDUCED by $12,000 (2.1%) on 06/01/2026

    For Sale O6363957 - 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2096
       Built: 2024
    Monthly Fee: $125
       Tax: $7,757 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($3,030) + Fees ($125) + Taxes in 2025 ($646)


    Taxes:$7,757

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,690,00045 Days on yellowkey   MLS ID: O6402785

    REDUCED by $110,000 (6.1%) on 06/03/2026

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,721 (change assumption)
    Mortgage ($9,260) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $784,90051 Days on yellowkey   MLS ID: O6401215

    REDUCED by $5,000 (0.6%) on 05/31/2026

    For Sale O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3738
       Built: 2001
    Monthly Fee: $90
       Tax: $10,261 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $5,246 (change assumption)
    Mortgage ($4,301) + Fees ($90) + Taxes in 2025 ($855)


    Taxes:$10,261

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,00069 Days on yellowkey   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 75 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


  • 46 W VINING ST, WINTER GARDEN, FL 34787

    $549,90027 Days on yellowkey   MLS ID: O6408720

    REDUCED by $20,000 (3.5%) on 06/03/2026

    For Sale O6408720 - 46 W VINING ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1273
       Built: 1938   Tax: $6,287 (2025)
    Community: Ellman Park
    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,013) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14501 GROVE RESORT AVE #1443, WINTER GARDEN, FL 34787

    $300,000109 Days on yellowkey   MLS ID: S5144504

    For Sale S5144504 - 14501 GROVE RESORT AVE #1443, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $983
       Tax: $6,434 (2024)
    Community: Grove Resort & Spa Hotel Condo I
    Spa: No

    Condo


    Estimated Monthly Payment: $3,163 (change assumption)
    Mortgage ($1,644) + Fees ($983) + Taxes in 2024 ($536)


    Taxes:$6,434

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $649,00011 Days on yellowkey   MLS ID: O6413226

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,369 (change assumption)
    Mortgage ($3,556) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $569,900132 Days on yellowkey   MLS ID: O6379181

    REDUCED by $19,000 (3.2%) on 06/03/2026

    For Sale O6379181 - 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2008
       Built: 2019
    Monthly Fee: $127
       Tax: $7,241 (2024)
    Community: Hawksmoor
    Single Family


    Estimated Monthly Payment: $3,853 (change assumption)
    Mortgage ($3,123) + Fees ($127) + Taxes in 2024 ($603)


    Taxes:$7,241

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #3630, WINTER GARDEN, FL 34787

    $284,50047 Days on yellowkey   MLS ID: S5148670

    REDUCED by $5,000 (1.7%) on 06/03/2026

    For Sale S5148670 - 14501 GROVE RESORT AVE #3630, WINTER GARDEN, FL 34787 59 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $6,696 (2024)
    Community: Grove Residence & Spa Hotel Condo 3
    Condo


    Estimated Monthly Payment: $3,021 (change assumption)
    Mortgage ($1,559) + Fees ($904) + Taxes in 2024 ($558)


    Taxes:$6,696

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14501 GROVE RESORT AVE 1535 #1535, WINTER GARDEN, FL 34787

    $410,99030 Days on yellowkey   MLS ID: S5150001

    For Sale S5150001 - 14501 GROVE RESORT AVE     1535 #1535, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,589 (2024)
    Community: Grove Resort And Spa Hotel Condominium 1
    Condo


    Estimated Monthly Payment: $3,799 (change assumption)
    Mortgage ($2,252) + Fees ($998) + Taxes in 2024 ($549)


    Taxes:$6,589

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1203, WINTER GARDEN, FL 34787

    $350,000109 Days on yellowkey   MLS ID: S5144506

    For Sale S5144506 - 14501 GROVE RESORT AVE #1203, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,233 (2024)
    Community: Grove Resort And Spa Hotel Condominium
    Spa: No

    Condo


    Estimated Monthly Payment: $3,435 (change assumption)
    Mortgage ($1,918) + Fees ($998) + Taxes in 2024 ($519)


    Taxes:$6,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2223, WINTER GARDEN, FL 34787

    $287,990111 Days on yellowkey   MLS ID: S5144425

    For Sale S5144425 - 14501 GROVE RESORT AVE #2223, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $7,508 (2025)
    Community: Grove Resort And Spa Condominium 2
    Spa: No

    Condo


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($1,578) + Fees ($904) + Taxes in 2025 ($626)


    Taxes:$7,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787

    $369,990211 Days on yellowkey   MLS ID: S5138632

    For Sale S5138632 - 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $1,025
       Tax: $7,024 (2024)
    Community: Grove Resort And Spa Hotel Condominium 3
    Condo


    Estimated Monthly Payment: $3,638 (change assumption)
    Mortgage ($2,027) + Fees ($1,025) + Taxes in 2024 ($585)


    Taxes:$7,024

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.