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Winter Garden Homes For Sale & Real Estate - 940 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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  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $595,000175 Days on yellowkey   MLS ID: O6373345

    REDUCED by $10,500 (1.7%) on 07/01/2026

    For Sale O6373345 - 16031 SCARPETTA ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2023
    Monthly Fee: $268
       Tax: $8,487 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,235 (change assumption)
    Mortgage ($3,260) + Fees ($268) + Taxes in 2024 ($707)


    Taxes:$8,487

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $594,00082 Days on yellowkey   MLS ID: O6399369

    REDUCED by $5,000 (0.8%) on 07/01/2026

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $3,976 (change assumption)
    Mortgage ($3,255) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787

    $444,000117 Days on yellowkey   MLS ID: V4947783

    REDUCED by $5,000 (1.1%) on 07/01/2026

    For Sale V4947783 - 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 2018
    Monthly Fee: $315
       Tax: $3,792 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,064 (change assumption)
    Mortgage ($2,433) + Fees ($315) + Taxes in 2025 ($316)


    Taxes:$3,792

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16435 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $455,90011 Days on yellowkey   MLS ID: O6420316

    For Sale O6420316 - 16435 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1736
       Built: 2024
    Monthly Fee: $221
       Tax: $1,217 (2024)
    Community: Hamlin Rdg
    Townhouse


    Estimated Monthly Payment: $2,820 (change assumption)
    Mortgage ($2,498) + Fees ($221) + Taxes in 2024 ($101)


    Taxes:$1,217

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 129 S PARK AVE #8E, WINTER GARDEN, FL 34787

    $919,0008 Days on yellowkey   MLS ID: O6420596

    For Sale O6420596 - 129 S PARK AVE #8E, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2020
    Monthly Fee: $490
       Tax: $11,038 (2025)
    Community: Park Place/Winter Garden
    Spa: No

    Condo


    Estimated Monthly Payment: $6,445 (change assumption)
    Mortgage ($5,035) + Fees ($490) + Taxes in 2025 ($920)


    Taxes:$11,038

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2827 SANCTUARY LN, WINTER GARDEN, FL 34787

    $2,500,000539 Days on yellowkey   MLS ID: O6271646

    For Sale O6271646 - 2827 SANCTUARY LN, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2178
       Built: 1987   Tax: $15,049 (2024)
    Community: Lake Avalon Groves
    Single Family


    Estimated Monthly Payment: $14,952 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,254)


    Taxes:$15,049

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787

    $310,000149 Days on yellowkey   MLS ID: O6380808

    3 Days Off yellowkey (back on 5/21/2026)

    For Sale O6380808 - 14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $904
       Tax: $6,516 (2025)
    Community: Grove Resort And Spa Hotel Condo 1
    Spa: No

    Condo


    Estimated Monthly Payment: $3,146 (change assumption)
    Mortgage ($1,699) + Fees ($904) + Taxes in 2025 ($543)


    Taxes:$6,516

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1005 CHASE DR, WINTER GARDEN, FL 34787

    $600,00040 Days on yellowkey   MLS ID: O6411451

    REDUCED by $15,000 (2.4%) on 06/18/2026

    For Sale O6411451 - 1005 CHASE DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2319
       Built: 2005
    Monthly Fee: $68
       Tax: $7,087 (2025)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($3,288) + Fees ($68) + Taxes in 2025 ($591)


    Taxes:$7,087

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $420,00080 Days on yellowkey   MLS ID: O6400420

    REDUCED by $5,000 (1.2%) on 06/01/2026

    For Sale O6400420 - 15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $268
       Tax: $5,406 (2025)
    Community: Storey Grove
    Townhouse


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,301) + Fees ($268) + Taxes in 2025 ($450)


    Taxes:$5,406

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90033 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $594,99041 Days on yellowkey   MLS ID: O6411261

    REDUCED by $5,000 (0.8%) on 07/01/2026

    For Sale O6411261 - 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,805 (change assumption)
    Mortgage ($3,260) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $579,99032 Days on yellowkey   MLS ID: O6413423

    INCREASED by $10,000 (1.8%) on 07/01/2026

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,034 (change assumption)
    Mortgage ($3,178) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 15591 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,395,00019 Days on yellowkey   MLS ID: O6416459

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

    For Sale O6416459 - 15591 PANTHER LAKE DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3932
       Built: 2017
    Monthly Fee: $431
       Tax: $11,631 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $9,044 (change assumption)
    Mortgage ($7,644) + Fees ($431) + Taxes in 2025 ($969)


    Taxes:$11,631

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $400,00031 Days on yellowkey   MLS ID: O6414427

    REDUCED by $15,000 (3.6%) on 07/01/2026

    For Sale O6414427 - 16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1768
       Built: 2022
    Monthly Fee: $286
       Tax: $7,039 (2025)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,064 (change assumption)
    Mortgage ($2,192) + Fees ($286) + Taxes in 2025 ($587)


    Taxes:$7,039

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,034,00092 Days on yellowkey   MLS ID: O6394977

    REDUCED by $25,000 (2.4%) on 07/01/2026

    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: $6,344 (change assumption)
    Mortgage ($5,666) + 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


  • 13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $1,249,000495 Days on yellowkey   MLS ID: O6285385

    REDUCED by $1,000 (0.1%) on 07/01/2026

    For Sale O6285385 - 13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787 78 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4152
       Built: 2025
    Monthly Fee: $110
       Tax: $2,342 (2024)
    Community: Westhaven At Ovation
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,844) + Fees ($110) + Taxes in 2024 ($195)


    Taxes:$2,342

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15027 GROVESIDE RD, WINTER GARDEN, FL 34787

    $499,63087 Days on yellowkey   MLS ID: O6398345

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

    INCREASED by $5,000 (1.0%) on 06/17/2026

    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: $3,099 (change assumption)
    Mortgage ($2,738) + 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

    $490,57560 Days on yellowkey   MLS ID: O6406358

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

    INCREASED by $5,000 (1.0%) on 06/17/2026

    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: $3,050 (change assumption)
    Mortgage ($2,688) + 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 #1545, WINTER GARDEN, FL 34787

    $165,000242 Days on yellowkey   MLS ID: O6357793

    REDUCED by $24,000 (12.7%) on 07/01/2026

    For Sale O6357793 - 14501 GROVE RESORT AVE #1545, WINTER GARDEN, FL 34787 56 photos

    Bed: 2   Bath: 2.0   Gar: 30
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $805
       Tax: $6,164 (2024)
    Community: Grove Residence & Spa Hotel Condo
    Condo


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($904) + Fees ($805) + Taxes in 2024 ($514)


    Taxes:$6,164

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $840,00034 Days on yellowkey   MLS ID: O6413647

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

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,309 (change assumption)
    Mortgage ($4,603) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    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.