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Winter Garden Homes For Sale & Real Estate - 951 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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  • 9723 LOST CREEK DR, WINTER GARDEN, FL 34787

    $669,000222 Days on yellowkey   MLS ID: O6359309

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6359309 - 9723 LOST CREEK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $10,499 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,802 (change assumption)
    Mortgage ($3,666) + Fees ($261) + Taxes in 2025 ($875)


    Taxes:$10,499

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $840,00017 Days on yellowkey   MLS ID: O6413647

    0 Days Off yellowkey (back on 6/16/2026)

    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


  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $635,00044 Days on yellowkey   MLS ID: O6404614

    REDUCED by $10,000 (1.6%) on 06/16/2026

    For Sale O6404614 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2742
       Built: 2023
    Monthly Fee: $271
       Tax: $8,755 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,480 (change assumption)
    Mortgage ($3,479) + Fees ($271) + Taxes in 2025 ($730)


    Taxes:$8,755

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17379 CHANNEL WAY, WINTER GARDEN, FL 34787

    $678,00017 Days on yellowkey   MLS ID: O6412749

    REDUCED by $11,000 (1.6%) on 06/16/2026

    For Sale O6412749 - 17379 CHANNEL WAY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2019
    Monthly Fee: $215
       Tax: $9,049 (2025)
    Community: Waterside At Johns Lake
    Single Family


    Estimated Monthly Payment: $4,684 (change assumption)
    Mortgage ($3,715) + Fees ($215) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $625,00066 Days on yellowkey   MLS ID: O6399594

    REDUCED by $29,000 (4.4%) on 06/16/2026

    For Sale O6399594 - 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2015
    Monthly Fee: $82
       Tax: $8,090 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,181 (change assumption)
    Mortgage ($3,425) + Fees ($82) + Taxes in 2025 ($674)


    Taxes:$8,090

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


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

    $229,000185 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


  • 15353 OAK APPLE CT, WINTER GARDEN, FL 34787

    $347,50087 Days on yellowkey   MLS ID: O6393663

    REDUCED by $2,500 (0.7%) on 05/27/2026

    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: $2,342 (change assumption)
    Mortgage ($1,904) + Fees ($283) + Taxes in 2025 ($155)


    Taxes:$1,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00023 Days on yellowkey   MLS ID: O6410286

    For Sale O6410286 - 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2016
    Monthly Fee: $252
       Tax: $6,665 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($2,904) + Fees ($252) + Taxes in 2025 ($555)


    Taxes:$6,665

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 304 ERON WAY #2, WINTER GARDEN, FL 34787

    $199,900190 Days on yellowkey   MLS ID: O6366946

    For Sale O6366946 - 304 ERON WAY #2, WINTER GARDEN, FL 34787 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1984   Tax: $2,151 (2025)
    Community: Townhomes Of Winter Garden Condo
    Condo


    Estimated Monthly Payment: $1,275 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($179)


    Taxes:$2,151

    Elementary School: Tildenville Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 131 OAK LAUREL DR, WINTER GARDEN, FL 34787

    $834,000155 Days on yellowkey   MLS ID: O6374501

    REDUCED by $35,000 (4.0%) on 05/01/2026

    For Sale O6374501 - 131 OAK LAUREL DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2019
    Monthly Fee: $475
       Tax: $10,586 (2025)
    Community: Park Place/Winter Garden
    Townhouse


    Estimated Monthly Payment: $5,927 (change assumption)
    Mortgage ($4,570) + Fees ($475) + Taxes in 2025 ($882)


    Taxes:$10,586

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $650,00058 Days on yellowkey   MLS ID: O6401397

    REDUCED by $19,000 (2.8%) on 05/14/2026

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,447 (change assumption)
    Mortgage ($3,562) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,000,00022 Days on yellowkey   MLS ID: O6411926

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,558 (change assumption)
    Mortgage ($5,479) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787

    $300,00033 Days on yellowkey   MLS ID: S5150108

    REDUCED by $12,000 (3.8%) on 06/01/2026

    For Sale S5150108 - 330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1453
       Built: 2005   Tax: $3,719 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $700,00020 Days on yellowkey   MLS ID: O6412179

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6412179 - 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3532
       Built: 2017
    Monthly Fee: $195
       Tax: $9,630 (2025)
    Community: Independnece
    Single Family


    Estimated Monthly Payment: $4,833 (change assumption)
    Mortgage ($3,836) + Fees ($195) + Taxes in 2025 ($803)


    Taxes:$9,630

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8289 TOPSAIL PL, WINTER GARDEN, FL 34787

    $890,00017 Days on yellowkey   MLS ID: S5151179

    REDUCED by $30,000 (3.3%) on 06/16/2026

    For Sale S5151179 - 8289 TOPSAIL PL, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2755
       Built: 2020
    Monthly Fee: $350
       Tax: $11,564 (2024)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,877) + Fees ($350) + Taxes in 2024 ($964)


    Taxes:$11,564

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15149 CANOE PL, WINTER GARDEN, FL 34787

    $798,89218 Days on yellowkey   MLS ID: O6412776

    REDUCED by $108 (0.0%) on 06/16/2026

    For Sale O6412776 - 15149 CANOE PL, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3081
       Built: 2019
    Monthly Fee: $385
       Tax: $9,388 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,545 (change assumption)
    Mortgage ($4,377) + Fees ($385) + Taxes in 2025 ($782)


    Taxes:$9,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 113 W DIVISION ST, WINTER GARDEN, FL 34787

    $525,99053 Days on yellowkey   MLS ID: S5148787

    REDUCED by $13,910 (2.6%) on 06/16/2026

    For Sale S5148787 - 113 W DIVISION ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1487
       Built: 1951   Tax: $4,920 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,882) + Taxes in 2025 ($410)


    Taxes:$4,920

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787

    $556,00095 Days on yellowkey   MLS ID: O6381166

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale O6381166 - 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2006
    Monthly Fee: $123
       Tax: $3,974 (2024)
    Community: Black Lake Park Ph 01
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($3,046) + Fees ($123) + Taxes in 2024 ($331)


    Taxes:$3,974

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $819,99018 Days on yellowkey   MLS ID: O6412476

    REDUCED by $10,000 (1.2%) on 06/16/2026

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2026
    Monthly Fee: $96
       Tax: $10,790 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,488 (change assumption)
    Mortgage ($4,493) + Fees ($96) + Taxes in 2026 ($899)


    Taxes:$10,790

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $766,00046 Days on yellowkey   MLS ID: O6404673

    REDUCED by $1,000 (0.1%) on 06/16/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,197) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview 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.