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Winter Garden Homes For Sale & Real Estate - 987 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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  • 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787

    $165,000171 Days on yellowkey   MLS ID: O6378144

    REDUCED by $10,000 (5.7%) on 07/22/2026

    FORECLOSURE O6378144 - 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018   Tax: $8,168 (2025)
    Community: Grove Resort And Spa
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,585 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $465,00067 Days on yellowkey   MLS ID: O6407413

    REDUCED by $10,000 (2.1%) on 07/22/2026

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,548) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,299,00023 Days on yellowkey   MLS ID: O6421255

    For Sale O6421255 - 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3966
       Built: 2016
    Monthly Fee: $380
       Tax: $11,330 (2025)
    Community: Waterleigh Ph 1A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,442 (change assumption)
    Mortgage ($7,118) + Fees ($380) + Taxes in 2025 ($944)


    Taxes:$11,330

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $790,000199 Days on yellowkey   MLS ID: O6370049

    REDUCED by $19,900 (2.5%) on 07/22/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,329) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,649,99966 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 07/07/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,829 (change assumption)
    Mortgage ($9,041) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,250,0003 Days on yellowkey   MLS ID: O6426321

    1 Days Off yellowkey (back on 7/22/2026)

    For Sale O6426321 - 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4006
       Built: 2019
    Monthly Fee: $138
       Tax: $15,462 (2025)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,276 (change assumption)
    Mortgage ($6,849) + Fees ($138) + Taxes in 2025 ($1,289)


    Taxes:$15,462

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 932 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $619,0008 Days on yellowkey   MLS ID: O6424937

    For Sale O6424937 - 932 LOST GROVE CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2891
       Built: 2007
    Monthly Fee: $95
       Tax: $9,109 (2025)
    Community: Grove Pk/Stone Crest A-E
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($3,392) + Fees ($95) + Taxes in 2025 ($759)


    Taxes:$9,109

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $595,00097 Days on yellowkey   MLS ID: O6400102

    REDUCED by $29,000 (4.6%) on 07/22/2026

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,289 (change assumption)
    Mortgage ($3,260) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $539,90049 Days on yellowkey   MLS ID: O6412974

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $10,100 (1.8%) on 07/03/2026

    For Sale O6412974 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $332
       Tax: $8,597 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($2,958) + Fees ($332) + Taxes in 2025 ($716)


    Taxes:$8,597

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $515,00027 Days on yellowkey   MLS ID: O6411394

    REDUCED by $10,000 (1.9%) on 07/22/2026

    For Sale O6411394 - 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2002
    Monthly Fee: $67
       Tax: $3,813 (2025)
    Community: Lakeview Reserve 46/149
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,822) + Fees ($67) + Taxes in 2025 ($318)


    Taxes:$3,813

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,265,00064 Days on yellowkey   MLS ID: O6406556

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

    For Sale O6406556 - 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2018
    Monthly Fee: $215
       Tax: $9,540 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,941 (change assumption)
    Mortgage ($6,931) + Fees ($215) + Taxes in 2025 ($795)


    Taxes:$9,540

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90049 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


  • 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $784,99051 Days on yellowkey   MLS ID: O6412476

    REDUCED by $5,000 (0.6%) on 07/22/2026

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 30 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: $5,296 (change assumption)
    Mortgage ($4,301) + 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


  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,00029 Days on yellowkey   MLS ID: O6417376

    3 Days Off yellowkey (back on 7/22/2026)

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7687 BOWERY DR, WINTER GARDEN, FL 34787

    $799,99045 Days on yellowkey   MLS ID: O6415123

    REDUCED by $10,010 (1.2%) on 07/22/2026

    For Sale O6415123 - 7687 BOWERY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3179
       Built: 2020
    Monthly Fee: $134
       Tax: $9,576 (2025)
    Community: Ravenna Ph 1
    Single Family


    Estimated Monthly Payment: $5,315 (change assumption)
    Mortgage ($4,383) + Fees ($134) + Taxes in 2025 ($798)


    Taxes:$9,576

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #1439, WINTER GARDEN, FL 34787

    $169,90067 Days on yellowkey   MLS ID: O6407410

    REDUCED by $10,100 (5.6%) on 07/22/2026

    For Sale O6407410 - 14501 GROVE RESORT AVE #1439, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $6,553 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,381 (change assumption)
    Mortgage ($931) + Fees ($904) + Taxes in 2025 ($546)


    Taxes:$6,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 502 PALM DR, WINTER GARDEN, FL 34787

    $710,00024 Days on yellowkey   MLS ID: O6415316

    REDUCED by $20,000 (2.7%) on 07/08/2026

    For Sale O6415316 - 502 PALM DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3009
       Built: 1999   Tax: $11,739 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $4,869 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($978)


    Taxes:$11,739

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6262 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $443,1901 Day on yellowkey   MLS ID: O6427189

    For Sale O6427189 - 6262 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2026
    Monthly Fee: $286

    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,428) + Fees ($286) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6258 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $434,4902 Days on yellowkey   MLS ID: O6426984

    For Sale O6426984 - 6258 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $152
       Tax: $892 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,607 (change assumption)
    Mortgage ($2,381) + Fees ($152) + Taxes in 2025 ($74)


    Taxes:$892

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $708,7452 Days on yellowkey   MLS ID: G5115369

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale G5115369 - 6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,033 (change assumption)
    Mortgage ($3,883) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    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.