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Winter Garden Homes For Sale & Real Estate - 708 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 #1114, WINTER GARDEN, FL 34787

    $269,500Listed 04/19/2026 8:26AM   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


  • 604 FOSTER AVE, WINTER GARDEN, FL 34787

    $400,0008 Days on yellowkey   MLS ID: O6389095

    For Sale O6389095 - 604 FOSTER AVE, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1275
       Built: 1975   Tax: $1,633 (2024)
    Community: Westchester Place
    Single Family


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($136)


    Taxes:$1,633

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $535,00018 Days on yellowkey   MLS ID: O6395079

    REDUCED by $10,000 (1.8%) on 04/17/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,502 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $757,990Listed 04/19/2026 1:01PM   MLS ID: G5111222

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale G5111222 - 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($4,153) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787

    $615,00094 Days on yellowkey   MLS ID: O6374079

    For Sale O6374079 - 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2684
       Built: 2002
    Monthly Fee: $117
       Tax: $2,690 (2025)
    Community: Amberleigh
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($3,370) + Fees ($117) + Taxes in 2025 ($224)


    Taxes:$2,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9849 LOST CREEK DR, WINTER GARDEN, FL 34787

    $990,000514 Days on yellowkey   MLS ID: O6258009

    For Sale O6258009 - 9849 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $250
       Tax: $10,950 (2023)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,587 (change assumption)
    Mortgage ($5,425) + Fees ($250) + Taxes in 2023 ($913)


    Taxes:$10,950

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15183 SERENADE DR, WINTER GARDEN, FL 34787

    $789,0007 Days on yellowkey   MLS ID: O6398436

    1 Days Off yellowkey (back on 4/19/2026)

    For Sale O6398436 - 15183 SERENADE DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4438
       Built: 2010
    Monthly Fee: $167
       Tax: $3,859 (2024)
    Community: Belle Meade Ph 02 H
    Single Family


    Estimated Monthly Payment: $4,812 (change assumption)
    Mortgage ($4,323) + Fees ($167) + Taxes in 2024 ($322)


    Taxes:$3,859

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 15381 HONEYBELL DR, WINTER GARDEN, FL 34787

    $419,00027 Days on yellowkey   MLS ID: O6391881

    REDUCED by $7,000 (1.6%) on 04/19/2026

    For Sale O6391881 - 15381 HONEYBELL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2016
    Monthly Fee: $418
       Tax: $4,853 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($2,296) + Fees ($418) + Taxes in 2025 ($404)


    Taxes:$4,853

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,9004 Days on yellowkey   MLS ID: O6396640

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 711 BURCH AVE, WINTER GARDEN, FL 34787

    $400,000272 Days on yellowkey   MLS ID: O6328082

    For Sale O6328082 - 711 BURCH AVE, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1154
       Built: 2003   Tax: $1,837 (2024)
    Community: Burchshire
    Single Family


    Estimated Monthly Payment: $2,345 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($153)


    Taxes:$1,837

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $675,0005 Days on yellowkey   MLS ID: O6399123

    For Sale O6399123 - 6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2818
       Built: 2018
    Monthly Fee: $142
       Tax: $6,366 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($3,699) + Fees ($142) + Taxes in 2025 ($531)


    Taxes:$6,366

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16209 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $399,00024 Days on yellowkey   MLS ID: O6392111

    3 Days Off yellowkey (back on 4/13/2026)

    For Sale O6392111 - 16209 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1626
       Built: 2020
    Monthly Fee: $286
       Tax: $5,581 (2025)
    Community: Hawksmoor-Ph 3
    Townhouse


    Estimated Monthly Payment: $2,937 (change assumption)
    Mortgage ($2,186) + Fees ($286) + Taxes in 2025 ($465)


    Taxes:$5,581

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2621 SHIREHALL LN, WINTER GARDEN, FL 34787

    $475,00044 Days on yellowkey   MLS ID: O6386585

    REDUCED by $25,000 (5.0%) on 04/17/2026

    For Sale O6386585 - 2621 SHIREHALL LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2003
    Monthly Fee: $243
       Tax: $3,181 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,111 (change assumption)
    Mortgage ($2,603) + Fees ($243) + Taxes in 2024 ($265)


    Taxes:$3,181

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 373 ERON WAY #47, WINTER GARDEN, FL 34787

    $163,999101 Days on yellowkey   MLS ID: O6371713

    SHORT SALE O6371713 - 373 ERON WAY #47, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1989
    Monthly Fee: $424
       Tax: $2,015 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($899) + Fees ($424) + Taxes in 2025 ($168)


    Taxes:$2,015

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000150 Days on yellowkey   MLS ID: O6361968

    5 Days Off yellowkey (back on 4/2/2026)

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,736 (change assumption)
    Mortgage ($6,411) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $535,000160 Days on yellowkey   MLS ID: O6358341

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,931) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $425,000Listed 04/18/2026 3:26PM   MLS ID: O6400420

    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: $3,047 (change assumption)
    Mortgage ($2,329) + 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


  • 16749 HARPER COVE DR, WINTER GARDEN, FL 34787

    $515,000Listed 04/19/2026 9:11AM   MLS ID: O6400511

    For Sale O6400511 - 16749 HARPER COVE DR, WINTER GARDEN, FL 34787 22 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: $3,686 (change assumption)
    Mortgage ($2,822) + 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


  • 9354 MCLAREN ALY, WINTER GARDEN, FL 34787

    $529,50038 Days on yellowkey   MLS ID: O6390060

    REDUCED by $15,500 (2.8%) on 04/17/2026

    For Sale O6390060 - 9354 MCLAREN ALY, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2020
    Monthly Fee: $257
       Tax: $614 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($2,901) + Fees ($257) + Taxes in 2025 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787

    $249,5008 Days on yellowkey   MLS ID: O6397131

    For Sale O6397131 - 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $904
       Tax: $7,146 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,867 (change assumption)
    Mortgage ($1,367) + Fees ($904) + Taxes in 2025 ($595)


    Taxes:$7,146

    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.