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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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  • 168 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $202,900244 Days on yellowkey   MLS ID: O6351954

    REDUCED by $6,500 (3.1%) on 06/04/2026

    For Sale O6351954 - 168 WINDTREE LN #203, WINTER GARDEN, FL 34787 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1985
    Monthly Fee: $260
       Tax: $2,004 (2024)
    Community: Windtree Gardens Ph 6
    Condo


    Estimated Monthly Payment: $1,539 (change assumption)
    Mortgage ($1,112) + Fees ($260) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $654,00060 Days on yellowkey   MLS ID: O6399594

    REDUCED by $5,000 (0.8%) on 06/04/2026

    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: $4,340 (change assumption)
    Mortgage ($3,583) + 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


  • 12904 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $1,032,000123 Days on yellowkey   MLS ID: O6381734

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

    INCREASED by $10,000 (1.0%) on 06/01/2026

    For Sale O6381734 - 12904 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3894
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,925 (change assumption)
    Mortgage ($5,655) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7036 BOLANZO ALY, WINTER GARDEN, FL 34787

    $475,00052 Days on yellowkey   MLS ID: O6401429

    For Sale O6401429 - 7036 BOLANZO ALY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2024
    Monthly Fee: $181
       Tax: $6,919 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,603) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787

    $530,00074 Days on yellowkey   MLS ID: O6395452

    REDUCED by $10,000 (1.9%) on 06/04/2026

    For Sale O6395452 - 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2524
       Built: 2016
    Monthly Fee: $195
       Tax: $9,031 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $3,852 (change assumption)
    Mortgage ($2,904) + Fees ($195) + Taxes in 2025 ($753)


    Taxes:$9,031

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,90038 Days on yellowkey   MLS ID: O6404386

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00051 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16185 TALIESIN ST, WINTER GARDEN, FL 34787

    $660,00031 Days on yellowkey   MLS ID: O6407177

    For Sale O6407177 - 16185 TALIESIN ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2020
    Monthly Fee: $127
       Tax: $6,048 (2025)
    Community: Hawksmoor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,247 (change assumption)
    Mortgage ($3,616) + Fees ($127) + Taxes in 2025 ($504)


    Taxes:$6,048

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $599,990208 Days on yellowkey   MLS ID: O6361583

    REDUCED by $25,000 (4.0%) on 06/04/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($3,288) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $419,99046 Days on yellowkey   MLS ID: O6403257

    REDUCED by $20,000 (4.5%) on 06/04/2026

    For Sale O6403257 - 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,624 (change assumption)
    Mortgage ($2,301) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1432 MARBLE CREST WAY, WINTER GARDEN, FL 34787

    $824,50062 Days on yellowkey   MLS ID: O6398054

    4 Days Off yellowkey (back on 6/2/2026)

    For Sale O6398054 - 1432 MARBLE CREST WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3734
       Built: 2005
    Monthly Fee: $243
       Tax: $7,963 (2025)
    Community: Stoneybrook West 44/134
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,424 (change assumption)
    Mortgage ($4,518) + Fees ($243) + Taxes in 2025 ($664)


    Taxes:$7,963

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16834 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $599,99053 Days on yellowkey   MLS ID: O6401373

    REDUCED by $25,000 (4.0%) on 06/04/2026

    For Sale O6401373 - 16834 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2494
       Built: 2026
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($3,288) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13846 FRESH IVY ST, WINTER GARDEN, FL 34787

    $649,900257 Days on yellowkey   MLS ID: O6346706

    For Sale O6346706 - 13846 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2024
    Monthly Fee: $534
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,561) + Fees ($534) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8018 BOWERY DR, WINTER GARDEN, FL 34787

    $699,900334 Days on yellowkey   MLS ID: O6325853

    For Sale O6325853 - 8018 BOWERY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3075
       Built: 2017
    Monthly Fee: $208
       Tax: $5,724 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $4,520 (change assumption)
    Mortgage ($3,835) + Fees ($208) + Taxes in 2024 ($477)


    Taxes:$5,724

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $950,00013 Days on yellowkey   MLS ID: O6412033

    For Sale O6412033 - 6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3777
       Built: 2016
    Monthly Fee: $195
       Tax: $11,678 (2025)
    Community: Signature Lakes Ph 3B-4 3B-5 & 3
    Single Family


    Estimated Monthly Payment: $6,374 (change assumption)
    Mortgage ($5,205) + Fees ($195) + Taxes in 2025 ($973)


    Taxes:$11,678

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $435,00025 Days on yellowkey   MLS ID: O6409704

    REDUCED by $10,000 (2.2%) on 06/04/2026

    For Sale O6409704 - 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 2019
    Monthly Fee: $245
       Tax: $5,389 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($449)


    Taxes:$5,389

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787

    $180,00029 Days on yellowkey   MLS ID: O6408406

    For Sale O6408406 - 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $7,614 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($986) + Fees ($904) + Taxes in 2025 ($634)


    Taxes:$7,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2621 SHIREHALL LN, WINTER GARDEN, FL 34787

    $475,000100 Days on yellowkey   MLS ID: O6386585

    0 Days Off yellowkey (back on 5/14/2026)

    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

    $182,000157 Days on yellowkey   MLS ID: O6371713

    INCREASED by $18,001 (11.0%) on 05/05/2026

    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: $1,589 (change assumption)
    Mortgage ($997) + 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


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $520,000216 Days on yellowkey   MLS ID: O6358341

    REDUCED by $10,000 (1.9%) on 05/05/2026

    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: $3,397 (change assumption)
    Mortgage ($2,849) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    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.