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Winter Garden Homes For Sale & Real Estate - 808 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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  • 15939 MARINA BAY DR, WINTER GARDEN, FL 34787

    $425,00015 Days on yellowkey   MLS ID: S5148701

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale S5148701 - 15939 MARINA BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1767
       Built: 2020
    Monthly Fee: $286
       Tax: $6,956 (2025)
    Community: Hawksmoor -Ph 1
    Townhouse


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,329) + Fees ($286) + Taxes in 2025 ($580)


    Taxes:$6,956

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787

    $875,00069 Days on yellowkey   MLS ID: O6387674

    REDUCED by $13,800 (1.6%) on 04/30/2026

    For Sale O6387674 - 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2937
       Built: 2020
    Monthly Fee: $165
       Tax: $7,225 (2025)
    Community: Sanctuary / Twin Waters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,561 (change assumption)
    Mortgage ($4,794) + Fees ($165) + Taxes in 2025 ($602)


    Taxes:$7,225

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $693,27024 Days on yellowkey   MLS ID: O6400441

    INCREASED by $3,000 (0.4%) on 04/30/2026

    For Sale O6400441 - 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $4,069 (change assumption)
    Mortgage ($3,799) + 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


  • 161 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $529,02525 Days on yellowkey   MLS ID: O6400288

    For Sale O6400288 - 161 SUNSET WALK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2026
    Monthly Fee: $149
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,899) + Fees ($149) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $547,16025 Days on yellowkey   MLS ID: O6400188

    INCREASED by $3,000 (0.6%) on 04/30/2026

    For Sale O6400188 - 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,269 (change assumption)
    Mortgage ($2,998) + 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


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,699,000191 Days on yellowkey   MLS ID: O6357233

    REDUCED by $46,000 (2.6%) on 04/30/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,628 (change assumption)
    Mortgage ($9,309) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $474,99032 Days on yellowkey   MLS ID: O6396532

    REDUCED by $10,000 (2.1%) on 04/30/2026

    For Sale O6396532 - 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $286
       Tax: $7,102 (2025)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,480 (change assumption)
    Mortgage ($2,603) + Fees ($286) + Taxes in 2025 ($592)


    Taxes:$7,102

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787

    $2,150,000179 Days on yellowkey   MLS ID: O6360410

    112 Days Off yellowkey (back on 4/30/2026)

    For Sale O6360410 - 15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787 83 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4478
       Built: 2018
    Monthly Fee: $743
       Tax: $28,879 (2025)
    Community: Emerald Pointe
    Single Family


    Estimated Monthly Payment: $14,930 (change assumption)
    Mortgage ($11,781) + Fees ($743) + Taxes in 2025 ($2,407)


    Taxes:$28,879

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7935 WINTER WREN ST, WINTER GARDEN, FL 34787

    $535,00089 Days on yellowkey   MLS ID: O6379423

    2 Days Off yellowkey (back on 4/30/2026)

    For Sale O6379423 - 7935 WINTER WREN ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2013
    Monthly Fee: $252
       Tax: $7,834 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,836 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($653)


    Taxes:$7,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 236 DONALD DR, WINTER GARDEN, FL 34787

    $465,00018 Days on yellowkey   MLS ID: O6401940

    2 Days Off yellowkey (back on 4/30/2026)

    For Sale O6401940 - 236 DONALD DR, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1930   Tax: $410 (2025)
    Community: Showalter Park
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($34)


    Taxes:$410

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $465,00066 Days on yellowkey   MLS ID: O6388545

    REDUCED by $2,990 (0.6%) on 04/07/2026

    For Sale O6388545 - 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2024
    Monthly Fee: $180
       Tax: $1,742 (2024)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $2,873 (change assumption)
    Mortgage ($2,548) + Fees ($180) + Taxes in 2024 ($145)


    Taxes:$1,742

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $310,50061 Days on yellowkey   MLS ID: O6390396

    REDUCED by $9,000 (2.8%) on 04/30/2026

    For Sale O6390396 - 13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 2005
    Monthly Fee: $320
       Tax: $3,091 (2025)
    Community: Daniels Landing A-J
    Townhouse


    Estimated Monthly Payment: $2,279 (change assumption)
    Mortgage ($1,701) + Fees ($320) + Taxes in 2025 ($258)


    Taxes:$3,091

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $569,990124 Days on yellowkey   MLS ID: O6372242

    REDUCED by $5,000 (0.9%) on 04/30/2026

    For Sale O6372242 - 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,123) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $235,00047 Days on yellowkey   MLS ID: O6393946

    REDUCED by $15,000 (6.0%) on 04/14/2026

    For Sale O6393946 - 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 29 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $2,176 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,288) + Fees ($309) + Taxes in 2025 ($181)


    Taxes:$2,176

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $439,99013 Days on yellowkey   MLS ID: O6403257

    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: $2,734 (change assumption)
    Mortgage ($2,411) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 521 COPPERDALE AVE, WINTER GARDEN, FL 34787

    $525,00014 Days on yellowkey   MLS ID: O6402408

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale O6402408 - 521 COPPERDALE AVE, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2328
       Built: 2013
    Monthly Fee: $72
       Tax: $4,040 (2025)
    Community: Covington Chase
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,285 (change assumption)
    Mortgage ($2,877) + Fees ($72) + Taxes in 2025 ($337)


    Taxes:$4,040

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 18191 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99027 Days on yellowkey   MLS ID: O6399312

    REDUCED by $5,510 (1.2%) on 04/30/2026

    For Sale O6399312 - 18191 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $190
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,548) + Fees ($190) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $629,990106 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 04/30/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,452) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $389,990187 Days on yellowkey   MLS ID: O6358387

    3 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $4,000 (1.0%) on 04/20/2026

    For Sale O6358387 - 11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2021
    Monthly Fee: $339
       Tax: $6,256 (2024)
    Community: Winding Bay Preserve
    Townhouse


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,137) + Fees ($339) + Taxes in 2024 ($521)


    Taxes:$6,256

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000128 Days on yellowkey   MLS ID: G5106141

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    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.