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Winter Garden Homes For Sale & Real Estate - 979 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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  • 1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787

    $525,00055 Days on yellowkey   MLS ID: O6402123

    For Sale O6402123 - 1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2444
       Built: 2017
    Monthly Fee: $366
       Tax: $7,010 (2025)
    Community: Hickory Hammock Ph 1C
    Townhouse


    Estimated Monthly Payment: $3,827 (change assumption)
    Mortgage ($2,877) + Fees ($366) + Taxes in 2025 ($584)


    Taxes:$7,010

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,000132 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $730,00054 Days on yellowkey   MLS ID: O6411803

    For Sale O6411803 - 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2025
    Monthly Fee: $99
       Tax: $1,890 (2025)
    Community: Osprey Ranch Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,256 (change assumption)
    Mortgage ($4,000) + Fees ($99) + Taxes in 2025 ($158)


    Taxes:$1,890

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $704,900131 Days on yellowkey   MLS ID: O6390611

    REDUCED by $5,100 (0.7%) on 05/18/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($3,862) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $500,00058 Days on yellowkey   MLS ID: O6409675

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409675 - 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1716
       Built: 1955   Tax: $709 (2025)
    Community: Rep Pt Pleasant Park Sub
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($59)


    Taxes:$709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7030 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $469,00060 Days on yellowkey   MLS ID: O6410364

    SHORT SALE O6410364 - 7030 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2023
    Monthly Fee: $159
       Tax: $6,938 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,307 (change assumption)
    Mortgage ($2,570) + Fees ($159) + Taxes in 2025 ($578)


    Taxes:$6,938

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787

    $175,000170 Days on yellowkey   MLS ID: O6378144

    REDUCED by $4,900 (2.7%) on 05/28/2026

    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: $1,640 (change assumption)
    Mortgage ($959) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $874,000151 Days on yellowkey   MLS ID: O6384565

    REDUCED by $1,000 (0.1%) on 05/28/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,789) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $3,799,00069 Days on yellowkey   MLS ID: O6402896

    For Sale O6402896 - 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5450
       Built: 2022
    Monthly Fee: $69
       Tax: $25,701 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,027 (change assumption)
    Mortgage ($20,816) + Fees ($69) + Taxes in 2025 ($2,142)


    Taxes:$25,701

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,000164 Days on yellowkey   MLS ID: S5143009

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $949,00062 Days on yellowkey   MLS ID: O6409735

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409735 - 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2005
    Monthly Fee: $85
       Tax: $6,353 (2025)
    Community: Westfield Lakes
    Single Family


    Estimated Monthly Payment: $5,814 (change assumption)
    Mortgage ($5,200) + Fees ($85) + Taxes in 2025 ($529)


    Taxes:$6,353

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,000167 Days on yellowkey   MLS ID: O6376609

    For Sale O6376609 - 14345 WABASSO LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2878
       Built: 2022
    Monthly Fee: $192
       Tax: $10,615 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,104 (change assumption)
    Mortgage ($4,027) + Fees ($192) + Taxes in 2025 ($885)


    Taxes:$10,615

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,500,00056 Days on yellowkey   MLS ID: O6410839

    For Sale O6410839 - 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5287
       Built: 2020
    Monthly Fee: $431
       Tax: $30,060 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,634 (change assumption)
    Mortgage ($13,698) + Fees ($431) + Taxes in 2025 ($2,505)


    Taxes:$30,060

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $869,99684 Days on yellowkey   MLS ID: O6403252

    3 Days Off yellowkey (back on 5/27/2026)

    For Sale O6403252 - 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,767) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1528, WINTER GARDEN, FL 34787

    $289,900171 Days on yellowkey   MLS ID: O6376561

    For Sale O6376561 - 14501 GROVE RESORT AVE #1528, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1396
       Built: 2016   Tax: $4,450 (2025)
    Community: Grove Residence & Spa Hotel Condo I
    Condo


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,588) + Taxes in 2025 ($371)


    Taxes:$4,450

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13613 LARSEN LN, WINTER GARDEN, FL 34787

    $825,00061 Days on yellowkey   MLS ID: O6410121

    For Sale O6410121 - 13613 LARSEN LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3812
       Built: 2005
    Monthly Fee: $189
       Tax: $10,378 (2025)
    Community: Lake Forest Sec 10A
    Single Family


    Estimated Monthly Payment: $5,574 (change assumption)
    Mortgage ($4,520) + Fees ($189) + Taxes in 2025 ($865)


    Taxes:$10,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787

    $795,00069 Days on yellowkey   MLS ID: O6408155

    For Sale O6408155 - 8866 BISMARCK PALM DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3174
       Built: 2017
    Monthly Fee: $599
       Tax: $8,079 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $5,628 (change assumption)
    Mortgage ($4,356) + Fees ($599) + Taxes in 2025 ($673)


    Taxes:$8,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $470,50062 Days on yellowkey   MLS ID: O6409798

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6409798 - 16533 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,902 (change assumption)
    Mortgage ($2,578) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $1,600,00062 Days on yellowkey   MLS ID: O6408089

    For Sale O6408089 - 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2025
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grv
    Single Family


    Estimated Monthly Payment: $9,170 (change assumption)
    Mortgage ($8,767) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,000106 Days on yellowkey   MLS ID: O6392351

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale O6392351 - 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3793
       Built: 2018
    Monthly Fee: $190
       Tax: $7,249 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($4,657) + Fees ($190) + Taxes in 2025 ($604)


    Taxes:$7,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.