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Winter Garden Homes For Sale & Real Estate - 665 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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  • 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $500,00015 Days on yellowkey   MLS ID: O6395116

    For Sale O6395116 - 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $164
       Tax: $4,822 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,305 (change assumption)
    Mortgage ($2,740) + Fees ($164) + Taxes in 2025 ($402)


    Taxes:$4,822

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,045,00086 Days on yellowkey   MLS ID: O6371664

    REDUCED by $5,000 (0.2%) on 04/08/2026

    For Sale O6371664 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016   Tax: $16,503 (2024)
    Community: Independence
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,580 (change assumption)
    Mortgage ($11,205) + Taxes in 2024 ($1,375)


    Taxes:$16,503

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 17661 DAVENPORT RD, WINTER GARDEN, FL 34787

    $1,125,000189 Days on yellowkey   MLS ID: O6350509

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

    For Sale O6350509 - 17661 DAVENPORT RD, WINTER GARDEN, FL 34787 98 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2400
       Built: 1956   Tax: $9,262 (2024)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $6,936 (change assumption)
    Mortgage ($6,164) + Taxes in 2024 ($772)


    Taxes:$9,262

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $564,990124 Days on yellowkey   MLS ID: O6367156

    REDUCED by $5,960 (1.0%) on 04/08/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($3,096) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16833 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $574,990124 Days on yellowkey   MLS ID: O6367151

    REDUCED by $6,200 (1.1%) on 04/08/2026

    For Sale O6367151 - 16833 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: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $644,90070 Days on yellowkey   MLS ID: O6379203

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $4,343 (change assumption)
    Mortgage ($3,534) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 18185 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99035 Days on yellowkey   MLS ID: O6389891

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6389891 - 18185 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,870 (change assumption)
    Mortgage ($2,548) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787

    $890,00089 Days on yellowkey   MLS ID: G5106818

    For Sale G5106818 - 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2016   Tax: $10,465 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $5,749 (change assumption)
    Mortgage ($4,877) + Taxes in 2024 ($872)


    Taxes:$10,465

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,00082 Days on yellowkey   MLS ID: O6376353

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

    For Sale O6376353 - 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3557
       Built: 2021
    Monthly Fee: $127
       Tax: $9,898 (2024)
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $6,294 (change assumption)
    Mortgage ($5,342) + Fees ($127) + Taxes in 2024 ($825)


    Taxes:$9,898

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,0008 Days on yellowkey   MLS ID: O6392351

    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


  • 1710 E BAY ST, WINTER GARDEN, FL 34787

    $254,99543 Days on yellowkey   MLS ID: O6376343

    REDUCED by $19,400 (7.1%) on 04/05/2026

    For Sale O6376343 - 1710 E BAY ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 972
       Built: 1957   Tax: $958 (2025)
    Community: Joe Louis Park First Add
    Single Family


    Estimated Monthly Payment: $1,477 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($80)


    Taxes:$958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13562 PEARL BEACH ST, WINTER GARDEN, FL 34787

    $395,000133 Days on yellowkey   MLS ID: O6362827

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6362827 - 13562 PEARL BEACH ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $596
       Tax: $1,615 (2024)
    Community: Del Webb Oasis Ph 3
    Villa


    Estimated Monthly Payment: $2,895 (change assumption)
    Mortgage ($2,164) + Fees ($596) + Taxes in 2024 ($135)


    Taxes:$1,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $480,000154 Days on yellowkey   MLS ID: O6359877

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6359877 - 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2017
    Monthly Fee: $192
       Tax: $4,046 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,630) + Fees ($192) + Taxes in 2024 ($337)


    Taxes:$4,046

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15353 OAK APPLE CT, WINTER GARDEN, FL 34787

    $350,00021 Days on yellowkey   MLS ID: O6393663

    REDUCED by $10,000 (2.8%) on 04/08/2026

    For Sale O6393663 - 15353 OAK APPLE CT, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $283
       Tax: $1,863 (2025)
    Community: Tucker Oaks Bldg 5
    Townhouse


    Estimated Monthly Payment: $2,356 (change assumption)
    Mortgage ($1,918) + Fees ($283) + Taxes in 2025 ($155)


    Taxes:$1,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16055 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $685,00063 Days on yellowkey   MLS ID: O6381599

    4 Days Off yellowkey (back on 2/24/2026)

    For Sale O6381599 - 16055 SILVER BROOK WAY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2023
    Monthly Fee: $168
       Tax: $8,630 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $4,640 (change assumption)
    Mortgage ($3,753) + Fees ($168) + Taxes in 2025 ($719)


    Taxes:$8,630

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $545,990113 Days on yellowkey   MLS ID: G5105866

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale G5105866 - 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $415 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($2,992) + Fees ($160) + Taxes in 2025 ($35)


    Taxes:$415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $599,000132 Days on yellowkey   MLS ID: O6365155

    0 Days Off yellowkey (back on 2/27/2026)

    For Sale O6365155 - 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2683
       Built: 2021
    Monthly Fee: $200
       Tax: $9,012 (2024)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($3,282) + Fees ($200) + Taxes in 2024 ($751)


    Taxes:$9,012

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00029 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $414,90049 Days on yellowkey   MLS ID: O6385776

    REDUCED by $5,000 (1.2%) on 04/07/2026

    For Sale O6385776 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,436 (change assumption)
    Mortgage ($2,273) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $536,000300 Days on yellowkey   MLS ID: O6318887

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $87
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,937) + Fees ($87) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin 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.