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Winter Garden Single Family Homes For Sale - 697 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $525,00026 Days on yellowkey   MLS ID: O6414756

    REDUCED by $10,000 (1.9%) on 07/01/2026

    For Sale O6414756 - 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2001
    Monthly Fee: $243
       Tax: $4,191 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,469 (change assumption)
    Mortgage ($2,877) + Fees ($243) + Taxes in 2025 ($349)


    Taxes:$4,191

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,00019 Days on yellowkey   MLS ID: O6418153

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787

    $1,749,89058 Days on yellowkey   MLS ID: O6406639

    REDUCED by $40,110 (2.2%) on 07/01/2026

    For Sale O6406639 - 17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4977
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star/Ovation Ph 1B
    Single Family


    Estimated Monthly Payment: $9,674 (change assumption)
    Mortgage ($9,588) + Fees ($86) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $975,00039 Days on yellowkey   MLS ID: O6411926

    0 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $25,000 (2.5%) on 06/24/2026

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,421 (change assumption)
    Mortgage ($5,342) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $849,900165 Days on yellowkey   MLS ID: O6375411

    REDUCED by $10,000 (1.2%) on 06/29/2026

    For Sale O6375411 - 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2017
    Monthly Fee: $360
       Tax: $6,887 (2025)
    Community: Lakeshore Preserve
    Single Family


    Estimated Monthly Payment: $5,591 (change assumption)
    Mortgage ($4,657) + Fees ($360) + Taxes in 2025 ($574)


    Taxes:$6,887

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1144 HULL ISLAND DR, WINTER GARDEN, FL 34787

    $1,749,00012 Days on yellowkey   MLS ID: O6418306

    REDUCED by $50,000 (2.8%) on 07/01/2026

    For Sale O6418306 - 1144 HULL ISLAND DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4102
       Built: 2021
    Monthly Fee: $165
       Tax: $13,885 (2025)
    Community: Hull Island/Oakland
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,905 (change assumption)
    Mortgage ($9,583) + Fees ($165) + Taxes in 2025 ($1,157)


    Taxes:$13,885

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $475,00051 Days on yellowkey   MLS ID: O6407413

    REDUCED by $45,000 (8.7%) on 07/01/2026

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2021
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,525 (change assumption)
    Mortgage ($2,603) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: Water Spring Elementary

    High School: Lake Nona High

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,399,9997 Days on yellowkey   MLS ID: O6418870

    For Sale O6418870 - 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4000
       Built: 2017
    Monthly Fee: $210
       Tax: $8,796 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,614 (change assumption)
    Mortgage ($7,671) + Fees ($210) + Taxes in 2025 ($733)


    Taxes:$8,796

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $547,1907 Days on yellowkey   MLS ID: O6421162

    For Sale O6421162 - 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $286
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,998) + Fees ($286) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,000110 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $539,000165 Days on yellowkey   MLS ID: O6370772

    REDUCED by $36,000 (6.3%) on 06/18/2026

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,775 (change assumption)
    Mortgage ($2,953) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000369 Days on yellowkey   MLS ID: O6320739

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 7922 WINTER WREN ST, WINTER GARDEN, FL 34787

    $765,90056 Days on yellowkey   MLS ID: O6406681

    For Sale O6406681 - 7922 WINTER WREN ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2015
    Monthly Fee: $252
       Tax: $10,441 (2025)
    Community: Block Q Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $5,319 (change assumption)
    Mortgage ($4,197) + Fees ($252) + Taxes in 2025 ($870)


    Taxes:$10,441

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,99061 Days on yellowkey   MLS ID: O6405480

    REDUCED by $25,000 (1.8%) on 06/30/2026

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $375,000116 Days on yellowkey   MLS ID: O6389922

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9103 MORGANA CT, WINTER GARDEN, FL 34787

    $1,599,99948 Days on yellowkey   MLS ID: O6409652

    REDUCED by $30,901 (1.9%) on 06/30/2026

    For Sale O6409652 - 9103 MORGANA CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4376
       Built: 2022
    Monthly Fee: $423
       Tax: $15,919 (2025)
    Community: Avalon Cove
    Single Family


    Estimated Monthly Payment: $10,516 (change assumption)
    Mortgage ($8,767) + Fees ($423) + Taxes in 2025 ($1,327)


    Taxes:$15,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90084 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,690,00068 Days on yellowkey   MLS ID: O6402785

    4 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $110,000 (6.1%) on 06/03/2026

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,721 (change assumption)
    Mortgage ($9,260) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15709 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $849,90011 Days on yellowkey   MLS ID: O6420325

    For Sale O6420325 - 15709 SHOREBIRD LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2768
       Built: 2018
    Monthly Fee: $360
       Tax: $6,489 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,657) + Fees ($360) + Taxes in 2025 ($541)


    Taxes:$6,489

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $549,90060 Days on yellowkey   MLS ID: O6405328

    REDUCED by $20,000 (3.5%) on 06/11/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2517
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($3,013) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden. You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.