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Winter Garden Single Family Homes For Sale - 567 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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  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $823,90030 Days on yellowkey   MLS ID: O6393190

    REDUCED by $1,000 (0.1%) on 04/19/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,395 (change assumption)
    Mortgage ($4,514) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 515 9TH ST, WINTER GARDEN, FL 34787

    $279,90068 Days on yellowkey   MLS ID: O6383185

    5 Days Off yellowkey (back on 4/21/2026)

    For Sale O6383185 - 515 9TH ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 770
       Built: 1951   Tax: $1,285 (2024)
    Community: Merchants Sub
    Single Family


    Estimated Monthly Payment: $1,641 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($107)


    Taxes:$1,285

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12529 DALLINGTON TER, WINTER GARDEN, FL 34787

    $884,9906 Days on yellowkey   MLS ID: O6400678

    For Sale O6400678 - 12529 DALLINGTON TER, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2006
    Monthly Fee: $130
       Tax: $6,735 (2025)
    Community: Foxcrest A-N & P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,540 (change assumption)
    Mortgage ($4,849) + Fees ($130) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000104 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $619,990159 Days on yellowkey   MLS ID: O6361583

    1 Days Off yellowkey (back on 4/15/2026)

    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: $3,753 (change assumption)
    Mortgage ($3,397) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17652 JAPONICA BLOOM DRIVE, WINTER GARDEN, FL 34787

    $749,990193 Days on yellowkey   MLS ID: TB8438268

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

    For Sale TB8438268 - 17652 JAPONICA BLOOM DRIVE, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3545
       Built: 2025
    Monthly Fee: $84
       Tax: $14,531 (2024)
    Community: Northlake At Ovation Phase 2 & 3
    Single Family


    Estimated Monthly Payment: $5,404 (change assumption)
    Mortgage ($4,109) + Fees ($84) + Taxes in 2024 ($1,211)


    Taxes:$14,531

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $748,000388 Days on yellowkey   MLS ID: O6280496

    For Sale O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,163 (change assumption)
    Mortgage ($4,099) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $867,00014 Days on yellowkey   MLS ID: O6398468

    0 Days Off yellowkey (back on 4/20/2026)

    For Sale O6398468 - 13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2186
       Built: 1994
    Monthly Fee: $69
       Tax: $6,434 (2025)
    Community: Sunset Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,356 (change assumption)
    Mortgage ($4,751) + Fees ($69) + Taxes in 2025 ($536)


    Taxes:$6,434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6072 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $479,00044 Days on yellowkey   MLS ID: O6389207

    3 Days Off yellowkey (back on 4/20/2026)

    For Sale O6389207 - 6072 GLORY BOWER DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $97
       Tax: $7,764 (2025)
    Community: Hamilton Gardens
    Single Family


    Estimated Monthly Payment: $3,369 (change assumption)
    Mortgage ($2,625) + Fees ($97) + Taxes in 2025 ($647)


    Taxes:$7,764

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,085,00030 Days on yellowkey   MLS ID: O6392997

    REDUCED by $65,000 (5.7%) on 04/20/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,000118 Days on yellowkey   MLS ID: O6369788

    For Sale O6369788 - 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4720
       Built: 2021
    Monthly Fee: $115
       Tax: $11,152 (2023)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $6,524 (change assumption)
    Mortgage ($5,479) + Fees ($115) + Taxes in 2023 ($929)


    Taxes:$11,152

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,00059 Days on yellowkey   MLS ID: O6385247

    2 Days Off yellowkey (back on 4/20/2026)

    For Sale O6385247 - 2131 TALL OAK DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3282
       Built: 2000
    Monthly Fee: $92
       Tax: $8,475 (2024)
    Community: Wintermere Pointe
    Single Family


    Estimated Monthly Payment: $5,675 (change assumption)
    Mortgage ($4,877) + Fees ($92) + Taxes in 2024 ($706)


    Taxes:$8,475

    Elementary School: Whispering Oak Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,190,00045 Days on yellowkey   MLS ID: O6389100

    REDUCED by $10,000 (0.8%) on 04/20/2026

    For Sale O6389100 - 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2019
    Monthly Fee: $255
       Tax: $16,181 (2025)
    Community: Canopy Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,124 (change assumption)
    Mortgage ($6,520) + Fees ($255) + Taxes in 2025 ($1,348)


    Taxes:$16,181

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $474,97540 Days on yellowkey   MLS ID: S5145650

    REDUCED by $25,020 (5.0%) on 04/20/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,769 (change assumption)
    Mortgage ($2,603) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 17682 NORTHLAKE GROVE DR, WINTER GARDEN, FL 34787

    $540,00070 Days on yellowkey   MLS ID: O6382844

    For Sale O6382844 - 17682 NORTHLAKE GROVE DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2023
    Monthly Fee: $83
       Tax: $5,705 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($2,959) + Fees ($83) + Taxes in 2024 ($475)


    Taxes:$5,705

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,00080 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


  • 940 MARSH REED DR, WINTER GARDEN, FL 34787

    $799,99013 Days on yellowkey   MLS ID: O6397274

    For Sale O6397274 - 940 MARSH REED DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3493
       Built: 2015
    Monthly Fee: $128
       Tax: $10,543 (2025)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,390 (change assumption)
    Mortgage ($4,383) + Fees ($128) + Taxes in 2025 ($879)


    Taxes:$10,543

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,200,00052 Days on yellowkey   MLS ID: O6384801

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,428 (change assumption)
    Mortgage ($6,575) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $568,00090 Days on yellowkey   MLS ID: NS1087076

    REDUCED by $5,000 (0.9%) on 04/17/2026

    For Sale NS1087076 - 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2024
    Monthly Fee: $291
       Tax: $2,273 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,593 (change assumption)
    Mortgage ($3,112) + Fees ($291) + Taxes in 2024 ($189)


    Taxes:$2,273

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $539,900408 Days on yellowkey   MLS ID: O6289752

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $10,100 (1.8%) on 04/17/2026

    For Sale O6289752 - 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2017
    Monthly Fee: $180
       Tax: $5,147 (2024)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($2,958) + Fees ($180) + Taxes in 2024 ($429)


    Taxes:$5,147

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater 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.