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Winter Garden Homes For Sale & Real Estate - 727 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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  • 17652 JAPONICA BLOOM DRIVE, WINTER GARDEN, FL 34787

    $749,990189 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

    $748,000384 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


  • 14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787

    $349,9001 Day on yellowkey   MLS ID: S5148274

    For Sale S5148274 - 14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787 10 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $608
       Tax: $6,218 (2025)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $3,043 (change assumption)
    Mortgage ($1,917) + Fees ($608) + Taxes in 2025 ($518)


    Taxes:$6,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $389,990167 Days on yellowkey   MLS ID: O6358387

    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


  • 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $750,00012 Days on yellowkey   MLS ID: O6397917

    For Sale O6397917 - 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2507
       Built: 2017
    Monthly Fee: $164
       Tax: $6,475 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $4,813 (change assumption)
    Mortgage ($4,109) + Fees ($164) + Taxes in 2025 ($540)


    Taxes:$6,475

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $867,00010 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

    $479,00040 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

    $1,085,00026 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


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

    $184,90079 Days on yellowkey   MLS ID: O6378144

    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: $1,694 (change assumption)
    Mortgage ($1,013) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,000114 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


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,459,90058 Days on yellowkey   MLS ID: S5144064

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,589 (change assumption)
    Mortgage ($7,999) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $620,00077 Days on yellowkey   MLS ID: O6379203

    REDUCED by $24,900 (3.9%) on 04/20/2026

    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: $4,206 (change assumption)
    Mortgage ($3,397) + 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


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,337,00023 Days on yellowkey   MLS ID: O6394059

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $188
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $9,005 (change assumption)
    Mortgage ($7,326) + Fees ($188) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,00055 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

    $1,190,00041 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

    $474,97536 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


  • 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $499,99055 Days on yellowkey   MLS ID: S5144591

    REDUCED by $25,010 (4.8%) on 04/06/2026

    For Sale S5144591 - 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2018
    Monthly Fee: $338
       Tax: $4,171 (2024)
    Community: Heritage/Plant Street
    Townhouse


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($2,740) + Fees ($338) + Taxes in 2024 ($348)


    Taxes:$4,171

    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

    $540,00066 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


  • 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $599,000139 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


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,00076 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




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.