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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Winter Garden - 581 properties found

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  • 604 FOSTER AVE, WINTER GARDEN, FL 34787

    $400,00023 Days on yellowkey   MLS ID: O6389095

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

    For Sale O6389095 - 604 FOSTER AVE, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1275
       Built: 1975   Tax: $1,633 (2024)
    Community: Westchester Place
    Single Family


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($136)


    Taxes:$1,633

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15828 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $900,00020 Days on yellowkey   MLS ID: O6398059

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

    For Sale O6398059 - 15828 SHOREBIRD LN, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3058
       Built: 2020
    Monthly Fee: $360
       Tax: $11,042 (2025)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,212 (change assumption)
    Mortgage ($4,931) + Fees ($360) + Taxes in 2025 ($920)


    Taxes:$11,042

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787

    $1,246,000285 Days on yellowkey   MLS ID: O6329696

    For Sale O6329696 - 7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3347
       Built: 2014
    Monthly Fee: $195
       Tax: $552 (2024)
    Community: Signature Lakes Parcel 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,068 (change assumption)
    Mortgage ($6,827) + Fees ($195) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 16632 POINT ROCK DR, WINTER GARDEN, FL 34787

    $550,000126 Days on yellowkey   MLS ID: OM715702

    SHORT SALE OM715702 - 16632 POINT ROCK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $281
       Tax: $8,546 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,014) + Fees ($281) + Taxes in 2024 ($712)


    Taxes:$8,546

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787

    $2,050,000353 Days on yellowkey   MLS ID: O6309917

    For Sale O6309917 - 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787 8 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3110
       Built: 2025   Tax: $4,423 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $11,601 (change assumption)
    Mortgage ($11,233) + Taxes in 2024 ($369)


    Taxes:$4,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12373 BRACCO ST #12373, WINTER GARDEN, FL 34787

    $500,000171 Days on yellowkey   MLS ID: O6360606

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

    For Sale O6360606 - 12373 BRACCO ST #12373, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2003
       Built: 2023
    Monthly Fee: $105
       Tax: $7,593 (2024)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,477 (change assumption)
    Mortgage ($2,740) + Fees ($105) + Taxes in 2024 ($633)


    Taxes:$7,593

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $550,00027 Days on yellowkey   MLS ID: O6396757

    REDUCED by $20,000 (3.5%) on 04/21/2026

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,014) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787

    $450,00068 Days on yellowkey   MLS ID: O6378698

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

    For Sale O6378698 - 14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1650
       Built: 2005
    Monthly Fee: $195
       Tax: $5,006 (2024)
    Community: Signature Lks-Pcl 01B
    Single Family


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,466) + Fees ($195) + Taxes in 2024 ($417)


    Taxes:$5,006

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $600,000277 Days on yellowkey   MLS ID: A4660262

    REDUCED by $20,000 (3.2%) on 04/21/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,115 (change assumption)
    Mortgage ($3,288) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 515 9TH ST, WINTER GARDEN, FL 34787

    $279,90076 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

    $884,99014 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


  • 13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $867,00022 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


  • 2131 TALL OAK DR, WINTER GARDEN, FL 34787

    $890,00067 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

    $1,190,00053 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


  • 17682 NORTHLAKE GROVE DR, WINTER GARDEN, FL 34787

    $540,00078 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

    $735,00088 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


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,200,00060 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


  • 3242 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $539,900416 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


  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $755,00063 Days on yellowkey   MLS ID: O6386488

    REDUCED by $5,000 (0.7%) on 04/20/2026

    For Sale O6386488 - 9459 JAYWOOD RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $261
       Tax: $6,669 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $4,954 (change assumption)
    Mortgage ($4,137) + Fees ($261) + Taxes in 2025 ($556)


    Taxes:$6,669

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $730,00016 Days on yellowkey   MLS ID: O6400221

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

    For Sale O6400221 - 5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2021
    Monthly Fee: $115
       Tax: $9,328 (2025)
    Community: Wincey Grvs Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,892 (change assumption)
    Mortgage ($4,000) + Fees ($115) + Taxes in 2025 ($777)


    Taxes:$9,328

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.