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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Garden - 170 properties found

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  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $559,990143 Days on yellowkey   MLS ID: O6367156

    REDUCED by $5,000 (0.9%) on 04/22/2026

    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: $3,424 (change assumption)
    Mortgage ($3,068) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $625,58025 Days on yellowkey   MLS ID: G5110835

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110835 - 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,578 (change assumption)
    Mortgage ($3,428) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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


  • 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


  • 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


  • 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


  • 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


  • 16137 WIND VIEW LN, WINTER GARDEN, FL 34787

    $575,000254 Days on yellowkey   MLS ID: O6335769

    REDUCED by $14,000 (2.4%) on 04/13/2026

    For Sale O6335769 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $283
       Tax: $6,800 (2024)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($3,151) + Fees ($283) + Taxes in 2024 ($567)


    Taxes:$6,800

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16736 OAKBORO ST, WINTER GARDEN, FL 34787

    $575,00046 Days on yellowkey   MLS ID: O6388784

    REDUCED by $10,000 (1.7%) on 04/15/2026

    For Sale O6388784 - 16736 OAKBORO ST, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $6,967 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,988 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2024 ($581)


    Taxes:$6,967

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 213 W TILDEN ST, WINTER GARDEN, FL 34787

    $765,00082 Days on yellowkey   MLS ID: O6381848

    0 Days Off yellowkey (back on 3/2/2026)

    For Sale O6381848 - 213 W TILDEN ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 1972   Tax: $8,105 (2025)
    Community: Westlake Manor 1St Add
    Single Family


    Estimated Monthly Payment: $4,867 (change assumption)
    Mortgage ($4,192) + Taxes in 2025 ($675)


    Taxes:$8,105

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $710,00052 Days on yellowkey   MLS ID: O6390611

    REDUCED by $15,000 (2.1%) on 04/17/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,890) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $600,00048 Days on yellowkey   MLS ID: O6391410

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391410 - 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($3,288) + 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


  • 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $582,49019 Days on yellowkey   MLS ID: G5111052

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

    For Sale G5111052 - 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,332 (change assumption)
    Mortgage ($3,192) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787

    $550,000123 Days on yellowkey   MLS ID: G5106012

    For Sale G5106012 - 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $245
       Tax: $7,556 (2024)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,888 (change assumption)
    Mortgage ($3,014) + Fees ($245) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 1110 VINSETTA CIR, WINTER GARDEN, FL 34787

    $619,00090 Days on yellowkey   MLS ID: O6375070

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6375070 - 1110 VINSETTA CIR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2276
       Built: 2013
    Monthly Fee: $112
       Tax: $3,427 (2024)
    Community: Avalon Reserve
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($3,392) + Fees ($112) + Taxes in 2024 ($286)


    Taxes:$3,427

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,00020 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2023
    Monthly Fee: $85
       Tax: $9,030 (2025)
    Community: Northlake At Ovation Phase 1
    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,652) + Fees ($85) + Taxes in 2025 ($753)


    Taxes:$9,030

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $699,74519 Days on yellowkey   MLS ID: G5111054

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

    For Sale G5111054 - 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,984 (change assumption)
    Mortgage ($3,834) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787

    $749,00041 Days on yellowkey   MLS ID: O6392994

    REDUCED by $46,000 (5.8%) on 04/15/2026

    For Sale O6392994 - 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 1989
    Monthly Fee: $322
       Tax: $4,924 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,836 (change assumption)
    Mortgage ($4,104) + Fees ($322) + Taxes in 2025 ($410)


    Taxes:$4,924

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $505,00049 Days on yellowkey   MLS ID: O6391117

    For Sale O6391117 - 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $7,996 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,592 (change assumption)
    Mortgage ($2,767) + Fees ($159) + Taxes in 2025 ($666)


    Taxes:$7,996

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900137 Days on yellowkey   MLS ID: O6368387

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle






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.