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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $500,000 to $599,000

Winter Garden - 164 properties found

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  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,0006 Days on yellowkey   MLS ID: O6417527

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $559,9908 Days on yellowkey   MLS ID: G5113926

    For Sale G5113926 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($3,068) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $592,000104 Days on yellowkey   MLS ID: O6389532

    REDUCED by $17,900 (2.9%) on 06/15/2026

    For Sale O6389532 - 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $2,162 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($3,244) + Fees ($96) + Taxes in 2024 ($180)


    Taxes:$2,162

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,1917 Days on yellowkey   MLS ID: G5113971

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $520,00028 Days on yellowkey   MLS ID: S5150723

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale S5150723 - 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2019
    Monthly Fee: $105
       Tax: $8,301 (2025)
    Community: Oakland Trails Ph 2
    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($692)


    Taxes:$8,301

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $500,00025 Days on yellowkey   MLS ID: O6412284

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,063 (change assumption)
    Mortgage ($2,740) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $569,99019 Days on yellowkey   MLS ID: O6413423

    REDUCED by $38,233 (6.3%) on 06/18/2026

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,123) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $539,000152 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


  • 745 MARSH REED DR, WINTER GARDEN, FL 34787

    $598,00021 Days on yellowkey   MLS ID: TB8514854

    REDUCED by $37,000 (5.8%) on 06/18/2026

    For Sale TB8514854 - 745 MARSH REED DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2596
       Built: 2015
    Monthly Fee: $132
       Tax: $8,274 (2025)
    Community: John Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,277) + Fees ($132) + Taxes in 2025 ($690)


    Taxes:$8,274

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $597,79550 Days on yellowkey   MLS ID: O6405058

    INCREASED by $1,605 (0.3%) on 06/18/2026

    For Sale O6405058 - 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($3,276) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,90048 Days on yellowkey   MLS ID: O6404386

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

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $534,99019 Days on yellowkey   MLS ID: O6414240

    REDUCED by $45,000 (7.8%) on 06/17/2026

    For Sale O6414240 - 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,237 (change assumption)
    Mortgage ($2,931) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $507,00041 Days on yellowkey   MLS ID: O6407552

    REDUCED by $13,000 (2.5%) on 06/17/2026

    For Sale O6407552 - 11117 BOSTWICK ALY, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2022
    Monthly Fee: $291
       Tax: $6,722 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($2,778) + Fees ($291) + Taxes in 2025 ($560)


    Taxes:$6,722

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,99012 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $554,9008 Days on yellowkey   MLS ID: O6417556

    For Sale O6417556 - 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2017
    Monthly Fee: $214
       Tax: $7,627 (2024)
    Community: West Lake Hancock Estates
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($3,040) + Fees ($214) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $590,0009 Days on yellowkey   MLS ID: O6417175

    For Sale O6417175 - 15367 GILLIGAN CT, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2156
       Built: 2020
    Monthly Fee: $300
       Tax: $7,397 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,149 (change assumption)
    Mortgage ($3,233) + Fees ($300) + Taxes in 2025 ($616)


    Taxes:$7,397

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $569,99012 Days on yellowkey   MLS ID: G5113670

    For Sale G5113670 - 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,244 (change assumption)
    Mortgage ($3,123) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7531 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $551,27514 Days on yellowkey   MLS ID: G5113580

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale G5113580 - 7531 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: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($3,021) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $569,90021 Days on yellowkey   MLS ID: O6413152

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6413152 - 13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2017
    Monthly Fee: $190
       Tax: $5,643 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $3,783 (change assumption)
    Mortgage ($3,123) + Fees ($190) + Taxes in 2025 ($470)


    Taxes:$5,643

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787

    $575,00019 Days on yellowkey   MLS ID: O6414110

    3 Days Off yellowkey (back on 6/13/2026)

    For Sale O6414110 - 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2488
       Built: 2014
    Monthly Fee: $252
       Tax: $5,763 (2025)
    Community: Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $3,883 (change assumption)
    Mortgage ($3,151) + Fees ($252) + Taxes in 2025 ($480)


    Taxes:$5,763

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle






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