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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Winter Garden - 581 properties found

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  • 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $757,99015 Days on yellowkey   MLS ID: G5111222

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale G5111222 - 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($4,153) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $750,00019 Days on yellowkey   MLS ID: S5147897

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale S5147897 - 3633 TURNINGWIND LN, WINTER GARDEN, FL 34787 85 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3412
       Built: 2003
    Monthly Fee: $115
       Tax: $5,047 (2025)
    Community: Windward Cay 48 125
    Single Family


    Estimated Monthly Payment: $4,645 (change assumption)
    Mortgage ($4,109) + Fees ($115) + Taxes in 2025 ($421)


    Taxes:$5,047

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 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


  • 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,325,00056 Days on yellowkey   MLS ID: O6383438

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

    REDUCED by $25,000 (1.9%) on 04/08/2026

    For Sale O6383438 - 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4490
       Built: 2019
    Monthly Fee: $300
       Tax: $12,519 (2024)
    Community: Canopy Oaks Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,603 (change assumption)
    Mortgage ($7,260) + Fees ($300) + Taxes in 2024 ($1,043)


    Taxes:$12,519

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787

    $615,000109 Days on yellowkey   MLS ID: O6374079

    For Sale O6374079 - 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2684
       Built: 2002
    Monthly Fee: $117
       Tax: $2,690 (2025)
    Community: Amberleigh
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($3,370) + Fees ($117) + Taxes in 2025 ($224)


    Taxes:$2,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15183 SERENADE DR, WINTER GARDEN, FL 34787

    $789,00022 Days on yellowkey   MLS ID: O6398436

    1 Days Off yellowkey (back on 4/19/2026)

    For Sale O6398436 - 15183 SERENADE DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4438
       Built: 2010
    Monthly Fee: $167
       Tax: $3,859 (2024)
    Community: Belle Meade Ph 02 H
    Single Family


    Estimated Monthly Payment: $4,812 (change assumption)
    Mortgage ($4,323) + Fees ($167) + Taxes in 2024 ($322)


    Taxes:$3,859

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,90019 Days on yellowkey   MLS ID: O6396640

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000165 Days on yellowkey   MLS ID: O6361968

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

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,736 (change assumption)
    Mortgage ($6,411) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12050 BRACCO ST, WINTER GARDEN, FL 34787

    $489,90016 Days on yellowkey   MLS ID: O6398494

    For Sale O6398494 - 12050 BRACCO ST, WINTER GARDEN, FL 34787 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Monthly Fee: $110
       Tax: $7,195 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,394 (change assumption)
    Mortgage ($2,684) + Fees ($110) + Taxes in 2025 ($600)


    Taxes:$7,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $916,00016 Days on yellowkey   MLS ID: O6400451

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,293 (change assumption)
    Mortgage ($5,019) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8216 TOPSAIL PL, WINTER GARDEN, FL 34787

    $974,90048 Days on yellowkey   MLS ID: O6391155

    REDUCED by $14,100 (1.4%) on 04/13/2026

    For Sale O6391155 - 8216 TOPSAIL PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3055
       Built: 2022
    Monthly Fee: $360
       Tax: $12,728 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($5,342) + Fees ($360) + Taxes in 2025 ($1,061)


    Taxes:$12,728

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $935,00035 Days on yellowkey   MLS ID: O6391325

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

    REDUCED by $50,000 (5.1%) on 04/15/2026

    For Sale O6391325 - 15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4303
       Built: 2014
    Monthly Fee: $114
       Tax: $7,809 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,888 (change assumption)
    Mortgage ($5,123) + Fees ($114) + Taxes in 2025 ($651)


    Taxes:$7,809

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin 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


  • 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,00067 Days on yellowkey   MLS ID: O6386008

    For Sale O6386008 - 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2023
    Monthly Fee: $281
       Tax: $497 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,295 (change assumption)
    Mortgage ($3,973) + Fees ($281) + Taxes in 2024 ($41)


    Taxes:$497

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10472 PETRILLO WAY, WINTER GARDEN, FL 34787

    $1,065,00080 Days on yellowkey   MLS ID: O6382263

    For Sale O6382263 - 10472 PETRILLO WAY, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4025
       Built: 2022
    Monthly Fee: $102
       Tax: $12,049 (2025)
    Community: Winding Bay Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,942 (change assumption)
    Mortgage ($5,835) + Fees ($102) + Taxes in 2025 ($1,004)


    Taxes:$12,049

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16232 ROCK COAST DR, WINTER GARDEN, FL 34787

    $925,00061 Days on yellowkey   MLS ID: O6385935

    1 Days Off yellowkey (back on 4/18/2026)

    REDUCED by $15,000 (1.6%) on 04/12/2026

    For Sale O6385935 - 16232 ROCK COAST DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3491
       Built: 2017
    Monthly Fee: $270
       Tax: $7,627 (2024)
    Community: Waterleigh Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,974 (change assumption)
    Mortgage ($5,068) + Fees ($270) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $745,000133 Days on yellowkey   MLS ID: S5140531

    For Sale S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,524 (change assumption)
    Mortgage ($4,082) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 813 MARSH REED DR, WINTER GARDEN, FL 34787

    $609,000314 Days on yellowkey   MLS ID: O6321149

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6321149 - 813 MARSH REED DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3148
       Built: 2015
    Monthly Fee: $128
       Tax: $8,220 (2024)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,337) + Fees ($128) + Taxes in 2024 ($685)


    Taxes:$8,220

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787

    $1,199,90060 Days on yellowkey   MLS ID: O6385964

    INCREASED by $80,900 (7.2%) on 04/02/2026

    For Sale O6385964 - 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 2000
    Monthly Fee: $83
       Tax: $5,551 (2024)
    Community: Courtlea Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,120 (change assumption)
    Mortgage ($6,575) + Fees ($83) + Taxes in 2024 ($463)


    Taxes:$5,551

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,000101 Days on yellowkey   MLS ID: O6376353

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

    For Sale O6376353 - 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3557
       Built: 2021
    Monthly Fee: $127
       Tax: $9,898 (2024)
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $6,294 (change assumption)
    Mortgage ($5,342) + Fees ($127) + Taxes in 2024 ($825)


    Taxes:$9,898

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle






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