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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 6+

Winter Garden - 31 properties found

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  • 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787

    $3,330,0005 Days on yellowkey   MLS ID: O6403188

    For Sale O6403188 - 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5290
       Built: 2001
    Monthly Fee: $300
       Tax: $32,571 (2025)
    Community: Isles Lake Hancock
    Single Family


    Estimated Monthly Payment: $21,260 (change assumption)
    Mortgage ($18,246) + Fees ($300) + Taxes in 2025 ($2,714)


    Taxes:$32,571

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $819,39148 Days on yellowkey   MLS ID: G5109737

    For Sale G5109737 - 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($4,490) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,450,00017 Days on yellowkey   MLS ID: V4948569

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,809 (change assumption)
    Mortgage ($7,945) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,800,0004 Days on yellowkey   MLS ID: O6402785

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,323 (change assumption)
    Mortgage ($9,863) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000459 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 7505
       Built: 2003   Tax: $16,471 (2024)
    Community: Lake Avalon Grvs 2Nd Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,071 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,373)


    Taxes:$16,471

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $749,36010 Days on yellowkey   MLS ID: G5111523

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale G5111523 - 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,106) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,850,0007 Days on yellowkey   MLS ID: O6402632

    For Sale O6402632 - 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 6400
       Built: 2020
    Monthly Fee: $431
       Tax: $34,427 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,916 (change assumption)
    Mortgage ($15,616) + Fees ($431) + Taxes in 2025 ($2,869)


    Taxes:$34,427

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,000126 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


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $840,000228 Days on yellowkey   MLS ID: O6345400

    REDUCED by $10,000 (1.2%) on 04/21/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,475 (change assumption)
    Mortgage ($4,603) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $2,445,00013 Days on yellowkey   MLS ID: O6400891

    For Sale O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4817
       Built: 2020
    Monthly Fee: $210
       Tax: $17,060 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $15,029 (change assumption)
    Mortgage ($13,397) + Fees ($210) + Taxes in 2025 ($1,422)


    Taxes:$17,060

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $999,91497 Days on yellowkey   MLS ID: G5107315

    0 Days Off yellowkey (back on 1/27/2026)

    For Sale G5107315 - 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,479) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 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


  • 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


  • 16669 VARONE COVE CT, WINTER GARDEN, FL 34787

    $1,399,90091 Days on yellowkey   MLS ID: O6375749

    For Sale O6375749 - 16669 VARONE COVE CT, WINTER GARDEN, FL 34787 81 photos

    Bed: 7   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5613
       Built: 2016
    Monthly Fee: $185
       Tax: $15,548 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,151 (change assumption)
    Mortgage ($7,670) + Fees ($185) + Taxes in 2024 ($1,296)


    Taxes:$15,548

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $941,01519 Days on yellowkey   MLS ID: G5111078

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

    For Sale G5111078 - 6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,306 (change assumption)
    Mortgage ($5,156) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787

    $2,999,990222 Days on yellowkey   MLS ID: O6346469

    REDUCED by $333,389 (10.0%) on 04/14/2026

    For Sale O6346469 - 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 6442
       Built: 2025
    Monthly Fee: $112
       Tax: $6,673 (2024)
    Community: Shorefront Cove
    Single Family


    Estimated Monthly Payment: $17,106 (change assumption)
    Mortgage ($16,438) + Fees ($112) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,390,00088 Days on yellowkey   MLS ID: O6379808

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6379808 - 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5001
       Built: 2017
    Monthly Fee: $215
       Tax: $9,308 (2024)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,607 (change assumption)
    Mortgage ($7,616) + Fees ($215) + Taxes in 2024 ($776)


    Taxes:$9,308

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17428 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $740,20522 Days on yellowkey   MLS ID: G5110933

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale G5110933 - 17428 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,196 (change assumption)
    Mortgage ($4,056) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15707 SIGNATURE DR., WINTER GARDEN, FL 34787

    $575,000397 Days on yellowkey   MLS ID: O6295079

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

    For Sale O6295079 - 15707 SIGNATURE DR., WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2714
       Built: 2013
    Monthly Fee: $184
       Tax: $8,595 (2024)
    Community: Independence Community
    Single Family


    Estimated Monthly Payment: $4,051 (change assumption)
    Mortgage ($3,151) + Fees ($184) + Taxes in 2024 ($716)


    Taxes:$8,595

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,200,00045 Days on yellowkey   MLS ID: O6391901

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $12,995 (change assumption)
    Mortgage ($12,054) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


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