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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $500,000 to $599,000

Winter Garden - 126 properties found

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  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $585,000109 Days on yellowkey   MLS ID: O6373125

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,930 (change assumption)
    Mortgage ($3,205) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $595,00028 Days on yellowkey   MLS ID: O6395920

    For Sale O6395920 - 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2018
    Monthly Fee: $110
       Tax: $9,154 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $4,133 (change assumption)
    Mortgage ($3,260) + Fees ($110) + Taxes in 2025 ($763)


    Taxes:$9,154

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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


  • 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $571,90067 Days on yellowkey   MLS ID: O6385721

    REDUCED by $8,100 (1.4%) on 04/06/2026

    For Sale O6385721 - 5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2023
    Monthly Fee: $160
       Tax: $7,532 (2024)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $3,921 (change assumption)
    Mortgage ($3,134) + Fees ($160) + Taxes in 2024 ($628)


    Taxes:$7,532

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $580,000175 Days on yellowkey   MLS ID: O6357599

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,216 (change assumption)
    Mortgage ($3,178) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $595,00077 Days on yellowkey   MLS ID: O6383015

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

    For Sale O6383015 - 5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2016
    Monthly Fee: $188
       Tax: $5,339 (2025)
    Community: Orchard Hills Phase 2
    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,260) + Fees ($188) + Taxes in 2025 ($445)


    Taxes:$5,339

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $565,99033 Days on yellowkey   MLS ID: G5110436

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

    For Sale G5110436 - 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,223 (change assumption)
    Mortgage ($3,101) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787

    $540,00033 Days on yellowkey   MLS ID: O6395452

    For Sale O6395452 - 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2524
       Built: 2016
    Monthly Fee: $195
       Tax: $9,031 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($2,959) + Fees ($195) + Taxes in 2025 ($753)


    Taxes:$9,031

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER GARDEN, FL 34787

    $510,88033 Days on yellowkey   MLS ID: G5110456

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

    For Sale G5110456 - 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: $2,949 (change assumption)
    Mortgage ($2,799) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7655 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $511,70533 Days on yellowkey   MLS ID: G5110445

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

    For Sale G5110445 - 7655 SILVER MEADOW ST, 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: $2,954 (change assumption)
    Mortgage ($2,804) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $515,00033 Days on yellowkey   MLS ID: O6395027

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

    For Sale O6395027 - 14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $188
       Tax: $4,529 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,822) + Fees ($188) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $510,00075 Days on yellowkey   MLS ID: O6383531

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

    For Sale O6383531 - 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,023 (change assumption)
    Mortgage ($2,794) + 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


  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00055 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99034 Days on yellowkey   MLS ID: G5110387

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale G5110387 - 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($3,145) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $544,000125 Days on yellowkey   MLS ID: O6369515

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($2,981) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $599,000222 Days on yellowkey   MLS ID: O6346537

    For Sale O6346537 - 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2743
       Built: 2025
    Monthly Fee: $96
       Tax: $1,862 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,533 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($155)


    Taxes:$1,862

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8066 BOWERY DR, WINTER GARDEN, FL 34787

    $589,90073 Days on yellowkey   MLS ID: O6384210

    For Sale O6384210 - 8066 BOWERY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2579
       Built: 2017
    Monthly Fee: $195
       Tax: $5,185 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,859 (change assumption)
    Mortgage ($3,232) + Fees ($195) + Taxes in 2024 ($432)


    Taxes:$5,185

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,000101 Days on yellowkey   MLS ID: O6376356

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376356 - 707 GRASSY STONE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2398
       Built: 2014
    Community: Covington Chase
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787

    $575,00049 Days on yellowkey   MLS ID: O6388237

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388237 - 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2141
       Built: 1995
    Community: Tuscany
    Single Family


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $591,830228 Days on yellowkey   MLS ID: G5102274

    1 Days Off yellowkey (back on 11/19/2025)

    For Sale G5102274 - 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2102
       Built: 2026
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,243)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.