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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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  • 6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $579,82042 Days on yellowkey   MLS ID: G5112346

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5112346 - 6044 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: $3,327 (change assumption)
    Mortgage ($3,177) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $580,682104 Days on yellowkey   MLS ID: G5109480

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5109480 - 17055 HAGGERTY HOLLOW DR, 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: $3,332 (change assumption)
    Mortgage ($3,182) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7667 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $551,13043 Days on yellowkey   MLS ID: G5112278

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112278 - 7667 SILVER MEADOW 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: $3,170 (change assumption)
    Mortgage ($3,020) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,00052 Days on yellowkey   MLS ID: O6404448

    For Sale O6404448 - 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2018
    Monthly Fee: $257
       Tax: $9,371 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($781)


    Taxes:$9,371

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $525,00084 Days on yellowkey   MLS ID: O6395079

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $10,000 (1.9%) on 05/01/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,877) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1032 BURLAND CIR, WINTER GARDEN, FL 34787

    $529,99057 Days on yellowkey   MLS ID: O6401764

    1 Days Off yellowkey (back on 5/10/2026)

    INCREASED by $10,000 (1.9%) on 05/10/2026

    For Sale O6401764 - 1032 BURLAND CIR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2005
    Monthly Fee: $64
       Tax: $6,728 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($2,904) + Fees ($64) + Taxes in 2025 ($561)


    Taxes:$6,728

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1550 COLUSO DR, WINTER GARDEN, FL 34787

    $524,99950 Days on yellowkey   MLS ID: O6404758

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6404758 - 1550 COLUSO DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1997
       Built: 1985   Tax: $4,622 (2025)
    Community: Magnolia Wood Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,262 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($385)


    Taxes:$4,622

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $554,41549 Days on yellowkey   MLS ID: G5111993

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111993 - 7538 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: $3,188 (change assumption)
    Mortgage ($3,038) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,00097 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16933 OAKBORO ST, WINTER GARDEN, FL 34787

    $560,00094 Days on yellowkey   MLS ID: R4910916

    For Sale R4910916 - 16933 OAKBORO ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2020
    Monthly Fee: $257
       Tax: $3,651 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($304)


    Taxes:$3,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12790 BRODLOVE LN, WINTER GARDEN, FL 34787

    $574,90055 Days on yellowkey   MLS ID: O6403539

    For Sale O6403539 - 12790 BRODLOVE LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,775 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,150) + Fees ($225) + Taxes in 2025 ($731)


    Taxes:$8,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000163 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 776 RAINFALL DR, WINTER GARDEN, FL 34787

    $550,00062 Days on yellowkey   MLS ID: O6400904

    For Sale O6400904 - 776 RAINFALL DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 2007
    Monthly Fee: $92
       Tax: $7,884 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,014) + Fees ($92) + Taxes in 2025 ($657)


    Taxes:$7,884

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $582,49070 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


  • 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787

    $579,000146 Days on yellowkey   MLS ID: O6376887

    For Sale O6376887 - 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2025
    Monthly Fee: $148
       Tax: $2,349 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,173) + Fees ($148) + Taxes in 2025 ($196)


    Taxes:$2,349

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $595,00079 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


  • 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $565,99084 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


  • WINTER GARDEN, FL 34787

    $510,88084 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

    $511,70584 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


  • 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $510,000126 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






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.