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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 4 to 4

Winter Garden - 315 properties found

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  • 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $565,99083 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


  • 15255 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $923,25083 Days on yellowkey   MLS ID: G5110443

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

    For Sale G5110443 - 15255 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3498
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,234 (change assumption)
    Mortgage ($5,059) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99084 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


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,000130 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $775,000138 Days on yellowkey   MLS ID: G5107793

    For Sale G5107793 - 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1924
       Built: 1959   Tax: $400 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $4,280 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,000148 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,000111 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,000151 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

    $575,00099 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


  • 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $664,075125 Days on yellowkey   MLS ID: O6383550

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

    For Sale O6383550 - 14744 FIELD DAISY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,639 (change assumption)
    Mortgage ($3,639)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11021 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $632,000115 Days on yellowkey   MLS ID: O6379924

    For Sale O6379924 - 11021 BOSTWICK ALY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2474
       Built: 2022
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,463)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17446 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $723,20097 Days on yellowkey   MLS ID: G5109788

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109788 - 17446 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2688
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($3,963)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17440 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $688,32497 Days on yellowkey   MLS ID: G5109764

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109764 - 17440 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2235
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,772 (change assumption)
    Mortgage ($3,772)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 680 DUNBAR AVE, WINTER GARDEN, FL 34787

    $465,000   MLS ID: O6389210

    For Sale O6389210 - 680 DUNBAR AVE, WINTER GARDEN, FL 34787 6 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1713
       Built: 2026
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $2,548 (change assumption)
    Mortgage ($2,548)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17144 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $605,455   MLS ID: G5109520

    For Sale G5109520 - 17144 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2520
       Built: 2026
    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($3,317)


    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.