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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Garden - 9 properties found

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  • 205 HORSTFIELD DR, WINTER GARDEN, FL 34787

    $310,00032 Days on yellowkey   MLS ID: O6410222

    3 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $5,000 (1.6%) on 06/12/2026

    For Sale O6410222 - 205 HORSTFIELD DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1048
       Built: 1998
    Monthly Fee: $40
       Tax: $1,983 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,699) + Fees ($40) + Taxes in 2025 ($165)


    Taxes:$1,983

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $390,00081 Days on yellowkey   MLS ID: O6396151

    REDUCED by $10,000 (2.5%) on 06/17/2026

    For Sale O6396151 - 632 DHARMA CIR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1315
       Built: 2000
    Monthly Fee: $78
       Tax: $5,780 (2025)
    Community: Daniels Crossing Ph 03
    Single Family


    Estimated Monthly Payment: $2,697 (change assumption)
    Mortgage ($2,137) + Fees ($78) + Taxes in 2025 ($482)


    Taxes:$5,780

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90070 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $339,90041 Days on yellowkey   MLS ID: O6407632

    REDUCED by $10,000 (2.9%) on 06/06/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,258 (change assumption)
    Mortgage ($1,862) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2123 PORTCASTLE CIR, WINTER GARDEN, FL 34787

    $389,00021 Days on yellowkey   MLS ID: O6412643

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

    For Sale O6412643 - 2123 PORTCASTLE CIR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2006
    Monthly Fee: $46
       Tax: $5,857 (2025)
    Community: Stone Creek Unit 4
    Single Family


    Estimated Monthly Payment: $2,666 (change assumption)
    Mortgage ($2,131) + Fees ($46) + Taxes in 2025 ($488)


    Taxes:$5,857

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 338 WINDFORD CT, WINTER GARDEN, FL 34787

    $330,00021 Days on yellowkey   MLS ID: O6413058

    For Sale O6413058 - 338 WINDFORD CT, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1996
    Monthly Fee: $40
       Tax: $2,089 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,022 (change assumption)
    Mortgage ($1,808) + Fees ($40) + Taxes in 2025 ($174)


    Taxes:$2,089

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 252 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $375,00030 Days on yellowkey   MLS ID: O6410517

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale O6410517 - 252 DANIELS POINTE DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1345
       Built: 1997
    Monthly Fee: $37
       Tax: $3,978 (2025)
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $2,423 (change assumption)
    Mortgage ($2,055) + Fees ($37) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 243 FLORIDA AVE, WINTER GARDEN, FL 34787

    $335,00039 Days on yellowkey   MLS ID: S5149991

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale S5149991 - 243 FLORIDA AVE, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1939   Tax: $2,090 (2025)
    Community: Shadow Lawn L/125 Lot 9 Blk F
    Single Family


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($174)


    Taxes:$2,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $375,000102 Days on yellowkey   MLS ID: O6389922

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.