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For sale
  • $545,000

    2507 WINNERS CIRCLE, KISSIMMEE, FL 34744

    3beds
    1,914sqft
    : 
    $3,773/mo
    Get pre-qualified
    Single Family Residence
    Built in 1999
    2.51 Acres Lot
    $-- Zestimate®
    $285/sqft
    $-- HOA

    What's special

    New vinyl privacy fencingVaulted ceilingsFreshly rescreened porch
    Now listed below recently appraised value and recent inspection completed! Available again, buyer financing fell through. Welcome home to 2.5 acres of private Florida living! This charming 3-bedroom, 2-bathroom block home in Kissimmee offers the rare combination of expansive acreage and ultimate convenience, all with NO HOA. Located just moments from Osceola Heritage Park and offering quick access to major thoroughfares, this property is perfectly situated for easy commuting and entertainment. The original owners have meticulously maintained and updated the residence, ensuring move-in readiness. Significant recent improvements include a NEW ROOF in 2018, a NEW 4 TON HVAC SYSTEM with a Ditek Surge Protector installed in 2022, NEW Water Heater 2026, an exterior repaint in 2025, and a new septic pump and service in early 2026. Additionally, enjoy the freshly rescreened porch and new vinyl privacy fencing. The home was also built with Pest Tubes in the walls and filled quarterly. Step inside to find vaulted ceilings and three skylights illuminating the open living areas, which feature a formal living room with a bay window and a cozy family room complete with a wood-burning fireplace. The primary suite offers a private retreat with a double pocket sliding glass door leading to the lanai, and a spacious bath featuring a double vanity, walk-in shower, and soaker tub. The home features a mix of laminate in the bedrooms and living/dining areas and tile in the kitchen and baths for ease of maintenance. Enjoy the tranquil Florida outdoors from the screened lanai, complete with new fans and a durable Chattanooga Rock floor, which provides scenic views of trees and wilderness on your 2.5-acre lot. The back of the home features an extended paver patio perfect for outdoor entertaining. Additionally, if a pool is in your future plans, the second guest bath includes a convenient door leading directly to the patio.
    10 hours
    152
    11

    Zillow last checked:

    Listing updated:

    Listed by:

    Ashley Hellesvig 407-488-7182,

    KELLER WILLIAMS REALTY AT THE LAKES 407-566-1800

    Source: Stellar MLS,MLS#: S5147254MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • Ceiling Fan(s)
      • Flooring: Laminate, Tile
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 2,777
      • Total interior livable area: 1,914 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      • Details: Garage Dimensions: 23x21
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Rain Gutters
      Lot
      • Size: 2.51 Acres
      • Residential vegetation: Wooded
      Details
      • Parcel number: 172530292100010010
      • Zoning: OR1C
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1999

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: D S ESTATES
      HOA
      • Has HOA: No
      Location
      • Region: Kissimmee

      Financial & listing details

      • Price per square foot: $285/sqft
      • Tax assessed value: $239,600
      • Annual tax amount: $2,483
      • Date on market: 4/12/2026
      • Cumulative days on market: 78 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/4/2026Listed for sale$545,000$285/sqft
        Source: Stellar MLS #S5147254 Report a problem
        7/29/2026Listing removed$545,000$285/sqft
        Source: Stellar MLS #S5147254 Report a problem
        6/13/2026Price change$545,000-0.7%$285/sqft
        Source: Stellar MLS #S5147254 Report a problem
        6/3/2026Price change$549,000-0.9%$287/sqft
        Source: Stellar MLS #S5147254 Report a problem
        5/28/2026Price change$554,000-1.9%$289/sqft
        Source: Stellar MLS #S5147254 Report a problem
        5/19/2026Price change$565,000+2.9%$295/sqft
        Source: Stellar MLS #S5147254 Report a problem
        4/18/2026Pending sale$549,000$287/sqft
        Source: Stellar MLS #S5147254 Report a problem
        4/12/2026Listed for sale$549,000$287/sqft
        Source: Stellar MLS #S5147254 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,483 +6.3%$239,600 +0.2%
        2024$2,337 +2.4%$239,200 +1.8%
        2023$2,283 +5%$235,000 +19.8%
        2022$2,174 +1.1%$196,200 +9.4%
        2021$2,150 +2.2%$179,400 +3.8%
        2020$2,102 +1.9%$172,900 +7%
        2019$2,063 $161,600 +13.9%
        2018$2,063 $141,883 +2.1%
        2017-- $138,965 +2.1%
        2016-- $136,107 +0.7%
        2015$1,929 +1.2%$135,161 +0.8%
        2014$1,906 $134,089 +1.5%
        2013-- $132,108 +1.7%
        2012-- $129,900 -2.8%
        2011-- $133,600 -13.3%
        2010-- $154,100 -19.4%
        2009-- $191,100 -25.6%
        2008-- $256,900 +5%
        2007-- $244,600 +15.1%
        2006-- $212,500 +29.7%
        2005-- $163,800 +16.2%
        2004-- $141,000
        2003-- $141,000 +11.4%
        2002$1,658 +2.1%$126,571 +1.6%
        2001$1,624 -15.4%$124,578 +8.2%
        2000$1,920 $115,149
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 34744

        Getting around

        12 / 100
        Car-Dependent
        23 / 100
        Minimal Transit
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: East Lake Elem
        • Middle: Neptune Middle (6-8)
        • High: Tohopekaliga High School

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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