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Single family home for sale at 2507 Winners Cir, Kissimmee, FL 34744 | MLS# S5147254 | Listing updated on 2026-10-04
Photo 1 of Single family home for sale at 2507 Winners Cir, Kissimmee, FL 34744 | MLS# S5147254 | Listing updated on 2026-10-04
Photo 2 of Single family home for sale at 2507 Winners Cir, Kissimmee, FL 34744 | MLS# S5147254 | Listing updated on 2026-10-04
Photo 3 of Single family home for sale at 2507 Winners Cir, Kissimmee, FL 34744 | MLS# S5147254 | Listing updated on 2026-10-04
Photo 4 of Single family home for sale at 2507 Winners Cir, Kissimmee, FL 34744 | MLS# S5147254 | Listing updated on 2026-10-04
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$545,000

Monthly Est:$2,713

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,914sqft

2507 Winners Cir, Kissimmee, FL 34744

$2,713/moEst:

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  • Single Family Residence

  • Built in 1999

  • $-- HOA

  • 2.51 acres lot

  • $285/sq.ft

Description

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.

  • Houzeo last checked: 12 minutes ago
  • Listing updated: October 4, 2026 at 6:36 pm
  • Listing Provided by: Ashley Hellesvig (407) 488-7182 | KELLER WILLIAMS REALTY AT THE LAKES (407) 566-1800
  • Source: Stellar MLS-FL | MLS#: S5147254 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Osceola County

  • City

    Kissimmee

  • Neighborhood

    --

  • Year Built

    1999

  • HOA Fees

    -

  • Finished Area

    1,914 sqft

  • Lot Size

    2.51 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    S5147254

  • MLS Status

    Active

  • Days on Market

    182

  • Cumulative Days on Market

    77

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Kitchen

    Level: First

  • Primary Bedroom

    Level: First

  • Living Room

    Level: First

Interior

  • Exterior Features

    Rain Gutters

  • Sewer

    Septic Tank

  • Interior Features

    Ceiling Fans(s)

  • Heating

    Central

  • Flooring

    Laminate, Tile

  • Appliances

    Dryer, Microwave, Range, Refrigerator, Washer

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1999

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Roof

    Shingle

  • Construction Materials

    Block, Stucco

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable Available, Electricity Connected, Water Connected

  • Laundry Features

    Laundry Room

  • Fireplace Features

    Wood Burning

Other Features

  • Subdivision Name

    D S Estates

  • Vegetation

    Wooded

Price History

DateEventPrice

10/04/2026

Source: mls_logoStellar MLS-FL #MFRS5147254

Listed for Sale

$545,000

$285/sqft

07/29/2026

Source: mls_logoStellar MLS-FL #MFRS5147254

Listing Removed

$545,000

$285/sqft

06/13/2026

Source: mls_logoStellar MLS-FL #MFRS5147254

Price Decreased

$545,000 -0.73%

$285/sqft

06/03/2026

Source: mls_logoStellar MLS-FL #MFRS5147254

Price Decreased

$549,000 -0.90%

$287/sqft

05/28/2026

Source: mls_logoStellar MLS-FL #MFRS5147254

Price Decreased

$554,000 -1.95%

$289/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 09, 2026, 05:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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