About This Home

This 3-bedroom, 2-bathroom single family at 2507 WINNERS Circle in Kissimmee, FL is listed for $538,000 ($281 per sqft). Built in 1999, the home offers 1,914 sqft of living space on a 2.51 acres lot.

Key Features

  • Built in 1999
  • 2.51 acre lot
  • Fireplace

Property Details

1 story
2 full
2-car garage
1999

Amenities

FireplaceA/C
Listing Description

Now listed below recently appraised value and recent inspection completed! Back on market, no fault of seller, 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.

Monthly Cost Estimate

$2,877/mo

20% down · 6.5% · 30 years

Principal$389
Interest$2,331
Insurance$157

Estimates only. Actual payments may vary.

Location

2507 WINNERS Circle

Kissimmee, FL 34744

D S ESTATES

Features & Amenities

Interior Features

Ceiling Fans(s)

Exterior Features

Rain Gutters

Property Details

Flooring

LaminateTile

Construction

Block Stucco

Heating

Central

Cooling

Central Air

Appliances

DryerMicrowaveRangeRefrigeratorWasher

Questions & Answers

This 3-bedroom, 2-bathroom single family at 2507 WINNERS Circle is listed at $538,000 ($281/sqft). The estimated monthly payment is $2,877 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1999, 2.51 acre lot, Fireplace. Interior Features: Ceiling Fans(s). Exterior Features: Rain Gutters.

This property is listed by Ashley Hellesvig.

AH

Ashley Hellesvig

Agent at Orlando Kissimmee Realty dba Keller Williams Realty at the Lakes

Listed by Orlando Kissimmee Realty dba Keller Williams Realty at the Lakes · Broker phone: (407) 962-4242 · View on Broker Site · Broker website

MLS# S5147254· Source: Stellar MLS· 207 days on PropertySimple

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

2507 WINNERS Circle, Kissimmee, FL 34744

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