$549,000.00
2507 WINNERS CIRCLE, KISSIMMEE, FL - 34744
3 beds
2.0 baths
1,914 sqft
$549,000.00
2507 WINNERS CIRCLE, KISSIMMEE, FL - 34744
Jessica Giraldo
$549,000.00
3 beds
2.0 baths
1,914 sqft
2507 WINNERS CIRCLE, KISSIMMEE, FL - 34744
For Sale
Photo 1
  • Built in 1999
  • 2 garage spaces
  • $286.83/sqft
  • Lot size: 2.51 acres
  • 54 days on market

Available again, buyer financing fell through, now listed below recently appraised value! 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.

  • Directions: From Osceola Pkwy E: Turn right onto Osceola Pkwy- Turn right onto Co Rd 527/Old Dixie Hwy- Turn left onto Garden St- Turn right onto Michigan Ave- Turn left onto Mill Slough Rd- Turn right onto Denn John Ln- Turn left onto Old Boggy Creek Rd- Turn left onto Fortune Rd- Use the middle lane to turn left onto Simpson Rd- Continue on Winners Cir to your destination- Turn right onto Winners Cir- Turn left- Destination is on your left
  • County: Osceola
  • Geo subdivision: D S ESTATES

Nearby Schools

East Lake Elem

Neptune Middle (6-8)

Tohopekaliga High School

Features

Financial

Let's get in touch!

Jessica Giraldo

Jessica Giraldo

Realtor®

See also

For Sale
2854 YOUNGFORD STREET, ORLANDO, FL - 32824
$550,000.00
4 bds
3.0 ba
2,602 sqft
2854 YOUNGFORD STREET, ORLANDO, FL - 32824
For Sale
112 HARWOOD CIRCLE, KISSIMMEE, FL - 34744
$498,900.00
4 bds
3.0 ba
2,868 sqft
112 HARWOOD CIRCLE, KISSIMMEE, FL - 34744
For Sale
1383 LEVY BEND DRIVE, KISSIMMEE, FL - 34744
$494,500.00
4 bds
3.0 ba
2,102 sqft
1383 LEVY BEND DRIVE, KISSIMMEE, FL - 34744
Stellar MLS
  • Source: Stellar MLS
  • MLS #: S5147254
Listing updated: June 3, 2026 at 8:24PM
Listing provided by: Ashley Hellesvig, KELLER WILLIAMS REALTY AT THE LAKES
Last checked 1 day ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.