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Land with Home for Sale in Kissimmee, Florida

2507 Winners Cir, Kissimmee, FL 34744

$549,000
2.5 acres
Active sale
ago
Est $2,840/mo

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, 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.

1,914
Sq feet
3
Beds
2
Full baths
1999
Built

Location

Street address
2507 Winners Cir
Community
D S Estates
Elevation
78 feet
Coordinates
28.3096, -81.342

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

Property details

Acreage
2.51 acres
Zoning
OR1C
MLS #
MFRMLS S5147254
Posted

Property taxes

2025
$2,483

Parcels

  • 17-25-30-2921-0001-0010

Legal description

Resources

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
Keller Williams Realty

Exterior

Parking
Attached Garage, Garage
Features
Rain Gutters

Structure

Heating
Central, Fireplace(s)
Cooling
Central Air
Materials
Block, Stucco
Roof
Shingle

Interior

Room Count
3
Rooms
Bathroom x 2, Bedroom x 3, Kitchen, Living Room
Flooring
Laminate, Tile
Fireplaces
Yes
Appliances
Dryer, Microwave, Range, Refrigerator
Features
Ceiling Fans(s)

Nearby schools

NameType
East Lake ElemElementary
Neptune Middle (6-8)Middle
Tohopekaliga High SchoolHigh

Listing history

DateEventPriceChangeSource
Apr 12, 2026New listing$549,000MFRMLS
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This 2.51-acre property is located at 2507 Winners Cir in Kissimmee, FL 34744. The property is available for sale for $549,000. It has a 1,914 sq ft 3 bedroom, 2 bath house built in 1999.

Checked 1 hour ago — Updated

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