2540 Winners Circle, KISSIMMEE, FL

$650,000

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4

Beds

5

Baths

3,246

Square feet

0.50

Acres

About 2540 Winners Circle

Virtually Staged. **WELCOME HOME** NO HOA, HALF AN ACRE of land, a PRIVATE POOL, and a full SEPARATE APARTMENT on the main floor – welcome to your next chapter on Winners Circle in the Winners Park community of Kissimmee! EXTERIOR PAINT (2023), NEW WINDOWS (2022), DETACHED AIR CONDITIONED GARAGE (2022), septic tank serviced (2022) – big-ticket items are already started, giving you confidence and flexibility from day one. Situated on an expansive .50 ACRE LOT, this spacious two-story POOL HOME delivers over 3,000 square feet of living space, mature landscaping, a TILE ROOF, long paver driveway, and standout curb appeal. The SCREENED POOL with PAVER DECK creates a private backyard retreat with room to entertain, garden, or just spread out. Inside, the flexible layout is ideal for large households, multi-generational living, or anyone needing versatile space. The full first-floor apartment includes its own kitchen open to a living area, bedroom, and full bath – perfect for in-laws, guests, extended stays, or even creative work from home options! The main home features comfortable formal and family spaces, a well-equipped kitchen with casual dining, and an expansive FLORIDA ROOM complete with a full bath and cozy office space – offering endless possibilities for hobbies, remote work, or additional entertaining. Upstairs, a BONUS/LOFT anchors the remaining bedrooms, while the generous PRIMARY SUITE provides a peaceful escape with an updated private en-suite bath. Car enthusiasts, hobbyists, or entrepreneurs will appreciate the two-car attached garage plus the like-new detached, air-conditioned garage – currently used as a dojo, but easily transformed into a workshop, craft studio, gym, or business space. Updated yet still offering room to personalize, this home offers the rare combination of space, privacy, flexibility, and location. Perfectly situated just off Simpson Road, you will enjoy easy access to the Florida Turnpike, shopping, dining, area lakes, attractions, and world-famous theme parks – all while coming home to a quiet, established neighborhood with no HOA restrictions. Room to grow inside and out. Versatility for today and tomorrow. Schedule your tour today and be the winner on Winners Circle! **Seller may consider buyer concessions if made in an offer**

Features of 2540 Winners Circle

MLS® # O6382446
Price $650,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 3,246
Acres 0.50
Year Built 2000
Type Residential
Sub-Type Single Family Residence
Status Pending

Community Information

Address 2540 Winners Circle
Area Kissimmee
Subdivision WINNERS PARK
City KISSIMMEE
County Osceola
State FL
Zip Code 34744-3987

Amenities

Parking Boat, Curb Parking, Driveway, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Oversized, Parking Pad, RV Parking
# of Garages 4
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-In Closet(s), Window Treatments
Appliances Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
Heating Central, Electric
Cooling Central Air
Fireplace No

Exterior

Exterior Features Hurricane Shutters, Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Storage
Lot Description Cul-De-Sac, Landscaped, Oversized Lot, Street Dead-End
Roof Tile
Foundation Slab

School Information

Elementary East Lake Elem
Middle Neptune Middle (6-8)
High Tohopekaliga High School

Additional Information

Date Listed February 19th, 2026
Days on Market 138
Zoning OR1C
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeWEMERT GROUP REALTY LLC

Listing Map

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