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2540 Winners Circle

KISSIMMEE, FL 34744
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Bed 4

Bed

Bath 5

Bath

SqFt3,246

Sqft

Acres0.50

Acre(Lot)

One or more photo(s) has been 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 l ayout 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**

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Detail Ic Property Details

Property Type : Residential

Price : $699,000

AD Id : 75515792

MLS Id : MFRO6382446

Beds : 4

Lot Size : 0.50 Acre

Living Area Size : 3,246

Year Built : 2000

Garage : 4

County : Osceola

Subdivision: Winners Park

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Interior Features

    Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-In Closet(s), Window Treatments Roof: Tile Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener Laundry Features: In Garage

    Roofing Information

    Tile
  • Flooring Information

    Flooring: Carpet, Tile Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Central, Electric Cooling: Central Air WaterSource: Public

  • Building Information

    Year Built: 2000
  • Exterior Features

    Hurricane Shutters, Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Storage Construction Materials: Block, Stucco Foundation Details: Slab Road Responsibility: Public Maintained Road
  • Pool Features

    Private Pool: 1 Auto Cleaner, Gunite, In Ground, Lighting, Screen Enclosure

  • Lot Information

    Lot Description: Cul-De-Sac, Landscaped, Oversized Lot, Street Dead-End, Paved Lot Square Feet: 21824 Lot Acres: 0.5 Lot Size (SqMt): 2028

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$800000

  • Tax Information

    Tax Block: 1 Tax Book Number: 7-48 Tax Lot: 6 Tax Legal Description: WINNERS PARK PB 7 PG 48 LOT 6 Annual Tax: $3688 Tax Year: 2025 Parcel Number: 17-25-30-5515-0001-0060

  • Parking Information

    Boat, Curb Parking, Driveway, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Oversized, Parking Pad, RV Access/Parking

    Garage Information

    Has Garage: Yes Garage Space: 4

  • School Information

    Elementary School: East Lake Elem Junior High School: Neptune Middle (6-8) Senior High School: Tohopekaliga High School
  • Utility Information

    BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Water Connected Sewer: Septic Tank Water Source: Public
  • Location Information

    Subdivision: WINNERS PARK City: KISSIMMEE Direction: From 527A/Boggy Creek Rd, Turn right onto Simpson Rd, Turn left onto Winners Cir. Home will be on the right.
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ByOwner last updated this listing 06/08/2026 @ 18:20

MLS: MFRMLS #O6382446 LISTED BY: Jenny Wemert, WEMERT GROUP REALTY LLC 407-743-8356 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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