2540 Winners Circle, Kissimmee, FL 34744
Local realty services provided by:CENTURY 21 Link Realty, Inc.
Listed by: jenny wemert, paul michelotti
Office: wemert group realty llc.
MLS#:O6382446
Source:MFRMLS
Price summary
- Price:$800,000
- Price per sq. ft.:$215.63
About this home
**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**
Contact an agent
Home facts
- Year built:2000
- Listing ID #:O6382446
- Added:10 day(s) ago
- Updated:March 02, 2026 at 02:39 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Carpet, Tile
- Dining Description:Eat In Kitchen, Formal Dining Room, Living Room/Dining Room Combo
- Kitchen Description:Dishwasher, Eat-in Kitchen, Kitchen/Family Room Combo, Microwave, Range, Refrigerator, Solid Surface Counters, Stone Counters, Water Filtration System, Water Softener
- Bedroom Description:Primary Bedroom Upstairs, Walk-In Closet(s)
- Living area:3,246 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:2000
- Building area:3,246 sq. ft.
- Lot area:0.5 Acres
- Lot Features:Cul-de-sac, Landscaped, Oversized, Paved
- Construction Materials:Block, Stucco
- Exterior Features:Covered Porch/Patio, Enclosed, Front Porch, Lighting, Patio, Private Mailbox, Rain Gutters, Rear Porch
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Tohopekaliga High School
- Middle school:Neptune Middle (6-8)
- Elementary school:East Lake Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$800,000
- Price per sq. ft.:$215.63
- Tax amount:$3,688 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
- Laundry features:Dryer, In Garage, Washer
- Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Eat-in Kitchen, Fiber Optics, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Upstairs, Solid Surface Counters, Stone Counters, Walk-In Closet(s), Window Treatments
- Pool features:Automatic Cleaner, Gunite, In Ground, Private Pool, Screen Enclosure
New listings near 2540 Winners Circle
- New
$315,000Active3 beds 3 baths1,807 sq. ft.2048 Cypress Bay Boulevard, KISSIMMEE, FL 34743
MLS# O6386580Listed by: CHARLES RUTENBERG REALTY ORLANDO - New
$400,000Active4 beds 2 baths1,846 sq. ft.1141 Meadow Spring Court, KISSIMMEE, FL 34744
MLS# S5144823Listed by: REMAX PREMIER PROPERTIES - New
$510,000Active5 beds 4 baths2,128 sq. ft.4885 Clock Tower Drive, KISSIMMEE, FL 34746
MLS# O6385854Listed by: SHINE VILLAS REALTY LLC - New
$169,990Active2 beds 2 baths910 sq. ft.3814 Bay Club Circle #204, KISSIMMEE, FL 34741
MLS# O6386706Listed by: REALTY ONE GROUP EVOLUTION - New
$519,000Active5 beds 3 baths2,317 sq. ft.936 Lake Berkley Drive, KISSIMMEE, FL 34746
MLS# S5144659Listed by: FLARE PROPERTIES LLC - New
$500,000Active4 beds 4 baths1,850 sq. ft.8053 Lost Shaker Ln, KISSIMMEE, FL 34747
MLS# O6385750Listed by: COLDWELL BANKER REALTY - New
$365,000Active3 beds 2 baths1,246 sq. ft.7671 Comrow Street #303, KISSIMMEE, FL 34747
MLS# O6386609Listed by: YOUNG REAL ESTATE - New
$1,400,000Active7 beds 9 baths4,319 sq. ft.8017 Surf Street, KISSIMMEE, FL 34747
MLS# O6386683Listed by: LUXE PROPERTIES LLC - New
$348,500Active3 beds 3 baths1,771 sq. ft.2702 Pleasant Cypress Circle, KISSIMMEE, FL 34741
MLS# O6386608Listed by: A PLUS REALTY LLC - New
$160,000Active3 beds 2 baths1,287 sq. ft.2719 N Poinciana Boulevard #185, KISSIMMEE, FL 34746
MLS# S5144847Listed by: KAT REALTY & PROPERTY MANAGEME