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Sheila Clark
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REALTOR®, Five Star, SFR, SRS,
Cell (904) 823-5523 Cell
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2540 Winners Circle, Kissimmee, FL 34744

$750,000
BEDS4 BATHS4 full 1 partial SQUARE FEET3,246 MLS#O6382446
MAP LISTING
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744

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2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744
2540 Winners Circle, Kissimmee, FL 34744

Property Description

**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**

2540 Winners Circle | MLS# O6382446

This single family home located at 2540 Winners Circle, Kissimmee, FL 34744 is currently listed for sale with an asking price of $750,000. This property was built in 2000 and has 4 bedrooms and 4 full and 1 partial baths with 3246 sq. ft. Winners Circle is located in the WINNERS PARK subdivision. Search WINNERS PARK real estate on sheilaclark.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 4 car attached
Heating: Central, Electric
Lot Size: 0.50 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $3,688
Year Built: 2000
Square Feet: 3,246

Amenities

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
Hurricane Shutters
Lighting
Private Mailbox
Rain Gutters
Sliding Doors
Storage

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Loft
Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
Days on Site: 18
Directions: From 527A/Boggy Creek Rd, Turn right onto Simpson Rd, Turn left onto Winners Cir. Home will be on the right.
Exterior: Block, Stucco
Flood Zone Code: X
Flooring: Carpet, Tile
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Cul-De-Sac, Landscaped, Oversized Lot, Street Dead-End, Paved
Lot Dimensions: 0.5
Number of Septics: 1
Other Structures: Other, Shed(s), Workshop
Ownership: Fee Simple
Parking: Boat, Curb Parking, Driveway, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Oversized, Parking Pad, RV Access/Parking
Parking Notes: Boat, Curb Parking, Driveway, Garage Door Opener, Golf
Patio/Porch: Covered, Enclosed, Front Porch, Patio, Rear Porch
Pets Allowed: Yes
Pets Restrictions: Buyer to verify pet restrictions with city/county
Pool: Auto Cleaner, Gunite, In Ground, Lighting, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box, Appointment Only, Call Listing Agent 2,ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Water Connected
Vegetation: Fruit Trees, Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Aluminum Frames, Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Thermal Windows
Zoning: OR1C

Room Sizes

Kitchen: 22x12
Dining Room: 12x12
Living Room: 12x12
Family Room: 17x13
Primary Bedroom: 14x13
Primary Bathroom: 13x9
Bedroom 2: 14x11
Bedroom 3: 12x11
Living Room: 16x10
Bedroom 4: 11x10
Kitchen: 14x10

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: WEMERT GROUP REALTY LLC
Agency Contact: 407-214-3967

Shown By

Agent Name: Sheila Clark
Agent Phone: Cell (904) 823-5523 Cell
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 4,142.70 per month $3,616.61 Principal & Interest $307.33 Property Tax $218.75 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 12:14:27 AM EST) or GAMLS (last updated Mon 03/09/2026 11:14:58 PM EST) or Stellar MLS (last updated Mon 03/09/2026 11:59:20 PM EST) or SPC MLS (last updated Mon 03/09/2026 11:20:30 PM EST) or Martin MLS (last updated Mon 03/09/2026 11:38:19 PM EST) or Indian River MLS (last updated Mon 03/09/2026 11:30:27 PM EST) or Daytona MLS (last updated Mon 03/09/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 12:08:47 AM EST) or Beaches MLS (last updated Tue 03/10/2026 12:05:36 AM EST) or BORMLS (last updated Mon 03/09/2026 11:15:20 PM EST) or Golden Isles MLS (last updated Mon 03/09/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Mon 03/09/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/09/2026 11:42:28 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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