2540 Winners CircleKissimmee, FL 34744Price: $689,000

  • Price: $689,000
  • Est. Mortgage of $/month
  • 130 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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2540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 347442540 Winners Circle Kissimmee FL 34744
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  • 4Bedrooms
  • 0.5Acreage
  • 5Bathrooms
  • 2000Year Built
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**
Listing Courtesy of WEMERT GROUP REALTY LLC

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolEast Lake Elem
  • High SchoolTohopekaliga High School
  • Junior HighNeptune Middle (6-8)

Rooms

  • Bedrooms4
  • Full Bath4
  • Half Baths1
  • MFR 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

Building

  • Bathroom5
  • Construction Materials Block, Stucco
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces4
  • Levels Two
  • Patio And Porch Features Covered, Enclosed, Front Porch, Patio, Rear Porch
  • RoofTile
  • Rooms12
  • Window Features Aluminum Frames, Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Thermal Windows
  • Year Built2000

Amenities

  • Appliances IncludedDishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
  • MFR Pet Restrictions Buyer to verify pet restrictions with city/county
  • Other AmenitiesGarden, Pool
  • PetsYes
  • Pool Features Auto Cleaner, Gunite, In Ground, Lighting, Screen Enclosure

Other

  • Building Area Source Public Records
  • Date Listed02/19/2026
  • MFR Additional Lease Restrictions Buyer to verify leasing restrictions with city/county
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2013-06-18
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-02-19T21:59:08
  • Vegetation Fruit Trees, Mature Landscaping, Trees/Landscaped
  • View Count3

Basic Information

  • List Price$689,000
  • ListingContractDate2026-02-19
  • MLS NumberO6382446
  • Mls Status Active
  • OriginalListPrice800000
  • PostalCodePlus43987
  • PublicSurveyRange30
  • StatusACT

Location

  • Address2540 Winners Circle
  • AreaKissimmee
  • CountyOsceola
  • Exterior Features
    • Hurricane Shutters
    • Lighting
    • Private Mailbox
    • Rain Gutters
    • Sliding Doors
    • Storage
  • StateFL
  • SubdivisionWinners Park
  • TownKissimmee
  • Township 25
  • Zip34744

Utilities

  • Cooling Central Air
  • Heating Central, Electric
  • Laundry Features In Garage
  • MFR Number Of Septics 1
  • Sewer Septic Tank
  • Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Tax Information

  • Tax Year 2025
  • Taxes$3,688

Parking

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

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour
  • Virtual Tour URL Branded www.wemertgrouprealty.com

Property

  • ZoningOR1C

Interior

  • Flooring Carpet, Tile
  • Furnished Unfurnished

Property Information

  • Acreage0.5
  • Attached Garage YN Yes
  • Building Area Total 3,710
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCul-De-Sac, Landscaped, Oversized Lot, Street Dead-End, Paved
  • Lot Size Square Feet 21,824
  • MFR Living Area Meters 301
  • MFR Lot Size Square Meters 2028
  • MFR Total Acreage 1/2 to less than 1
  • Other Structures Other, Shed(s), Workshop
  • Square Feet3,246
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 28, 2026 10:31 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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