Address
2540 Winners Circle, KISSIMMEE, FL
Price
$ 625,000
Property Attributes
- MLS#O6382446
- TypeSingle Family
- Listing Status Active
- CountyOsceola
- CityKISSIMMEE
- AreaKissimmee
- NeighborhoodWINNERS PARK
- Zip34744
- StyleSingle Family Residence
- Year Built2000
- Taxes$ 3688
- Price$ 625,000
- Bedrooms4
- Full Bathrooms4
- Half Bathrooms1
- Sqr Footage3246
- Lot Size0.5 Acres
Data Source:
Stellar MLS
Property Description
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**
| Elementary School | Middle School | High School |
|---|---|---|
| East Lake Elem Elementary School | Neptune Middle (6-8) Middle School | Tohopekaliga High School High School |
| Price History | |
|---|---|
| 2/20/2026 | Listed $800,000 |
| 3/3/2026 | 6$750,000 |
| 3/28/2026 | 1$739,000 |
| 5/13/2026 | 2$725,000 |
| 5/28/2026 | 4$699,000 |
| 6/23/2026 | 1$689,000 |
| 7/3/2026 | 6$650,000 |
| 9/15/2026 | 4$625,000 |
General Features
| Sewer | Septic Tank |
|---|---|
| Heating | Central,Electric |
| Cooling | Central Air |
| Utilities | BB/HS Internet Available,Cable Available,Electricity Connected,Fiber Optics,Water Connected |
| Roof | Tile |
| Appliances | Dishwasher,Dryer,Electric Water Heater,Microwave,Range,Refrigerator,Washer,Water Filtration System,Water Softener |
| Zoning | OR1C |
| Garage Spaces | 4 |
| Patio/Porch Features | Covered,Enclosed,Front Porch,Patio,Rear Porch |
| Pool Features | Auto Cleaner,Gunite,In Ground,Lighting,Screen Enclosure |
| Construction Materials | Block,Stucco |
| Pets Allowed | Yes |
| Year Built | 2000 |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Ownership | Fee Simple |
| County | Osceola |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Subdivision Name | WINNERS PARK |
| Facing Direction | North |
| Garage Y/N | true |
| Other Structures | Other,Shed(s),Workshop |
| Total Rooms | 12 |
| Full Baths | 4 |
| Status | Active |
| Directions | From 527A/Boggy Creek Rd, Turn right onto Simpson Rd, Turn left onto Winners Cir. Home will be on the right. |
| High School | Tohopekaliga High School |
| City | KISSIMMEE |
| Senior Community Y/N | false |
| MLS Area | 34744 - Kissimmee |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 21824 |
| Carport Y/N | false |
| Listing Terms | Cash,Conventional,FHA,VA Loan |
| Elementary School | East Lake Elem |
| Land Lease Y/N | false |
| Tax Annual Amount | 3688 |
| Middle/Junior High School | Neptune Middle (6-8) |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Virtual Tour | https://www.zillow.com/view-imx/09d85ebb-6628-491c-aa4c-955ac25583c4?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Occupancy Type | Vacant |
| Tax Lot | 6 |
| Virtual Tour | https://www.wemertgrouprealty.com |
| Legal Description | WINNERS PARK PB 7 PG 48 LOT 6 |
| Minimum Lease | No Minimum |
| Water Access Y/N | false |
| 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 |
| ILS Total SQFT | 450 |
| ILS Under Air SQFT | 450 |
| Water View Y/N | false |
| Flood Zone Code | X |
| In Law Suite YN | true |
| In Law Suite Description | 1 Bathroom,1 Bedroom,Attached,Kitchen,Private Entrance |
| Flood Zone Code X | Yes |
Interior Features
| Interior Amenities | 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 |
|---|---|
| Flooring | Carpet,Tile |
| Furnished Y/N | Unfurnished |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Window Features | Aluminum Frames,Blinds,Double Pane Windows,ENERGY STAR Qualified Windows,Thermal Windows |
| Fireplace Y/N | false |
| Half Baths | 1 |
| Laundry Features | In Garage |
| Total Bedrooms | 4 |
| LivingAreaSource | Public Records |
| Total Baths | 5 |
Exterior Features
| Exterior Amenities | Hurricane Shutters,Lighting,Private Mailbox,Rain Gutters,Sliding Doors,Storage |
|---|---|
| Vegetation | Fruit Trees,Mature Landscaping,Trees/Landscaped |
| Parking Features | Boat,Curb Parking,Driveway,Garage Door Opener,Golf Cart Parking,Ground Level,Guest,On Street,Oversized,Parking Pad,RV Parking |
| Lot Features | Cul-De-Sac,Landscaped,Oversized Lot,Street Dead-End |
| Water Source | Public |
| Lot Size Area | 21824 |
| Foundation Details | Slab |
| Spa | false |
| Building Area Total | 3710 |
| Lot Size Acres | 0.5 |
| Road Surface Type | Paved |
| Private Pool | true |
| Waterfront Y/N | false |
| Covered Spaces | 4 |
| Road Frontage Type | Street Dead-End,Street Paved |
| Road Responsibility | Public Maintained Road |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 34744
Price
Taxes
Year Built
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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.
Updated on September 21, 2026 9:43 PM UTC
