Home in 2540 Winners Cir Kissimmee for sale with MLS# O6382446
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 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 Cir, Kissimmee, FL 34744
- Price:
- $699,000.00
- Previous Asking Price:
- $725,000.00
- Original List Price:
- $800,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $215.34
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6382446
- Bedrooms:
- 4
- Bathrooms Total:
- 5
- Full Bath:
- 4
- Half Bath:
- 1
- Additional Rooms:
- Den/library/office, Loft, Bonus Room, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Florida Room, Interior In-law Suite W/private Entry
- Living Area:
- 3,246 Sqft
- Built-Up Area:
- 3,710 Sqft
- Lot Area:
- 21,824 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Cul-De-Sac, Oversized Lot, Paved, Street Dead-end, Landscaped
- Lot Size Acres:
- 0.5
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, In Ground, Screen Enclosure, Lighting, Auto Cleaner
- Furnished:
- Unfurnished
- Appliances:
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Electric Water Heater, Water Softener, Range, Water Filtration System
- Interior:
- Eat-in Kitchen, Walk-In Closet(s), Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Stone Counters, Window Treatments, Solid Surface Counters, Primarybedroom Upstairs
- Exterior:
- Lighting, Private Mailbox, Sliding Doors, Rain Gutters, Hurricane Shutters, Storage
- Patio and Porch:
- Patio, Covered, Front Porch, Rear Porch, Enclosed
- Windows:
- Blinds, Thermal Windows, Double Pane Windows, Energy Star Qualified Windows, Aluminum Frames
- Other Structures:
- Shed(s), Workshop, Other
- Laundry:
- In Garage
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping, Fruit Trees
- Property Entrance Faces:
- North
- Road Responsibility:
- Public Maintained Road
- Year Built:
- 2000
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Block, Stucco
- Flooring:
- Carpet, Tile
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $3,688.00
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 4
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Guest, On Street, Parking Pad, Rv Access/parking, Oversized, Ground Level, Golf Cart Parking, Curb Parking, Boat
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Connected, Water Connected, Broadband/High Speed Internet Available, Fiber Optics
- Water Source:
- Public
- Minimum Lease Term:
- No Minimum
- Pets Allowed?
- Subdivision Name:
- WINNERS PARK
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- WINNERS PARK PB 7 PG 48 LOT 6
- Real Estate Folio Number (Parcel Number):
- 17-25-30-5515-0001-0060
- Zoning:
- OR1C
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- East Lake Elem
- High School:
- Tohopekaliga High School
- Middle Or Junior School:
- Neptune Middle (6-8)
- Originally published on:
- February 19, 2026 9:59 pm
- Active on the market since:
- February 19, 2026
- Listing Agreement executed on:
- February 19, 2026
- Price change occurred on:
- May 28, 2026 10:18 pm
- Listing Status Last Changed On:
- February 19, 2026 9:59 pm
- Photos updated on:
- May 13, 2026 1:50 pm
- Last Modified:
- May 30, 2026 7:05 pm
- Courtesy of:
- WEMERT GROUP REALTY LLC
- Attribution:
- 407-214-3967
- Road Surface Type:
- Paved
- Street Name:
- WINNERS
- Street Number:
- 2540
- City:
- KISSIMMEE
- State:
- Florida
- Zip Code:
- 34744
- County:
- Osceola
- Latitude:
- N28° 18' 27.7''
- Longitude:
- W82° 39' 32.9''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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