$739,000
Original: $800,000
Active

2540 WINNERS CIRCLE

KISSIMMEE, FL 34744 — WINNERS PARK
4 Beds
5 Baths
3,246 sqft
0.50 acres
Built 2000
4-Car Garage

About This Property

**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**

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6382446
Days on Market
38
Year Built
2000
Levels
Two
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
Direction Faces
North
Occupant Type
Owner

Size & Structure

Living Area
3,246 sqft
Total Area
3,710 sqft
Lot Size
0.50 acres
Lot Sq Ft
21,824 sqft
Bedrooms
4
Full Baths
4
Half Baths
1
Garage Spaces
4

Interior

Flooring
Carpet, Tile
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
Interior Features
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
Laundry
In Garage
Windows
Aluminum Frames, Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Thermal Windows
Furnished
Unfurnished
A/C
Central Air
Heating
Central, Electric

Exterior & Lot

Exterior Features
Hurricane Shutters, Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Storage
Construction
Block, Stucco
Roof
Tile
Foundation
Slab
Patio/Porch
Covered, Enclosed, Front Porch, Patio, Rear Porch
Other Structures
Other, Shed(s), Workshop
Lot Features
Cul-De-Sac, Landscaped, Oversized Lot, Street Dead-End, Paved

Water & Pool

Pool
Yes — Auto Cleaner, Gunite, In Ground, Lighting, Screen Enclosure

Community & HOA

HOA
No
Pets Allowed
Yes
Homestead
Yes

Utilities & Systems

Water
Public
Sewer
Septic Tank
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Water Connected
Cooling
Central Air
Heating
Central, Electric
Flood Zone
X
Parking
Boat, Curb Parking, Driveway, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Oversized, Parking Pad, RV Access/Parking

Financial

List Price
$739,000
Original Price
$800,000
Annual Taxes
$3,688
Tax Year
2025
Listing Terms
Cash, Conventional, FHA, VA Loan
Special Conditions
None

Schools

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

Virtual Tour

View Virtual Tour

Location