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$800,000
1 Day On Site

2540 WINNERS CIRCLE
KISSIMMEE, FL 34744

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,246
SqFt
$246
/SqFt
2000
Built
Subdivision:
WINNERS PARK
County:
Osceola

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Call Now: (407) 970-9051
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(407) 970-9051
2540 WINNERS CIRCLE2540 WINNERS CIRCLE2540 WINNERS CIRCLE2540 WINNERS CIRCLE
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Mortgage Calculator

Monthly Payment (Est.)

$3,650
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

**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**

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Listing Snapshot
Price 
$800,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
3,246 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.5 Acres
Year Built 
2000
MLS® Number 
O6382446
Status 
Active
Property Tax 
$3,688
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
10 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.5
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
4
Levels 
Two
Parking 
BoatDrivewayGarage Door OpenerGuestOn StreetOversizedParking PadRV Access/ParkingAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
3710
Utilities 
Cable AvailableElectricity ConnectedWater Connected
Water Source 
Public
Zoning 
OR1C
Interior Features
Appliances 
DishwasherDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasherWater Softener
Cooling 
Central Air
Flooring 
CarpetTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Eat-in KitchenStone CountersWalk-In Closet(s)
Laundry Features 
In Garage
Window Features 
Aluminum FramesBlindsDouble Pane WindowsENERGY STAR Qualified Windows
Bedroom 2 
Dimensions – 14×11Level – SecondFeatures – Ceiling Fan(s)
Bedroom 3 
Dimensions – 12×11Level – SecondFeatures – Ceiling Fan(s)
Bedroom 4 
Dimensions – 11×10Level – FirstFeatures – Ceiling Fan(s)
Dining Room 
Dimensions – 12×12Level – FirstFeatures – Ceiling Fan(s)
Family Room 
Dimensions – 17×13Level – FirstFeatures – Ceiling Fan(s)
Kitchen 
Dimensions – 14×10Level – First
Living Room 
Dimensions – 12×12Level – FirstFeatures – Ceiling Fan(s)
Loft 
Level – SecondFeatures – Ceiling Fan(s)
Master Bathroom 
Dimensions – 13×9Level – Second
Master Bedroom 
Dimensions – 14×13Level – SecondFeatures – Ceiling Fan(s)
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingRain GuttersStorage
Lot Features 
Cul-De-SacLandscapedPaved
Other Structures 
OtherShed(s)Workshop
Patio And Porch 
CoveredEnclosedFront PorchPatioRear Porch
Pool Features 
GuniteIn GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Tile
Windows/Doors 
Aluminum FramesBlindsDouble Pane WindowsENERGY STAR Qualified Windows
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
34744 – Kissimmee
Roads 
Paved
Township 
25
Schools
School District
Unknown
Elementary School
East Lake Elem
Middle School
Neptune Middle (6-8)
High School
Tohopekaliga High School
Listing courtesy of WEMERT GROUP REALTY LLC (407) 809-1193



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-20 05:38 PM EST

Neighborhood & Commute
Source: Walkscore
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