KISSIMMEE, FL 34744 2540 WINNERS CIRCLE

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Presented By: WEMERT GROUP REALTY LLC with 407-743-8356. - 407-214-3967
  • MLS# O6382446
  • 02/19/2026
  • Request Tour
  • Request Info
Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 4 / 1
  • SQFT • 3,246
  • Garage • 4

Home Details

**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**
Presented By: WEMERT GROUP REALTY LLC with 407-743-8356. - 407-214-3967

Interior Features for 2540 WINNERS CIRCLE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths5

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling 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
Laundry FeaturesIn Garage
Window FeaturesAluminum Frames, Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Thermal Windows

General for 2540 WINNERS CIRCLE

Additional Parcels Y/NNo
Additional RoomsBonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Loft
AppliancesDishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Filtration System, Water Softener
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityKISSIMMEE
Construction MaterialsBlock, Stucco
CoolingCentral Air
CountyOsceola
DirectionsFrom 527A/Boggy Creek Rd, Turn right onto Simpson Rd, Turn left onto Winners Cir. Home will be on the right.
Elementary SchoolEast Lake Elem
Facing DirectionNorth
Flood Zone CodeX
Flood Zone Code XY
Full Baths4
Garage Spaces4
Garage Y/NYes
HeatingCentral, Electric
High SchoolTohopekaliga High School
ILS Total SQFT450
ILS Under Air SQFT450
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWINNERS PARK PB 7 PG 48 LOT 6
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet21824
Lot Size UnitsSquare Feet
MLS Area34744 - Kissimmee
Middle/Junior High SchoolNeptune Middle (6-8)
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeOwner
Other StructuresOther, Shed(s), Workshop
OwnershipFee Simple
Patio/Porch FeaturesCovered, Enclosed, Front Porch, Patio, Rear Porch
Pets AllowedYes
Pool FeaturesAuto Cleaner, Gunite, In Ground, Lighting, Screen Enclosure
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
STELLAR_InLawSuiteDescrip1 Bathroom, 1 Bedroom, Attached, Kitchen, Private Entrance
STELLAR_InLawSuiteYNYes
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusActive
StatusActive
Subdivision NameWINNERS PARK
Tax Annual Amount3688
Tax Lot6
Tax Year2025
Total Rooms12
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Water Connected
Virtual TourClick here
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2000
ZoningOR1C

Exterior for 2540 WINNERS CIRCLE

Building Area Total3710
Covered Spaces4
Exterior AmenitiesHurricane Shutters, Lighting, Private Mailbox, Rain Gutters, Sliding Doors, Storage
Foundation DetailsSlab
Lot FeaturesCul-De-Sac, Landscaped, Oversized Lot, Street Dead-End
Lot Size Acres0.5
Lot Size Area21824
Parking FeaturesBoat, Curb Parking, Driveway, Garage Door Opener, Golf Cart Parking, Ground Level, Guest, On Street, Oversized, Parking Pad, RV Parking
Private PoolYes
Road Frontage TypeStreet Dead-End, Street Paved
Road ResponsibilityPublic Maintained Road
Road Surface TypePaved
SpaNo
VegetationFruit Trees, Mature Landscaping, Trees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $739,000
MLS#O6382446
List Date 02/19/2026
Property Type Single Family
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