2540 WINNERS CIRCLE Kissimmee, FL $ 800,000
2540 WINNERS CIRCLE
$ 800,000
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2540 WINNERS CIRCLE

Kissimmee, FL, 34744
$ 800,000
Bedrooms4 Baths4.1 Sq 3,246

Monthly Estimate*

$ 4,926

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Single Family Home for sale in Kissimmee, FL

for $800,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,246 square foot home was built in 2000 on a lot size of 0.5.

**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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Single Family Active

Price

$ 800,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 3,688

Style

Single Family Residence

Lot Size

0.5

Year Built

2000

Town/City

Kissimmee

County/Region

Osceola

MLS | Web ID

O6382446

Features
General
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/ec45ec52-6e71-4c73-b91a-36e841171101?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard www.wemertgrouprealty.com
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 6
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
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Interior
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
Total Baths 5
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Exterior
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
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* Excluded Features
List By
Wemert Group Realty Llc

Broker

listingteam@wemertgrouprealty.com

Email

Affordability Calculator

$5,233
Per Month
94%
6%
0%
Monthly Principal & Interest
$4,926
Monthly Property Taxes
$307
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Tohopekaliga High School High School High School
Pricing History
DatePricePrice ChangeDescription
2/19/2026$800,000 Listed Price

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2540 WINNERS CIRCLE, Kissimmee, FL, 34744 is a Single Family Home for sale at $800,000 with 3,246 sqft and a lot size of 0.5. 2540 WINNERS CIRCLE has 4 bedrooms, 4.1 baths, and was built in 2000. The property's zip code is 34744 which is in Kissimmee, FL