Back 2540 Winners Circle
Off Market

2540 Winners Circle

Kissimmee FL 34744

4
5
4
3710 sq. ft.
21824 sq. ft.
Single-Family
Last sold for $600,000
Jennifer WemertJennifer Wemert, last sold this property on 05 October 2026 after 227 days on market.

Overview

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**

Features

4 bedrooms
5 bathrooms
4 carspaces
4 garage spaces
3710 sq. ft. floor area
21824 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Kissimmee over the last 12 months, the estimated median property value of 2540 Winners Circle is $434k.

Median value
$434k
Estimated value range
$190k - $1.73m
Median days on market
43
Estimated value trend
-4%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Kissimmee. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2540 Winners Circle

2026
Sold
$600,000
05 Oct 2026 by Jennifer Wemert, of WEMERT GROUP REALTY LLC

Happy sellers in Kissimmee

82%
82% of sellers in Kissimmee reported that their sale price either exceeded or met their price expectations.

Kissimmee stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 21 reviews in Kissimmee over the last 12 months.

Local market activity for 4 bedroom single-family properties in Kissimmee

In the last 12 months, 274 four-bedroom single-family properties similar to 2540 Winners Circle, have been sold.

This represents a 37% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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