Sarasota's Premier Homes

2540 WINNERS CIRCLE

KISSIMMEE , FL 34744

MLS#: O6382446

$800,000

Status: Active
Listing number: O6382446
Listing provided by: WEMERT GROUP REALTY LLC
Listing agent phone: None
Last update: 6 hours ago
New on site 1 day ago
Browse Properties
WINNERS PARK - Residential

Property

Beds

4

Full Baths

4

1/2 Baths

1

Year Built

2000

Sq.Footage

3,246

**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 & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    4

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    4

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Lighting, Rain Gutters, Storage

  • Parking

    Boat, Driveway, Garage Door Opener, Guest, On Street, Oversized, Parking Pad, RV Access/Parking, Attached

  • Patio and Porch Features

    Covered, Enclosed, Front Porch, Patio, Rear Porch

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Screen Enclosure, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Features

    Cul-De-Sac, Landscaped, Paved

  • Lot Size(acres)

    0.5

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $800,000

  • Tax Amount

    $3,688

  • Sq. Footage

    3, 246

  • Price/SqFt

    $246

HOA

  • Association

    No

School District

  • Elementary School

    East Lake Elem

  • Middle School

    Neptune Middle (6-8)

  • High School

    Tohopekaliga High School

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    6

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Osceola

Elementary School

East Lake Elem

Middle School

Neptune Middle (6-8)

High School

Tohopekaliga High School

Listing Courtesy of Jenny Wemert , WEMERT GROUP REALTY LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
**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**

2540 WINNERS CIRCLE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site today
Enjoy breathtaking pond views and exceptional backyard privacy in this stunning 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. This fully furnished residence offers the perfect blend of luxury, comfort, and investment potential, ideal as a vacation retreat or a high-performing short-term rental. The spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites—one conveniently located on each floor for added flexibility. Step outside to your private screened-in pool and spa, where the wide-open pond view creates a peaceful and relaxing setting with no rear neighbors. Inside, the home is tastefully designed with stylish furnishings and quality finishes, creating an inviting space that appeals to a wide range of vacation guests. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. The HOA conveniently includes cable, internet, lawn care, and valet trash service. Perfectly located just minutes from Disney, shopping, dining, and major highways, this turn-key property is truly move-in or rental ready — a rare opportunity you don’t want to miss!
#O6384144

KISSIMMEE

8815 MACAPA DRIVE

8 Beds

6 Baths

4,041 Sq.Ft.

$689,000

MLS#: O6384144

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2683 Amati Dr in Kissimmee, FL — a beautifully maintained former showroom model home with over $150,000 in upgrades. This spacious 5-bedroom, 4-bathroom residence also features a dedicated office, offering flexibility for today’s lifestyle. Designed for both everyday living and entertaining, the open floor plan is filled with natural light and enhanced by premium finishes and designer details throughout. As a former model home, it showcases upgraded fixtures and thoughtful touches that elevate the entire space. The well-appointed kitchen serves as the heart of the home, featuring ample cabinetry, generous counter space, and seamless flow into the dining and living areas. The primary suite provides a private retreat with a large walk-in closet and an en-suite bath designed for relaxation. A full en-suite bedroom with a walk-in shower offers privacy and comfort for guests or multigenerational living. Three additional bedrooms and bathrooms provide plenty of space for family and visitors. Step outside to the covered rear patio, perfect for outdoor dining or relaxing year-round. The backyard offers room to enjoy the Florida sunshine while still providing comfort and shade. Conveniently located near shopping, dining, schools, and major roadways, this home offers easy access to everything that Kissimmee and the greater Orlando area has to offer, including world class attractions, entertainment, and recreation. Do not miss the opportunity to make this move in ready home your own.
#O6377846

KISSIMMEE

2683 AMATI DRIVE

5 Beds

4 Baths

3,105 Sq.Ft.

$795,000

MLS#: O6377846

New on site 2 days ago
Welcome to 2199 Tripoli, a spacious 9-bedroom, 5-bathroom pool home located in the highly desirable Windsor at Westside Resort — one of the area’s premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin’s Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area — perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community’s prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.
#O6383484

KISSIMMEE

2199 TRIPOLI COURT

9 Beds

6 Baths

4,391 Sq.Ft.

$790,000

MLS#: O6383484

New on site 2 days ago
Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!
#O6383513

KISSIMMEE

2621 ARCHFELD BOULEVARD

5 Beds

5 Baths

2,297 Sq.Ft.

$699,000

MLS#: O6383513

New on site 2 days ago
Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.
#O6383464

KISSIMMEE

1885 GOBI DRIVE

8 Beds

6 Baths

4,041 Sq.Ft.

$790,000

MLS#: O6383464

New on site 3 days ago
INCOME PRODUCING AND RARE CORNER LOT! Welcome to 2706 Oxymoron Way in beautiful Kissimmee, Florida — a prime opportunity just minutes from Central Florida’s world-famous theme parks, dining, shopping, and entertainment. Featuring upgraded finishes and well themed rooms, this highly maintained 8 bedroom - 5 bathroom, with a max occupancy of 24, offers added privacy and extra outdoor space — a rare find in resort-style communities. Enjoy the convenience of being within walking distance to the community pool and lazy river, providing the perfect setting to relax and unwind. Whether you’re expanding your investment portfolio or searching for a personal getaway close to the action, 2706 Oxymoron Way delivers on location, privacy, and lifestyle appeal. An exceptional opportunity in one of Central Florida’s most sought-after vacation corridors!
#O6380933

KISSIMMEE

2706 OXYMORON WAY

8 Beds

5 Baths

4,289 Sq.Ft.

$915,000

MLS#: O6380933

New on site 4 days ago
Welcome to the exquisite 2791 Agostino Terrace in the incredible Bellalago community. Nestled amidst stunning natural landscapes and boasting unparalleled elegance, this luxury residence is the epitome of refined living. Prepare to be captivated by the exceptional craftsmanship and thoughtful design that define this extraordinary property. Upon arrival, you are greeted by a grand entrance adorned with lush landscaping, Fully Paved Driveway and a meticulously maintained facade. Step inside and be embraced by the sheer magnificence of this remarkable home. The open-concept floor plan seamlessly connects the living, dining, and entertaining areas, creating an ambiance that is perfect for both intimate gatherings and grand celebrations. With stunning upgrades and 22 ft Cathedral ceilings, this properties flow and elegance is truly captivating. The gourmet kitchen is a culinary masterpiece, featuring stainless steel appliances, custom cabinetry, and a generous center island. It is a haven for any chef, providing a delightful space to create culinary delights while enjoying the company of friends and family. Escape to the luxurious master suite on the Primary Level. The expansive bedroom offers a serene retreat, complete with an extended sitting area and private access to the patio. The spa-like ensuite bathroom is a sanctuary of relaxation, featuring a soaking tub, a walk-in shower, and dual vanities, all adorned with the finest finishes. Additional bedrooms and bathrooms provide ample space for family and guests, ensuring everyone enjoys their own personal haven all on the second level of the home split with a catwalk overlooking the Grand Family Room! The Second level also offers an spacious loft, and separate theater room perfect for extra entertaining space upstairs! The outdoor living spaces of this residence are truly captivating. This exceptionally private screened in patio with NO REAR NEIGHBORS is perfect for a morning Coffee or enjoying nature. The whole house is connected to a full WATER FILTRATION SYSTEM, Oasis Water. Bellalago is renowned for its world-class amenities, including a private clubhouse, resort style pool, fitness center, tennis courts, and a boat ramp, On Site Restaurant. With access to beautiful Lake Tohopekaliga, boating enthusiasts will delight in the opportunity to explore the pristine waters at their leisure! Don't miss the opportunity to call this breathtaking property your own. Schedule your private viewing today and prepare to be impressed!
#O6381636

KISSIMMEE

2791 AGOSTINO TERRACE

4 Beds

3 Baths

4,069 Sq.Ft.

$710,000

MLS#: O6381636

New on site 4 days ago
Beautiful 4-Bedroom Fully Furnished Home with Lake View in Kissimmee Welcome to this stunning fully furnished home located in the heart of Kissimmee, offering comfort, space, and an unbeatable lake view right from your backyard. Perfectly designed for modern living, this property combines elegance and functionality in every detail. This spacious residence features four generously sized bedrooms. The primary suite is a true retreat, complete with a large walk-in closet and a beautifully appointed en-suite bathroom. The additional three bedrooms include built-in closets, providing ample storage and comfort for family members or guests. With three full bathrooms, mornings and busy schedules are handled with ease. The open floorplan creates a seamless flow between the expansive living room and dining room, making the home ideal for entertaining or enjoying quality family time. Natural light fills the space, enhancing the welcoming and airy atmosphere throughout. The kitchen is both stylish and functional, showcasing solid wood cabinets, elegant stone countertops, and included appliances. Whether preparing everyday meals or hosting gatherings, this kitchen is designed to impress. Step outside and enjoy one of the home’s most desirable features: a beautiful lake view in the backyard. The serene water backdrop offers a peaceful setting for relaxing evenings, outdoor dining, or simply enjoying Florida’s sunshine. Additional highlights include a spacious three-car attached garage, providing plenty of room for vehicles and extra storage. Ideally located near major roads for convenient commuting and close to highly rated schools, this home offers both tranquility and accessibility. If you are looking for a property that blends comfort, style, and location, this exceptional lakeview home in Kissimmee is a must-see.
#O6383099

KISSIMMEE

4524 SEQUEL ROAD

4 Beds

3 Baths

2,655 Sq.Ft.

$699,000

MLS#: O6383099

New on site 4 days ago
STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.
#O6382854

KISSIMMEE

2591 SWOOP CIRCLE

3 Beds

2 Baths

2,368 Sq.Ft.

$705,000

MLS#: O6382854

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service