Kissimmee Homes with Three+ Story Property Description

Kissimmee Homes with Three+ Story Property Description

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, known for its rich history, diverse culture, and proximity to world-renowned attractions. With its sunny weather and lush landscapes, Kissimmee is not just a destination; it’s a lifestyle. This charming city is just a stone's throw away from the magic of Walt Disney World, Universal Studios, and the serene beauty of the Everglades, making it a prime location for both residents and investors alike.

Kissimmee boasts an array of residential options, but one of the most enticing choices for families and individuals seeking spacious living is the availability of three-plus story homes. These properties are designed with modern living in mind, offering ample space for growing families, home offices, or even guest accommodations. Imagine waking up to breathtaking views from your private balcony, enjoying the luxurious amenities that come with multi-level living, and having the flexibility to create your own unique space.

Many of these homes feature open floor plans, gourmet kitchens, and expansive living areas, perfect for entertaining friends and family. Additionally, the vibrant neighborhoods of Kissimmee provide community parks, recreational facilities, and easy access to shopping and dining options, ensuring that everything you need is just a short drive away.

Whether you’re looking to invest in a vacation rental or searching for your forever home, Kissimmee’s three-plus story properties offer not just a house, but a place to create lasting memories. Come explore the charm and opportunities that await you in this delightful city!

Newest Kissimmee Homes with Three+ Story Property Description

206 S Vernon Avenue, Kissimmee
$699,000
4 Beds ⋅ 3 Baths ⋅ W A Patricks Add SubDv. ⋅ 34741 Zip Code
Excellent opportunity in the heart of Kissimmee! This property offers a prime location with convenient access to Downtown Kissimmee, local government offices, shopping, dining, major roadways, and area amenities. Situated on a spacious lot, the property presents excellent potential for an owner-user, investor, or future redevelopment opportunity. Its central location and surrounding mix of residential and commercial uses make this a unique property with multiple possibilities. Buyer and buyer's agent are responsible for verifying zoning, permitted uses, development potential, lot dimensions, and all information with the appropriate governmental authorities. EXCELLENT INVESTMENT AND REDEVELOPMENT OPPORTUNITY IN THE HEART OF DOWNTOWN KISSIMMEE! Located at 206 S. Vernon Avenue, directly behind the Osceola County Courthouse, this unique property sits on approximately 0.63 acres in a highly desirable central location. The property offers tremendous potential for investors, developers, or owner-users looking for a mixed-use or multifamily development opportunity, subject to City of Kissimmee zoning, land-use requirements, and approvals. The existing historic structure offers over 4,000 square feet and may provide additional possibilities for residential, office, live/work, or redevelopment use. Conveniently located near Downtown Kissimmee, the courthouse, restaurants, shopping, public transportation, and SunRail. Rare opportunity to acquire a sizable property in Downtown Kissimmee with excellent redevelopment potential. Buyer and Buyer’s Agent are responsible for independently verifying zoning, future land use, density, permitted uses, development potential, and all requirements with the City of Kissimmee.

206 S Vernon Avenue, Kissimmee
2817 Almaton Loop Unit 304, Kissimmee
$325,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 6 SubDv. ⋅ 34747 Zip Code
A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey furnished property is not only a proven income-producing investment but also a fantastic vacation home. This property has delivered consistent returns generating approximately $35,000-$38,000 per year in rentals. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800) Location is everything — and this one delivers. The condo is just 2.5 miles from the iconic “Welcome to Walt Disney World” arch at Walt Disney World Resort, making it incredibly attractive to vacation guests. Windsor Hills Resort is known for its true resort-style offerings, including Lagoon-style pool, Water Park with Slides, Fitness Center, Clubhouse, Movie Theater, Arcade, Tennis and Pickleball courts and 24-hour gated security With close proximity to Disney, dining, shopping (including Walmart), and major highways, this property checks every box. Whether you're looking for a high-performing investment property or a magical getaway just minutes from Disney, this condo offers the best of both worlds.

2817 Almaton Loop Unit 304, Kissimmee
319 Celebration Boulevard, Celebration
$759,000
3 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to Charleston Place in Celebration’s desirable North Village, where classic neighborhood charm meets beautifully updated interiors and an exceptional amount of living space. Offering more than 2,500 square feet across three levels, this impressive townhome features three generously sized bedrooms, each with its own private ensuite bath and walk-in closet, plus a convenient first-floor half bath. The home has undergone an extensive series of recent updates, creating a fresh, polished and beautifully cohesive interior. Walls, ceilings and doors have been completely repainted, with new blinds, ceiling fans and light fixtures throughout. Additional updates include new door handles, hinges and hardware, along with updated light switches and outlets. The open-concept main level offers spacious living and dining areas flowing naturally into the kitchen, where quartz countertops provide a clean, sophisticated finish. Beautiful porcelain wood-look plank flooring extends throughout the first floor, combining the warmth of wood with the durability of porcelain tile. A true highlight is the collection of recently remodeled bathrooms, beautifully finished with a luxurious contemporary aesthetic. Updates include designer vanities with quartz and marble tops, new showers and tubs, toilets, faucets, shower controls, mirrors and lighting, along with premium large-format porcelain tile on the walls and floors. The result is a series of stylish, spa-inspired spaces that feel fresh, refined and move-in ready. The second floor features two oversized bedrooms, each with a private ensuite bath and large walk-in closet. A conveniently located laundry closet is just steps away. The entire third floor is dedicated to an expansive, apartment-sized bedroom suite with its own full bath and walk-in closet. New luxury vinyl plank flooring enhances this private level, making it ideal for guests, extended family, a home office or anyone who appreciates additional privacy. Outside, a secluded garden courtyard surrounded by mature landscaping provides a peaceful setting for morning coffee, evening cocktails or simply enjoying Florida’s year-round outdoor lifestyle. A detached two-car garage offers excellent parking and storage. Additional improvements include an A/C replaced in 2021 and water heater replaced in 2024. And then there’s the Celebration lifestyle! North Village offers the inviting neighborhood atmosphere that makes Celebration such a distinctive place to call home. Residents enjoy community pools, parks, playgrounds and recreational amenities, along with picturesque paths, lakes and tree-lined streets perfect for walking and biking. Celebration Town Center is nearby, offering restaurants, cafés, boutiques and year-round community events. Walt Disney World and Central Florida’s world-famous attractions are just minutes away, while convenient access to I-4 connects you with Orlando, Tampa and surrounding communities. Orlando International Airport is approximately 30 minutes away, with Florida’s Atlantic and Gulf Coast beaches within easy reach. With more than 2,500 square feet, three private bedroom suites, extensive recent renovations, a two-car garage and a sought-after North Village location, this home delivers the space, style and lifestyle that make Celebration living so special.

319 Celebration Boulevard, Celebration
900 Golden Bear Drive, Reunion
$6,950,000
10 Beds ⋅ 13 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code
Welcome to 900 Golden Bear Drive, a modern palatial masterpiece nestled within the highly sought-after, guard-gated community of Reunion Resort — this was the first of its kind in the area... Professionally furnished and move-in ready, this exquisite 10-bedroom, 10-full and 3-half-bathroom estate home spans over 11,000 square feet on direct water lot in the West Village, offering ample space for large groups and unforgettable gatherings. Step through a dramatic two-story, glass-walled entry beneath floating stairs with a glass railing, into a seamless open-concept living and dining space finished throughout in warm engineered wood flooring. Indulge in the art of culinary excellence within the gourmet kitchen, outfitted with high-end Sub-Zero and Wolf appliances and ample counter space — a dream kitchen for the chef in all of us. A separate butler's pantry and coffee bar, plus a hidden-door secondary prep kitchen, make large-scale entertaining and dinner service effortless. An electric fireplace, private home theater with surround sound, golf simulator, and a third-floor loft. This home is furnished to the highest throughout with Caracole Furniture inside and "RH" furniture outside... round out the entertaining spaces, along with so much more! Each of the ten bedroom suites is a private sanctuary, lavishly appointed with high-end finishes to ensure every guest enjoys the pinnacle of comfort. The primary suites offer direct water views, a spa-style ensuite with a glass-enclosed walk-in shower and freestanding soaking tub, and access to a pool deck overlooking the pool and lake beyond. Beyond the bedrooms, a dedicated arcade and games room and a striking custom-themed dual bedroom themed suite add a playful, memorable and extraordinary touch. Step outside to a resort-style paradise awaits. The sparkling pool and spa, complete with a swim-up bar and in pool dining, the basketball hoop and an oversized outdoor chess set are a great outdoor fun game and the sparkling pool beckon you in for a refreshing dip on warm Florida days, while the summer kitchen offers an alfresco dining experience like no other. Embrace balmy evenings gathered around the covered cabana bar, savoring delicious meals and cocktails against uninterrupted pond views and forging lasting memories. Beyond the property, enjoy the full Reunion Resort®. We are just minutes from Walt Disney® Parks, Orlando's major attractions, and Orlando International Airport, with easy highway access to some of the best beaches in the world. Florida's year-round summer weather and Reunion's® picture-perfect landscape create the ideal backdrop for outdoor living, with access to three world-renowned championship golf courses and numerous resort pools throughout the community. Don't miss this incredible opportunity to own your very own piece of paradise — complete, furnished, and ready for its next chapter today.

900 Golden Bear Drive, Reunion
1554 Corolla Court, Reunion
$920,000
6 Beds ⋅ 7 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Short Sale. Approved short sale!!! Hury before its gone. Experience the best of Reunion Resort in this stunning three-story luxury home, offering breathtaking golf course and sunset views. Perfect for a memorable family vacation, this home has been thoughtfully updated with a new roof, fresh interior and exterior paint, new carpet, and 2022 A/C units. Boasting over 5,300 sq. ft., the spacious floor plan is designed for entertaining and comfortable family living. The elegant living room opens to a covered patio, ideal for enjoying Florida’s spectacular sunsets. Two primary bedrooms one on each level with California closets. Relax in the private courtyard pool, complete with an outdoor grill for al fresco dining. This home also features a large, private in-law suite and a two-car garage with ample space for vehicles and a golf cart. Reunion Resort is just 6 miles from Walt Disney World and offers world-class amenities, including three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, 14 community pools, and a multi-million dollar water park with a lazy river and water slide.

1554 Corolla Court, Reunion
3000 Maingate Lane Unit 219, Kissimmee
$49,000
1 Beds ⋅ 1 Baths ⋅ Meridian Palms Comm Condo SubDv. ⋅ 34747 Zip Code
INVESTORS, THIS ONE IS READY TO GO! Welcome to this beautifully remodeled condo-hotel suite at The Galleria Palms, ideally located near Orlando’s world-famous theme parks, dining, entertainment, shopping, and major highways. This turnkey suite has been thoughtfully remodeled and is offered fully furnished. Features include a king-size bed, new tile flooring throughout, fresh paint, updated lighting, crown molding, furnishings, artwork, and a wall-mounted 49” flat-screen TV. The suite also offers a granite vanity, dual-sink bathroom with granite countertops, microwave, mini-fridge, coffee maker, wet bar, upgraded Wi-Fi, USB charging ports, and handicap-accessible features. ?? Resort-Style Amenities Include: Heated swimming pool & sun deck Complimentary shuttle service to the theme parks Daily hot breakfast served in the lobby Full-time onsite property management Recently installed roof, windows & A/C units ?? A HASSLE-FREE INVESTMENT OPPORTUNITY With professional onsite management and a prime tourist location, The Galleria Palms offers an attractive opportunity for investors looking for a low-maintenance, turnkey Orlando vacation property—whether you’re purchasing your first investment or expanding your existing portfolio. Important: The unit must remain in the onsite rental program. Owner occupancy is limited to 29 consecutive days per stay. ?? Prime location. Remodeled. Fully furnished. Turn-key. An opportunity to own a piece of the Orlando vacation market!

3000 Maingate Lane Unit 219, Kissimmee
431 Water Street, Celebration
$619,000
3 Beds ⋅ 3 Baths ⋅ Water Street Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Exceptional opportunity to own a beautifully renovated home just a 5-minute walk to Downtown Celebration, offering one of the most desirable locations in the community. Completely remodeled in 2024, this residence combines contemporary luxury with timeless elegance. The impressive living room features over 20-foot ceilings and a stunning floor-to-ceiling porcelain accent wall with modern wood slat detailing, creating a dramatic focal point. The custom staircase showcases stainless steel railings with stainless steel cable balusters, enhancing the home's sleek architectural design. The gourmet kitchen is equipped with quartz countertops, a built-in cooktop, microwave, and wall oven with Air Fryer functionality, making it ideal for both everyday living and entertaining. Quartz countertops continue throughout all bathrooms, providing a cohesive luxury finish. Additional highlights include a charming temperature-controlled wine bar with wine cooler, a spacious covered rear porch perfect for outdoor entertaining, and a two-car attached garage. This is a rare opportunity to own a fully updated home in one of Celebration's most sought-after locations, just moments from restaurants, shops, lakes, walking trails, and community events. The unit is rented until 01/31/2027 for, $4300 per month, an investor's dream.

431 Water Street, Celebration
9061 Treasure Trove Lane Unit 303, Kissimmee
$245,000
3 Beds ⋅ 2 Baths ⋅ Caribe Cove Ph 5 SubDv. ⋅ 34747 Zip Code
Welcome to Caribe Cove, a popular resort community ideally located near Orlando’s world-famous attractions! This spacious 3-bedroom, 2-bathroom third-floor condo is offered fully furnished and move-in or rental ready. Step inside through the open foyer, where you’ll find a convenient in-unit laundry room and a fully equipped kitchen with a pass-through overlooking the dining and living areas. The open layout creates a comfortable gathering space with plenty of room to relax, dine, and entertain. A desirable split-bedroom floor plan provides added privacy, with generously sized bedrooms and spacious bathrooms offering plenty of room for owners and guests alike. One of the condo’s best features is the wonderful screened balcony overlooking a peaceful pond area. Stretching from the living room to the primary bedroom, the balcony offers dual access from both spaces and a private setting that’s perfect for morning coffee, an evening drink, or simply unwinding after a long day at the parks or work. Located just off Highway 192, Caribe Cove puts you close to the theme parks, shopping, restaurants, and everything the Kissimmee/Orlando area has to offer. Whether you’re searching for a short-term rental investment, Florida vacation home, or full-time primary residence, this fully furnished condo offers the space, flexibility, and location to make it your own.

9061 Treasure Trove Lane Unit 303, Kissimmee
3000 Maingate Lane Unit 317, Kissimmee
$49,000
1 Beds ⋅ 1 Baths ⋅ Meridian Palms Comm Condo SubDv. ⋅ 34747 Zip Code
Discover the allure of our Fully Furnished Condo-Hotel, an exceptional investment opportunity ideally located just 5 minutes away from Walt Disney World Resort, a mere 20-minute drive from Sea World, and a convenient 30-minute commute to Universal Studios. Situated a short distance of various shops, this condo-hotel offers an array of amenities that cater to your comfort and convenience Guests benefit from complimentary shuttle services to all major theme parks, daily breakfast served on-site, and access to free Wi-Fi. Unwind by the beautiful poolside or indulge in the modern ambiance of our units, featuring double queen beds, a 49" TV screen, a well-equipped kitchenette with a mini-fridge and microwave. Each unit has undergone recent renovations, ensuring a contemporary and inviting atmosphere. Rest assured with our full on-site management team dedicated to safeguarding your investment around the clock. Condo fees encompass all maintenance of common area sand property, including liability and property insurance coverage. Please note, while permanent occupancy or claiming residency is not permitted for owners, our on-site management provides reservation services exclusively for short-term vacation rentals. As per regulations, our property does not support Airbnb rentals. Owners are welcome for vacation stays of up to28 days at a time, with the ability to share this experience with family and friends

3000 Maingate Lane Unit 317, Kissimmee
3899 Mt Vernon Way, Kissimmee
$623,900
5 Beds ⋅ 4 Baths ⋅ Preserve At Tapestry Ph 3 & 4 SubDv. ⋅ 34741 Zip Code
PRIVACY, SPACE & A UNIQUE LOCATION! Welcome to 3899 Mt Vernon Way, an impressive home offering 3,509 sq ft of living space in Kissimmee. Built in 2015, this spacious two-story residence is tucked near the end of the street alongside an expansive wooded area, creating a private setting with fewer immediate neighbors and beautiful natural surroundings. Inside, you'll find a generous and versatile floor plan featuring multiple living and dining areas, a spacious kitchen with abundant cabinetry and counter space, and flexible rooms that can accommodate a variety of lifestyles—whether you need guest space, a home office, entertainment area, or additional living space. Step outside to an expansive backyard and large covered lanai, perfect for outdoor dining, entertaining, relaxing, or designing your future outdoor oasis. The home's special position within the community, surrounded by greenery and nearby ponds, gives it a sense of openness that's difficult to find. Additional highlights include attractive stone accents, tropical landscaping, a paver driveway and 3-car garage, providing plenty of parking and storage. Conveniently located near shopping, dining, major roadways, entertainment, and everything Central Florida has to offer. 3,509 Sq Ft • Built 2015 • 3-Car Garage • Expansive Backyard • Covered Lanai • Wooded-Side Setting • End-of-Street Location Come experience the space, privacy, and location that make this property truly stand out. Schedule your private showing today!

3899 Mt Vernon Way, Kissimmee
763 Siena Palm Drive, Celebration
$429,999
3 Beds ⋅ 2 Baths ⋅ Siena At Celebration SubDv. ⋅ 34747 Zip Code
Welcome to this highly sought-after, move-in-ready townhome in the desirable Siena at Celebration complex. Situated on a premium lot, this stunning three-story residence boasts tranquil lush green space views. As you enter a versatile layout greets you with a spacious office—perfect for remote work, a home gym, or a den. This level also provides direct access to the attached two-car garage, offering ample space for parking and storage. On the second floor you will find the heart of the home. A bright, open-concept living room bathed in natural light that flows seamlessly into the dining area & kitchen, creating an ideal space for entertaining or relaxing and with a large kitchen you can make amazing meals. As you ascend to the third floor you will find the space dedicated entirely to rest, this level features all three bedrooms. The airy primary suite is a true private retreat, offering generous natural light, a walk-in closet, and an en-suite bathroom. Two additional bedrooms sit just across the hall and share a well-appointed full bathroom. Living in Siena means enjoying exclusive access to a resort-style pool, clubhouse, fitness center, and playground. Beyond the Siena complex, Celebration homeowners benefit from unparalleled community amenities, including six additional pools, sports courts, athletic fields, the renowned Celebration Golf Club, over 26 miles of scenic trails, the Celebration Dog Park, and an Athletic & Recreation Complex. Since location is everything. You are just a short bike ride from Downtown Celebration, Advent Health @ Celebration, and Celebration Pointe shopping center. Enjoy quick access to the 417 and nearby shopping at Publix. Best of all, you are just 11 minutes from Walt Disney World, 27 minutes from Orlando International Airport. Don’t miss your opportunity schedule your showing today.

763 Siena Palm Drive, Celebration
7600 Cabana Court Unit 304, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 1 SubDv. ⋅ 34747 Zip Code
**One of the finest condos in Reunion Resort!** This rare top-floor, end-unit condominium offers exceptional privacy and breathtaking views overlooking the 14th green of the renowned Tom Watson Signature Golf Course. Beautifully appointed and sold **fully furnished**, this was professionally designed by Reunion's interior design team and features NEW KITCHEN STAINLESS STEEL APPLIANCES (REFRIGERATOR, MICROWAVE, DISHWASHER, FRESH INTERIOR PAINT, THREE NEW TOILETS IN ALL BATHROOMS, granite countertops throughout the kitchen and bathrooms, and tasteful, upscale finishes. It provides owners and guests with unlimited access to Reunion Resort's world-class amenities, including: * Three championship golf courses designed by **Arnold Palmer, Jack Nicklaus, and Tom Watson** * A multi-acre water park * The Annika Academy golf instruction facility * Tennis and pickleball courts * Multiple outstanding restaurants and bars * A luxurious full-service spa All of these exceptional amenities are just a short walk from your front door. Ideally located only **30 minutes from Orlando International Airport, Walt Disney World®, and Central Florida's premier attractions**, Reunion Resort offers the perfect blend of luxury, convenience, and investment potential. Whether you're searching for a primary residence, vacation home, or income-producing property, this exceptional condo represents one of the best opportunities in Reunion Resort.

7600 Cabana Court Unit 304, Kissimmee
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