Osceola Homes with Three+ Story Style

Osceola Homes with Three+ Story Style

Welcome to Osceola County, Florida – a vibrant and diverse region that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola is known for its stunning landscapes, rich cultural heritage, and proximity to world-renowned attractions like Walt Disney World and Universal Studios. With a warm climate and a welcoming community, it’s no wonder that families and individuals are drawn to this enchanting area.

Osceola County boasts an array of residential options, including the increasingly popular three-plus story homes. These architectural gems offer not only ample living space but also stunning views of the surrounding landscapes. Imagine sipping your morning coffee on a private balcony, enjoying panoramic vistas of the lush greenery or shimmering lakes that Osceola is famous for.

Homes with three or more stories are designed for those who appreciate spaciousness and flexibility. Whether you need extra bedrooms for a growing family, a home office, or a recreational space, these homes can accommodate your lifestyle. Many of these properties feature modern amenities, open floor plans, and luxurious finishes, making them perfect for entertaining guests or enjoying quiet evenings at home.

Osceola County is not just about beautiful homes; it’s about a lifestyle. With an array of parks, lakes, and recreational activities, residents can enjoy outdoor adventures year-round. From hiking and fishing to golfing and horseback riding, there’s something for everyone.

Discover the charm of Osceola County and explore the possibilities of three-plus story homes that await you in this enchanting corner of Florida!

Newest Osceola Homes with Three+ Story Style

6 Beds ⋅ 5 Baths ⋅ O6435630 MLS ⋅ 1327 BLDG.

Welcome to resort-style living in this beautiful 3-story, 6-bedroom, 5-bath end-unit townhouse in the gated Vistas at ChampionsGate—just minutes from Disney and Orlando's top attractions. Enjoy a bright, open layout with extra natural light, a chef’s kitchen with granite counters and stainless steel appliances, and spacious bedrooms thoughtfully spread across all three floors—perfect for guests, family, or a home office. Relax in the luxurious master suite with a private balcony or retreat to the top-floor suite with its own bath and balcony. The community offers low-maintenance living with HOA-covered landscaping, cable, internet, and access to the exclusive Vistas Club—featuring a resort-style pool, spa, fitness center, game room, and more. Whether you’re looking for a full-time home or a vacation getaway, this one has it all!

1327 Shinnecock Hills Drive, Davenport

4 Beds ⋅ 4 Baths ⋅ O6435231 MLS

Welcome to Fairway Charm, an inviting residence located within the prestigious gated community of Reunion Resort. Designed for both comfortable everyday living and the Florida resort lifestyle, this home offers a wonderful combination of indoor and outdoor spaces in one of Central Florida’s most sought-after communities. Step outside to your private pool area, where recent improvements make this space ready to enjoy. The pool has been recently resurfaced and re-tiled, giving it a fresh, updated appearance, and the pool pump has also been replaced. Whether relaxing in the Florida sunshine, entertaining friends and family, or enjoying an evening by the pool, the outdoor living area is a standout feature of the home. Another valuable feature is the true two-car garage. Unlike many homes in Reunion Resort where garages have been converted into game rooms or entertainment spaces, this garage remains completely open and available for two-car parking, storage, or recreational equipment, giving the next owner flexibility to use the space however they choose. Located within Reunion Resort, residents and guests enjoy a beautifully maintained resort setting convenient to Central Florida’s world-famous attractions, dining, shopping, golf, and entertainment. Whether you're searching for a primary residence, vacation retreat, or investment property, Fairway Charm offers an excellent opportunity to own a home in the heart of the Reunion Resort lifestyle.

969 Desert Mountain Court, Kissimmee

7 Beds ⋅ 6 Baths ⋅ S5155325 MLS

Welcome to 1530 Corolla Court, a BEAUTIFULLY REMODELED 3-story, 5-bedroom LUXURY POOL HOME with PRIVATE ELEVATOR and an Additional 2-Bedroom Garage Apartment in highly sought-after Liberty Bluff at Reunion Resort. Set on a Premium West-Facing golf-course lot, this exceptional property offers breathtaking panoramic and sunset views across multiple fairways and greens of the Arnold Palmer Golf Course, with the iconic Reunion Grande in the distance. Extensively remodeled from top to bottom and completely turnkey, this is a home where the major updates are already done. Enjoy the peace of mind of a NEW ROOF, energy-efficient DOUBLE-PANE WINDOWS and sliders, new front door, NEW A/C, NEW POOL EQUIPMENT with heater and pump, and a NEWLY RESURFACED pool with Blue Quartz finish completed August 2026. Interior improvements include ALL-NEW LUXURY PLANK LVP flooring throughout, Updated Bathrooms, and a REMODELED KITCHEN with new Samsung appliances, quartz countertops, and fresh interior and exterior paint. Additional enhancements include a QUARTZ-SURROUND ELECTRIC FIREPLACE with custom shelving and remote-controlled colored lighting, plus a newly created air-conditioned garage game room with extended front doors for convenient storage. Offered fully furnished with all-new furnishings, décor, and games, this property is ready to enjoy as a second home, primary residence, or short-term vacation rental. The three-story design, private elevator, heated courtyard pool, golf views, and versatile living spaces make this a truly special Reunion property. The third floor features a spacious covered balcony overlooking the Arnold Palmer Golf Course and spectacular western sunsets—perfect for morning coffee or an evening glass of wine. The main living level features abundant natural light, soothing modern tones, and an open-concept design. The spacious kitchen flows into the dining and living areas, with indoor and outdoor dining spaces ideal for entertaining. A first-floor bedroom with a private bath provides guest convenience, while a half bath also serves the downstairs. The 2-bedroom garage apartment with private entry includes a kitchenette and separate bathroom, offering excellent flexibility for extended family, guests, or vacation-rental use. The garage also features a NEW AIR-CONDITIONED GAMES ROOM and extended garage doors for storage. Outside, enjoy your private resort-style oasis with a HEATED COURTYARD POOL, multiple lounging areas, and an outdoor cooking/barbecue area. Relax and entertain while enjoying incredible Golf-Course sunsets and Florida's year-round lifestyle. Reunion Resort offers a wealth of amenities including Clubhouse, Community Pools, Fitness Center, tennis courts, full-service spa, playgrounds, dog park, and more. Enjoy dining at The Reunion Grande Hotel, just minutes away. Located minutes from Walt Disney World and Orlando's world-class attractions, with convenient access to Universal Orlando, SeaWorld, LEGOLAND, Orlando International Airport, and Florida's beautiful beaches. Whether you're seeking a luxury second home, primary residence, family retreat, or turnkey vacation-rental investment, 1530 Corolla Court offers an exceptional combination of extensive renovations, modern comfort, elevator access, golf-course views, flexible living space, resort amenities, and true turnkey ownership. Come experience the views, sunsets, space, and peace of mind for yourself. Schedule your private tour today and explore the 3-D Virtual Tour.

1530 Corolla Court, Kissimmee

4 Beds ⋅ 4 Baths ⋅ O6432499 MLS ⋅ 1208 BLDG.

Three Stories • Private Pool • Renovated Kitchen • Incredible Bonus Suite Welcome to 1208 Celebration Avenue, where spacious living, thoughtful updates, and the unmistakable charm of Celebration, Florida's South Village come together in one exceptional townhome. This beautiful three-story townhome offers a wonderfully open and flexible floor plan designed for both everyday living and entertaining. The heart of the home is the renovated kitchen, complete with a breakfast nook and additional seating area, creating the perfect gathering place for family and friends. The adjoining living spaces feel open and inviting, while architectural details including trey ceilings give the home an elevated, distinctive look. Upstairs, the spacious primary suite provides a relaxing retreat with a luxurious en-suite bath featuring a jetted tub and an impressive walk-in closet with custom cabinetry. Two additional bedrooms offer plenty of room for family, guests, or a home office. And then there’s the THIRD FLOOR! Nearly 800 square feet of bonus living space with its own full bath opens up a world of possibilities. Create an additional primary or guest suite, home theater, game room, private office, fitness studio—or a combination of them all. It’s the kind of flexible space that makes this home truly stand apart. Step outside and discover your own Rare private pool and patio, an inviting setting for morning coffee, sunny Florida afternoons, entertaining friends, or relaxing at the end of the day. Even the garage has been thoughtfully finished, featuring an organized two-car garage with tiled flooring and decked attic storage with pull down ladder. Wonderful sized apron behind the garage to park additional vehicles. Brand New water heater adds another practical upgrade, and some furnishings may also be available for inclusion. Best of all, you’re living in the heart of Celebration—the town that Disney built—with beautiful parks, community pools, walking and biking trails, neighborhood amenities, dining, shopping, and the Celebration lifestyle all close by. 1208 Celebration Avenue isn’t simply a townhome—it’s three floors of possibilities, your own private Florida pool, and the opportunity to call one of Central Florida’s most beloved communities HOME. Welcome to Celebration. Welcome home.

1208 Celebration Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ S5155354 MLS ⋅ 1400 BLDG.

Welcome to a truly special opportunity in Celebration’s desirable Artisan Park. This spacious 2,002 sq. ft. residence offers 4 bedrooms and 2.5 baths in a sought-after first-floor corner/end-unit setting, combining generous living space with exceptional privacy and beautiful natural surroundings. What truly sets this home apart is its location. Enjoy peaceful water and conservation views overlooking the pond, expansive green space, and wooded surroundings—creating a serene backdrop rarely found in condominium living. The corner/end-unit position provides an added sense of openness and privacy, with a side common area and no immediately adjoining residential unit on that side. A nearby garage adds everyday convenience. Inside, the spacious floor plan offers tremendous potential to personalize and make the home your own. While finishes can be updated to suit individual taste, the property's location, privacy, natural setting, and views are features that simply cannot be recreated. Located within the thoughtfully planned community of Celebration, residents enjoy access to the area's distinctive lifestyle, community amenities, walking and biking trails, parks, natural surroundings, and convenient access to shopping, dining, and major Central Florida destinations. The location also offers exceptional proximity and convenient access to Walt Disney World Resort, including connectivity to World Drive and the surrounding resort area—an important advantage for those seeking the convenience and lifestyle associated with Celebration. First-floor living, a corner/end-unit location, 2,002 sq. ft., four bedrooms, water and conservation views, expansive green space, privacy, a nearby garage, and an exceptional Celebration location come together to make this residence a truly distinctive opportunity. Location can’t be remodeled—and this is a setting worth experiencing in person. Schedule your private showing today.

1400 Celebration Avenue Unit 105, Kissimmee

11 Beds ⋅ 13 Baths ⋅ O6432324 MLS

Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee

4 Beds ⋅ 4 Baths ⋅ S5155178 MLS

Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Kissimmee

1 Beds ⋅ 1 Baths ⋅ O6429789 MLS

GREAT OPPORTUNITY FOR INVESTORS! PRIME TOURIST LOCATION! Located 1.5 miles away from Disney World and across from the Celebration Town Center (shopping and dining opportunities), this remodeled 1 bed/1 unit it can be a RENTAL INCOME if you ready to start your business in the short term rental industry or to be used to relax while visiting Orlando. Great for AIRBNB or BOOKING. The HOA fee includes all utilities. Free community shuttle service to Disney World. Sleeps up to 6 people with separate living areas and kitchen. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, tot lot, sun deck and laundry facilities.

3100 Parkway Boulevard Unit 726, Kissimmee

1 Beds ⋅ 1 Baths ⋅ S5154541 MLS ⋅ 7 BLDG.

INVESTOR ALERT - 1 bedroom/1 bath completely remodeled, turnkey condominium is located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This 1st floor unit offers an open dining/living room, separate bedroom with two queen beds, mounted television and reading chair. Bathroom upgrade is the beautiful extra large walk in glass shower. Side entry in building 7, 1st floor with a view of mature landscaping. Best part is the COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas! AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, hot tub, picnic area, exercise room, basketball court and the convenience of onsite laundry room.

3100 Parkway Boulevard Unit 727, Kissimmee

6 Beds ⋅ 6 Baths ⋅ S5154070 MLS

Experience luxury resort living and exceptional investment potential in this stunning, turnkey vacation home located within the exclusive gated community of Reunion Resort. Perfectly positioned overlooking the Jack Nicklaus golf course, this beautifully furnished residence offers spectacular golf views, outstanding privacy, and immediate vacation rental income potential. This impressive three-story home showcases exceptional craftsmanship and thoughtful design throughout. A private elevator provides convenient access to every level, while elegant architectural details including wood beam ceilings, crown molding, stone accents, hardwood staircase, and custom brick features create a warm yet sophisticated atmosphere. The chef's kitchen is a true showpiece, featuring a premium Wolf six-burner gas range with dual ovens, pot filler, abundant cabinetry, generous counter space, and everything needed for entertaining family and guests. Multiple dining areas include a formal dining room with built-in wine storage and a spacious casual dining area that flows seamlessly into the open-concept living room, where exposed wood beams and expansive windows capture beautiful golf course views. Step outside to your private outdoor oasis featuring a beautiful pool and seating area —ideal for relaxing after a day at the parks or hosting unforgettable gatherings. Offering six spacious bedrooms and five luxurious bathrooms, the home's flexible layout comfortably accommodates family and guests. The entire second floor is dedicated to an impressive primary suite complete with a wall-to-wall private balcony overlooking the golf course, creating the perfect owner's retreat. A spacious loft area offers additional living or game room space, while a private in-law suite with separate stair access provides added flexibility. The third floor features three generously sized bedrooms, each enjoying access to the expansive balcony. Located just minutes from Walt Disney World, Orlando's premier attractions, world-class shopping, dining, Reunion Resort offers an unparalleled lifestyle with championship golf courses, resort pools, tennis, fitness center, spa, restaurants, and endless entertainment. Whether you're searching for a luxury primary residence, a second home, or a proven income-producing vacation rental, this exceptional property offers the perfect combination of location, luxury, privacy, and investment opportunity. Schedule your private showing today and discover everything Reunion Resort has to offer.

865 Desert Mountain Court, Kissimmee

1 Beds ⋅ 1 Baths ⋅ TB8530413 MLS ⋅ Na BLDG.

This condo, a one-bedroom, one-bath, is located in the Celebration Town Center. Second floor with elevator access.With a restaurant, stores, and easy access to I-4. It is located 10 minutes from Disney Parks and Disney Springs. New stainless steel appliances, new AC, and water heater. Balcony just off the living room and another balcony from the master bedroom. Perfect for vacation or permanent living.

600 Market Street Unit 230, Kissimmee

4 Beds ⋅ 5 Baths ⋅ O6419668 MLS ⋅ Encore BLDG.

Welcome to 2998 Salted Rim Road, where luxury, lifestyle, and investment opportunity come together in the heart of Margaritaville Resort Orlando! This fully furnished 4-bedroom, 4.5-bathroom vacation home offers 1,948 square feet of beautifully designed living space, with every bedroom featuring its own private en-suite bath for the ultimate guest experience. Ready to enjoy or generate income from day one, this turnkey home includes the Margaritaville-approved Island Breeze furniture package and is just minutes from Walt Disney World. Owners and guests enjoy world-class amenities, including resort-style pools, a water park, restaurants, shopping, and live entertainment. Whether you're searching for a high-performing vacation rental, a second home, or your next investment, 2998 Salted Rim Road is your chance to own a piece of paradise in one of Orlando's most sought-after resort communities.

2998 Salted Rim Road, Kissimmee

Start Your Search