Kissimmee/Celebration Homes with Two Story Property Description

Kissimmee/Celebration Homes with Two Story Property Description

Welcome to Kissimmee and Celebration, Florida – a vibrant region where the magic of the Sunshine State meets the charm of small-town living. Nestled in Osceola County, Kissimmee is renowned for its proximity to world-famous attractions like Walt Disney World and Universal Studios, making it a prime destination for families and adventure seekers alike. Just a stone's throw away, Celebration offers a picturesque setting with its tree-lined streets, quaint shops, and a strong sense of community, perfect for those who appreciate a blend of modern amenities and classic charm.

As you explore this enchanting area, you'll discover a variety of homes that cater to diverse lifestyles, including stunning two-story properties that are perfect for families. These spacious homes often feature open floor plans, allowing for seamless transitions between living, dining, and entertaining spaces. With multiple bedrooms and bathrooms, these two-story residences provide ample room for everyone, making them ideal for growing families or those who love to host guests.

Imagine waking up to beautiful views of the lush Florida landscape, enjoying your morning coffee on a private balcony, or hosting barbecues in a spacious backyard. Many of these homes also boast modern amenities such as gourmet kitchens, energy-efficient appliances, and luxurious master suites.

Living in Kissimmee and Celebration means embracing a lifestyle filled with outdoor adventures, vibrant community events, and the warmth of southern hospitality. Whether you're looking for your forever home or a vacation retreat, these two-story properties offer the perfect blend of comfort and convenience in one of Florida's most desirable regions. Discover your dream home today!

Newest Kissimmee/Celebration Homes with Two Story Property Description

$515,000
5 Beds 4 Baths Windsor At Westside SubDv. 34747 Zip Code
Located in one of Central Florida's premier resort communities, this beautifully maintained and fully furnished 5-bedroom, 4-bath pool home offers the perfect blend of comfort, style, and convenience. One of its biggest advantages is its exceptional location within the community—just a short walk to the spectacular clubhouse, allowing you and your guests to easily enjoy all of the resort amenities without needing to drive. Inside, the home features an open-concept floor plan with abundant natural light, creating an inviting space for relaxing or entertaining. The spacious kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, a large center island with seating, and plenty of cabinet space. It flows seamlessly into the dining area and family room before opening to the private screened pool, making indoor-outdoor living effortless. The spacious primary suite offers a peaceful retreat with a large walk-in closet and an ensuite bathroom designed for comfort. Each additional bedroom is generously sized and thoughtfully furnished, providing plenty of room for family and guests. A converted garage game room featuring a pool table, foosball, and air hockey creates the ultimate entertainment space and adds tremendous appeal for vacation rentals. Windsor at Westside is one of the area's most sought-after gated resort communities, featuring a stunning clubhouse with a resort-style pool, lazy river, waterslide, children's splash area, hot tub, fitness center, arcade, sports courts, playground, and the popular Tu Casa Bar & Lounge for poolside dining and drinks. These resort amenities have made the community a favorite destination for vacationers from around the world. Beyond the gates, you'll enjoy an unbeatable location just minutes from Walt Disney World Resort, with easy access to Universal Orlando, SeaWorld, Disney Springs, Margaritaville, Sunset Walk, championship golf courses, countless restaurants, shopping, and major highways that make exploring all of Central Florida simple and convenient. Orlando International Airport is also within an easy drive, making travel effortless for both owners and guests. Whether you're looking for a primary residence, a second home, or a high-performing vacation rental, this home checks every box with its spacious layout, private pool, impressive game room, and one of the best locations in Windsor at Westside—just steps from the community's incredible resort amenities.

8904 Prague Way, Kissimmee

$450,000
5 Beds 5 Baths Windsor At Westside Ph 1 SubDv. 34747 Zip Code
Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee

$1,425,000
5 Beds 5 Baths Reunion Ph 1 Prcl 1 Unit 3 SubDv. 34747 Zip Code
Luxury, Legacy and Lifestyle are on display at one of Reunion’s most unique floorplans and it’s yours to enjoy at 7491 Gathering Drive. Nestled in the historic Homestead Community at Reunion Resort you will find this 4,664 square foot home that offers 2 oversized suites, a large open floor plan, along with a home office, loft and media spaces and an extremely private SCREENED in pool and spa area. The home is surrounded by mature trees and really feels like the best of Golf Course Community Living. You enter the home and are greeted by tall ceilings, a large staircase and tons of natural light. Once inside you will see that the first floor of the home wraps itself around the pool area and this sets the tone for relaxation. The home office is a new addition to the property and is the perfect way to be able to enjoy working from home but be careful, you could get caught daydreaming about jumping in the pool. Exploring deeper into the home you will see great use of space with an oversized open concept kitchen and living area. New countertops, reimagined island space and white cabinets only add to the clean lines of the home. Along with bar stool seating there is a separate dining area that is well thought out and very accommodating. Glass doors outline the back wall of the property and create an Oasis like feeling while also giving you pristine golf course views. You are located on the Watson Course, hole number 2. Once outside on the first-floor patio of the home you are then again reminded of the quietness of the property and the green space that surrounds you. There are two bedrooms on the first floor of the home that have been re-imagined spaces. At the rear of the home is where you will find one of two master suites at the property. It is accented by a large walk-in closet space and large picture windows that are framed by exterior foliage. A laundry room and a spacious 2 CAR GARAGE round out the first floor. Upstairs you are greeted by new designs that include new flooring, an additional bathroom, re-designed shower spaces and re-thought media and loft areas that help the home continue to excite. The media room has a newly installed oversized projection screen and projector. The additional three bedrooms are located on the second floor led by the second master suite that overlooks the golf course. The second master also has received special attention during the re-imagination and now boasts a spa like feel with a new shower and seating area. The large game room loft is connected to the second story balcony and does not disappoint. You can watch golf on the big screen and on the balcony at the same time! This home has it all. 7491 Gathering Drive, does have an active Reunion Resort Transferable Membership, along with tankless water heaters and 1 new AC and newer roof. If you are looking for the best of quiet Golf Course living in Reunion, you have found it. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, golf simulator, member events, in-resort shuttle service, and event space and close to all the major attractions. Welcome Home!

7491 Gathering Drive, Kissimmee

$409,900
4 Beds 4 Baths Windsor At Westside SubDv. 34747 Zip Code
Welcome to Windsor at Westside—one of Central Florida's premier resort communities and one of the most sought-after destinations for vacation homeowners and short-term rental investors. This beautifully furnished 4-bedroom, 3.5-bathroom townhome combines exceptional guest appeal with thoughtful upgrades, a private pond view, and a proven rental history. The open-concept floor plan offers a spacious kitchen featuring upgraded white quartz countertops, stainless steel appliances, abundant cabinet space, and a large breakfast bar overlooking the dining and living areas, creating the perfect space for entertaining family and guests. Sliding glass doors lead to the covered lanai with a convenient poolside half bath and a private screened-in pool overlooking a tranquil pond, providing a peaceful setting with no direct rear neighbors. The first floor features a spacious guest bedroom and a full bathroom, making it ideal for multigenerational families or guests seeking first-floor accommodations. Upstairs you'll find three additional bedrooms, including a generous primary suite with an en-suite bathroom and walk-in closet. A custom-themed bunk room showcases a hand-painted mural by a local artist, creating a unique and memorable space that guests of all ages will appreciate, while an additional guest bedroom and full bathroom complete the second floor. Beyond its beautiful presentation, this property boasts a proven short-term rental history, making it an outstanding turnkey investment opportunity or vacation home. Residents and guests enjoy access to Windsor at Westside's exceptional resort amenities, including a 10,000-square-foot clubhouse, lagoon-style pool, lazy river, waterslide, splash pad, fitness center, arcade, basketball, volleyball and soccer courts, Tu Casa Bar & Lounge, on-site restaurant and coffee bar, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, championship golf courses, shopping, dining, and Orlando's world-famous attractions, this exceptional property offers the perfect combination of location, lifestyle, and investment potential.

8899 Geneve Ct, Kissimmee

$619,000
6 Beds 7 Baths Reunion West Ph 1 East SubDv. 34747 Zip Code
Enjoy the best of resort-style living at Encore Resort, one of Orlando's premier gated vacation communities. Positioned on a desirable corner lot, this fully furnished 6-bedroom, 6.5-bathroom contemporary home is an excellent option for a primary residence, vacation getaway, or short-term rental investment. The open-concept layout features a spacious kitchen that flows seamlessly into the bright living area, creating the perfect setting for everyday living and entertaining. Outside, the expansive backyard offers plenty of space to unwind, entertain guests, or enjoy Florida's year-round sunshine. Residents also have access to outstanding resort amenities, all just minutes from Walt Disney World, shopping, dining, and Orlando's world-famous attractions. Don't miss this opportunity! All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. The listing agent also serves as the property’s managing agent and can provide detailed rental income and expense records upon request. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

200 Pendant Court, Kissimmee

$748,900
6 Beds 7 Baths Reunion West Ph 2b West SubDv. 34747 Zip Code
Welcome to this exceptional 6-bedroom, 6.5-bathroom pool home located in one of Kissimmee's most desirable resort-style communities. Designed for both luxury and comfort, this spacious residence offers an ideal layout for full-time living, a vacation retreat, or a short-term rental investment. Step inside to discover bright, open-concept living spaces, a well-appointed kitchen that seamlessly connects to the dining and family areas, and generously sized bedrooms, each thoughtfully designed to provide privacy and comfort. With six full bathrooms and an additional half bath, this home easily accommodates large families and guests. The outdoor living area is truly a highlight, featuring a private screened-in swimming pool and relaxing spa/jacuzzi, creating the perfect setting to unwind after a day of enjoying Central Florida's attractions. Whether you're entertaining, enjoying family time, or simply relaxing in the Florida sunshine, this backyard oasis is sure to impress. Adding even more value is the home's unbeatable location within the community. Situated less than 100 meters from the community's exclusive private water park, you'll enjoy quick and convenient access to one of the neighborhood's premier amenities. Residents and guests also have access to an outstanding clubhouse, a fully equipped fitness center, an arcade, on-site restaurants, and a snack and coffee shop, creating the ultimate resort experience just steps from your door. For those who enjoy an active lifestyle, the community also features basketball courts, soccer fields, and a variety of additional sports and recreational facilities for all ages. Conveniently located just minutes from Walt Disney World, world-class shopping, dining, golf courses, and major highways, this property combines an outstanding location with incredible versatility. Whether you're searching for a primary residence, a second home, or an income-producing investment, this beautifully maintained property is an opportunity you won't want to miss.

7708 Graben Street, Kissimmee

$999,900
8 Beds 7 Baths Reunion West Ph 1 West & Ament Ctr Rplt SubDv. 34747 Zip Code
Own one of the most extraordinary vacation homes near Walt Disney World®! Located just 4.5 miles from Disney in the prestigious guard-gated Encore at Reunion Resort in Kissimmee, Florida, this spectacular 8-bedroom, 7-bath luxury pool home has been professionally transformed into an unforgettable destination where every stay becomes a lifelong memory. Purchased in 2025 and enhanced with over $200,000 in custom renovations and designer theming, this fully furnished residence is truly one of the finest homes available in the Disney vacation home market today. Every detail has been thoughtfully designed to create an immersive guest experience that sets this property apart. Step inside and discover magical themed bedrooms, including a breathtaking castle bunk room complete with a slide, a beautiful Moana-inspired retreat, and an unforgettable Toy Story “Andy’s Room” suite. The excitement continues with a custom superhero-themed arcade and game room, creating endless entertainment for guests of all ages. Outside, your private backyard oasis awaits with a heated pool and spa, an incredible outdoor movie screen beneath the covered lanai, and plenty of space to relax after a day at the parks. Designed for large families and group vacations, this home comfortably accommodates multiple generations while offering exceptional gathering spaces both indoors and out. Encore at Reunion is one of Central Florida’s premier vacation resort communities, offering a 24-hour guarded entrance, resort-style amenities, water park, restaurants, sports courts, fitness center, and more. Just minutes away you’ll find Margaritaville Resort Orlando, the Promenade at Sunset Walk with dozens of restaurants, shopping, live entertainment, and Island H2O Water Park. Everyday conveniences including Publix, Walmart, Target, Aldi, and numerous restaurants are just a short drive away. Golf enthusiasts will appreciate being surrounded by more than 10 championship golf courses, including Reunion Resort, ChampionsGate Golf Club, Mystic Dunes Golf Club, and several other premier Central Florida courses. (Sunset Walk??) Whether you’re searching for a luxury vacation retreat, an exceptional second home, or a professionally designed short-term rental property near Walt Disney World®, 451 Lasso Drive delivers an experience that few homes can match. Opportunities like this are rare—schedule your private showing today.

451 Lasso Drive, Kissimmee

$560,000
4 Beds 5 Baths Reunion Ph 2 Prcl 3 SubDv. 34747 Zip Code
Reunion Resort has become one of Central Florida's most sought after destinations for buyers looking for golf, recreation, and resort style living. Just minutes from Walt Disney World, this gated community is known for its three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, seven resort style pools, a five acre water park with a lazy river and water slides, tennis and pickleball courts, mini golf, footgolf, a fitness center, playgrounds, and exceptional dining. Located in Patriots Landing, this coastal inspired home offers 4 bedrooms, 4 full bathrooms inside the home, plus a convenient outdoor pool bath, and 2,764 square feet of well planned living space. The first floor features an open living and dining area with high ceilings, crown molding, granite countertops, stainless steel appliances, a pantry, and a guest bedroom with a full bathroom. Upstairs, the spacious primary suite is accompanied by two additional bedrooms, each with access to its own full bathroom, providing comfort and privacy for family and guests. Step outside to your private screened pool overlooking a peaceful conservation area with no rear neighbors. The outdoor pool bath adds convenience for pool days and entertaining while helping keep the main living areas clean and dry. Whether you are searching for a primary residence, a vacation retreat, or an investment opportunity, this home offers an ideal combination of space, privacy, and location within one of Central Florida's premier resort communities. As an added bonus, this home is offered below a recent appraised value, presenting an exceptional opportunity to own in Reunion Resort.

1445 Fairview Circle, Kissimmee

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