Kissimmee/Celebration Homes with Two Story Property Description

Kissimmee/Celebration Homes with Two Story Property Description

Welcome to Kissimmee and Celebration, two vibrant communities nestled in the heart of Osceola County, Florida. Known for their enchanting landscapes and proximity to world-renowned attractions, these areas offer a unique blend of suburban charm and urban convenience. Kissimmee is celebrated for its rich history and diverse culture, while the picturesque town of Celebration, originally developed by The Walt Disney Company, boasts a quaint, small-town atmosphere with beautiful tree-lined streets and delightful parks.

For homebuyers seeking spacious living, the two-story properties in this region are an ideal choice. These homes typically feature expansive floor plans that maximize both comfort and functionality. With multiple levels, they offer a perfect balance of private and communal spaces, making them perfect for families or those who love to entertain. Imagine hosting gatherings in the open-concept living areas or retreating to your serene master suite after a long day.

Many of these two-story homes come equipped with modern amenities, including gourmet kitchens, luxurious bathrooms, and private backyards, perfect for enjoying Florida's sunny weather. Plus, being located in Kissimmee and Celebration means you are just a stone's throw away from thrilling attractions like Walt Disney World, Universal Studios, and an array of outdoor recreational activities.

Whether you’re drawn to the charm of Celebration or the lively spirit of Kissimmee, the two-story homes available in these areas provide not just a residence, but a lifestyle filled with adventure, community, and lasting memories. Discover your dream home today in this enchanting corner of Florida!

Newest Kissimmee/Celebration Homes with Two Story Property Description

$495,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom home located in the highly sought-after Windsor at Westside Resort in Kissimmee. Whether you're searching for a primary residence, vacation home, or investment property, this home offers the perfect blend of comfort, style, and convenience. The spacious open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and a large island overlooking the living and dining areas. The first-floor primary suite provides privacy and convenience, while the additional bedrooms plenty of space for family and guests. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, resort pool, lazy river, waterslide, sports courts, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, shopping, dining, golf courses, and major highways, this property offers exceptional convenience for both homeowners and vacation guests. Don't miss this opportunity to own a home in one of Central Florida's premier resort communities.

2417 Dubai Street, Kissimmee
$498,000
8 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
One of best vacation home at Emerald Island Resort…Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms…. Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ….6 bedroom 5.5 baths, it have Great opportunity awaits you in this executive villa in Emerald Island Resort. The gated resort-style community of Emerald Island is an attraction itself. The clubhouse has a pool, hot tub, sauna, fitness room, cyber Internet room, 24-hour guard gated security and a video arcade. There is even a Tiki bar outside on the pool deck, numerous playgrounds, a sand volleyball court, tennis center and a nature trail to enjoy. Great location for residence, vacation home or short/long term rentals.

8475 Oasis Key Cove, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee
$659,000
8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code
Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee
$1,230,000
5 Beds ⋅ 5 Baths ⋅ Celebration North Village Unit 6 SubDv. ⋅ 34747 Zip Code
Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Gas cooktop • Warming drawers • Generous custom storage • Open concept design ideal for entertaining family and friends. The spacious family room with a cozy gas fireplace flows seamlessly into the formal dining room, while a dedicated home office offers an ideal work-from-home space or optional additional bedroom. The first-floor owner's retreat is a rare find in Celebration, featuring dual closets, an ensuite bath, direct backyard access, and even a private stacked washer and dryer tucked inside the walk-in closet for ultimate convenience. Upstairs, two oversized bedrooms share an expansive Jack-and-Jill bathroom, while an additional laundry room adds everyday convenience. A detached pool suite with its own entrance, kitchenette, and full bathroom creates endless opportunities as • Guest suite • In-law quarters • Home gym • Art studio • Private office • Media room • Teen retreat. Above the attached 3-car garage, you'll discover a completely separate 1-bedroom apartment complete with • Private entrance • Full kitchen • Full bathroom • Washer & dryer • Expansive second-story deck. Whether used for visiting family, multigenerational living, a private executive office, or rental income, this apartment adds tremendous long-term value. Your own backyard retreat features a beautiful heated pool and spa surrounded by elegant brick pavers—perfect for relaxing after a day at the parks or entertaining guests year-round in Florida's sunshine. Buy with confidence knowing several important improvements have already been completed, including: • New Roof (2021) • Fresh interior paint • Routine HVAC maintenance • Water system maintenance. Located just steps from North Village Park, playgrounds, volleyball courts, athletic fields, and the community pool, you'll enjoy one of Celebration's most beloved neighborhoods. As a Celebration resident you'll also enjoy: Six community pools, Tennis & pickleball courts, Fitness centers, More than 20 miles of walking and biking trails, Beautiful parks and lakes, Year-round community events, charming downtown Celebration with restaurants, boutiques, coffee shops and entertainment. With quick access to I-4, SR-417, US-192, Walt Disney World, Orlando International Airport, and Central Florida's world-famous attractions, the location is as convenient as it is beautiful. Homes with this much flexibility are incredibly difficult to find in Celebration. Between the first-floor primary suite, detached pool suite, private apartment, three-car garage, heated pool and outstanding North Village location, this property checks boxes that very few homes can. Whether you're looking for multigenerational living, guest accommodations, rental income, or simply room to spread out, 205 N Village Street delivers exceptional value and endless possibilities in one of Florida's most iconic hometowns.

205 N Village Street, Celebration
$525,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

2440 Tangier Drive, Kissimmee
$274,000
3 Beds ⋅ 3 Baths ⋅ Oakwater Condo Ph 7-10 SubDv. ⋅ 34747 Zip Code
ONLY MINUTES FROM WALT DISNEY WORLD! Freshly painted and featuring brand-new carpet, this spacious 3-bedroom, 2.5-bath, two-story condo offers 1,808 square feet of comfortable living space and a private one-car garage. The main level features generous living and dining areas, a convenient powder room, and a well-appointed kitchen with all appliances included, a breakfast bar, closet pantry, and cozy breakfast nook. The adjoining family room opens to a screened lanai overlooking beautifully maintained greenery an inviting setting to relax and unwind. Upstairs, double doors welcome you into the spacious primary suite with a private bath and glass-enclosed shower. Two additional bedrooms share a second full bathroom. Located within the gated, resort-style Oakwater community, residents and guests enjoy exceptional amenities, including a lagoon-style pool, spa, clubhouse, fitness center, game room, playground, splash pad, tennis and basketball courts, sand volleyball, and walking trails. Conveniently located near shopping, dining, major roadways, and Central Florida’s world-famous attractions. With the flexibility to serve as a primary residence, vacation retreat, or short- or long-term rental investment, this property offers an outstanding opportunity in a highly desirable location. Schedule your private showing today!

7509 Pellham Way, Kissimmee
$1,365,000
5 Beds ⋅ 4 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code
Updated 4-bedroom and 3-bath home in Celebration's fantastic East Village, with a private 1-bedroom, 1-bath garage apartment. From the moment you arrive, classic Victorian charm, an inviting front porch, and mature landscaping create an unforgettable first impression. Inside, a convenient floor plan is filled with natural light and thoughtfully designed gathering spaces perfect for everyday living and entertaining. The heart of the home is the extensively improved chef's kitchen, featuring granite countertops, custom cabinetry, a six-burner gas range with pot filler, Bosch dishwasher, Liebherr refrigerator, wine cooler, expanded pantry, coffee bar, and abundant storage. The kitchen opens seamlessly into comfortable living spaces including the family room, dining room, and a bright sunroom/game room that steps out to the private outdoor entertaining area. The first floor also offers a full guest bath and a flexible bedroom that easily functions as a private office. Upstairs, the spacious primary suite has been beautifully enhanced with a fully remodeled bath (2023) featuring a luxurious rain shower, electronic temperature controls, custom lighting, and an updated walk-in closet. Two additional bedrooms upstairs: one bedroom with a murphy bed and the newly added fourth bedroom (2026), a laundry area, an updated guest bath complete the second floor. Outdoor living is equally inviting with a courtyard, paver patio, and pergola, a great place to add an outdoor cooking station. The attached garage includes a completely custom-designed one-bedroom apartment with its own private entrance added in 2017, full kitchen with gas range & quartz countertops, living room, laundry, updated bath, and fenced patio; this gives flexibility for families and guests. This home has been continually improved for comfort and efficiency with a new roof (2018), newer A/C, Anderson double-pane windows, engineered wood flooring, spray foam insulation, fresh air ventilation system, gas water heater, EV charger, and a solar panel system that helps provide exceptionally low electric costs. Located just minutes from Celebration's charming downtown, residents enjoy more than 26 miles of walking and biking trails, neighborhood parks, community pools, year-round events, boutique shopping, restaurants, and convenient access to Disney, I-4, SR-417, and US-192. Homes like this rarely become available—a residence where classic Celebration charm meets today's modern conveniences, creating a home that's as beautiful to live in as it is to admire.

828 Morning Glory Lane, Celebration
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$280,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining. Inside, the main level features spacious living and dining areas that flow seamlessly into the kitchen, creating a welcoming atmosphere for family and guests. All three bedrooms are located upstairs, providing added privacy, including a comfortable primary suite with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the welcoming front porch or relax on the open paver patio, an ideal space for outdoor dining, grilling, or unwinding. The low-maintenance outdoor area offers the perfect setting to personalize and enjoy Florida's year-round sunshine. Residents enjoy access to excellent community amenities, including a swimming pool, playground, park, and a variety of recreational facilities designed for an active and enjoyable lifestyle. Located in the sought-after Kissimmee area, this home is just minutes from Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf courses, and other popular Central Florida attractions. With convenient access to US-192, SR 429, and I-4, commuting throughout the Orlando area is easy while still enjoying the charm and convenience of this vibrant neighborhood.

2691 Andros Lane, Kissimmee
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