Kissimmee/Celebration Homes with Two Story Property Description

Kissimmee/Celebration Homes with Two Story Property Description

Welcome to Kissimmee and Celebration, two enchanting communities nestled in the heart of Osceola County, Florida. Known for their vibrant atmosphere and proximity to world-renowned attractions, these areas offer a unique blend of suburban charm and urban convenience. Kissimmee, with its rich history and diverse culture, boasts an array of recreational activities, shopping destinations, and dining options that cater to every palate. Just a stone's throw away, Celebration, designed by The Walt Disney Company, exudes a picturesque small-town vibe with its tree-lined streets, stunning parks, and delightful community events.

In this idyllic region, you’ll find a variety of stunning homes, particularly those with two-story layouts that provide ample space for families and individuals alike. These properties often feature open-concept designs, allowing for seamless transitions between living, dining, and kitchen areas, perfect for entertaining guests or enjoying cozy family evenings. With generous square footage, two-story homes offer multiple bedrooms and bathrooms, ensuring comfort and privacy for everyone.

Many of these residences come with modern amenities, including gourmet kitchens, spacious master suites, and outdoor living spaces that invite you to bask in the Florida sunshine. Whether you’re looking for a home with a view of serene lakes or one nestled in a vibrant community, Kissimmee and Celebration have it all. Experience the magic of Florida living in a two-story home that perfectly complements your lifestyle. Embrace the charm, community spirit, and endless opportunities that await you in this beautiful region!

Newest Kissimmee/Celebration Homes with Two Story Property Description

$484,999
7 Beds ⋅ 7 Baths ⋅ Wyndham Pointe SubDv. ⋅ 34747 Zip Code
WELCOME TO 8027 ACADIA ESTATES CT! Incredible opportunity to own a 7 BEDROOM, 6.5 BATHROOM POOL HOME in the highly desirable GATED COMMUNITY OF ACADIA ESTATES, ideally located in the heart of Kissimmee’s world-famous vacation corridor! Offering approximately 2,705 SQ FT, this spacious two-story home features an exceptional bedroom and bathroom configuration with plenty of room and privacy for family, guests and vacationers. The open floor plan connects the living, dining and kitchen areas, creating a comfortable space for gathering and entertaining. Step outside and enjoy your own private Florida retreat with a SCREENED POOL AND SPA, covered lanai and plenty of room to relax year-round. One of the property’s biggest advantages is its flexibility: SHORT-TERM RENTALS ARE ALLOWED, making this an outstanding option for investors looking for a vacation rental near Orlando’s major attractions, while also being perfectly suited as a primary residence or second home. Located in a smaller gated community just minutes from WALT DISNEY WORLD, Sunset Walk, Margaritaville, restaurants, shopping, golf and entertainment, the location is difficult to beat. The property is being offered WITHOUT FURNITURE; HOWEVER, EXISTING FURNISHINGS MAY BE NEGOTIATED SEPARATELY, providing additional flexibility for buyers interested in a more turnkey setup. With 7 BEDROOMS, 6.5 BATHROOMS, A PRIVATE POOL & SPA, SHORT-TERM RENTAL FLEXIBILITY AND A PRIME LOCATION NEAR DISNEY, this home offers an exceptional combination of space, versatility and investment potential. SCHEDULE YOUR PRIVATE SHOWING TODAY!

8027 Acadia Estates Court, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee
$695,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph1 SubDv. ⋅ 34747 Zip Code
Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee
$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
$469,900
4 Beds ⋅ 5 Baths ⋅ Magic Village SubDv. ⋅ 34747 Zip Code
Turnkey investment opportunity in a gated resort community minutes from Walt Disney World! This fully furnished 4-bedroom, 4.5-bath corner unit townhouse offers 2,396 sq ft of heated living space, complete with a private outdoor kitchen. Magic Village delivers exactly what vacation guests book: a heated community pool, fitness center, concierge service, on-site restaurant with villa delivery, and a complimentary Disney shuttle. Rentals can be run through a partnership with Wyndham Hotels and Resorts, giving owners global booking exposure and hands-off management or they can be privately managed. With a flexible 1-7 day minimum lease policy and pet-friendly community, this property is positioned to perform in one of Kissimmee's premier vacation rental communities. Move-in and rental-ready from day one, just add guests.

7628 Recife Drive, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$469,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Hub At Westside SubDv. ⋅ 34747 Zip Code
Welcome to 3357 Tranquil Trail, Kissimmee, FL, a beautifully maintained townhome in one of Central Florida’s most desirable locations. Situated just minutes from ChampionsGate, Four Corners, and the vibrant US 192 corridor, you’ll enjoy endless shopping, dining, and entertainment options. Walt Disney World and other world-famous attractions are only a short drive away. Located within a gated community, the property offers a secure and welcoming environment for residents and guests alike. Resort-style amenities make it ideal for both full-time living and vacation stays. Its prime location and strong rental demand create an outstanding opportunity for Airbnb or short-term rental investors.

3357 Tranquil Trail, Kissimmee
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$849,999
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 5 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed David Weekley “Arabella” Craftsman, ideally situated on a quiet, tree-lined cul-de-sac and nestled against a peaceful conservation setting. A charming covered front porch and distinctive ribbon driveway create an inviting first impression, while a decorative mosaic medallion in the entryway adds an elegant custom touch. Inside, the bright and airy floor plan is filled with abundant natural light and thoughtfully designed for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, while an electric fireplace creates a warm and inviting focal point in the spacious great room. The adjoining sunroom offers a wonderful additional living space, perfect for morning coffee, reading, or enjoying the tranquil surroundings. AC 2017 HWH 2017 Roof 2022 The updated kitchen features granite countertops, a convenient bar-height countertop for casual dining and entertaining, and all-new appliances. The formal dining room, kitchen, and bathrooms feature new light fixtures, adding fresh finishing touch throughout the home. A versatile office/flex room provides additional space for a home office, study, or hobby room. Upstairs, all three bedrooms provide privacy and comfort, along with a charming open balcony overlooking the great room below, creating a dramatic sense of space and architectural character. The primary suite features newly installed ceramic tile and a spacious walk-in closet, while the third bedroom also includes a walk-in closet. New carpeting throughout the second floor completes the fresh, updated feel. Outside, the large conservation lot offers a peaceful backdrop and generous backyard space. The covered front porch provides the perfect spot to relax and enjoy the quiet surroundings. Recent improvements provide added peace of mind, including fresh paint completed in December, a roof approximately five years old with gutters, and a 2017 water heater. An oversized 2½-car garage provides exceptional flexibility for vehicles, storage, hobbies, or additional workspace. With its classic Craftsman architecture, elegant custom details, extensive updates, inviting sunroom, open upstairs balcony, generous storage, oversized garage, and serene conservation setting, this exceptional Arabella offers a blend of timeless charm, contemporary comfort, and everyday Florida living.

1103 Banks Rose Court, Celebration
$330,000
3 Beds ⋅ 3 Baths ⋅ Hub At Westside Reserve SubDv. ⋅ 34747 Zip Code
Welcome to 3239 Sustainable Way, Kissimmee, FL, a beautiful home featuring a spacious and modern floor plan designed for comfortable Florida living. This residence offers an open-concept layout with a bright living area, a well-appointed kitchen with modern finishes, a dining space, and comfortable bedrooms designed for relaxation and privacy. The primary suite provides a peaceful retreat with a private bathroom, while additional bedrooms create flexibility for family members, guests, or a home office. The thoughtfully designed floor plan provides a great combination of functionality, style, and everyday convenience. Located in a desirable Kissimmee community, residents enjoy excellent amenities including a resort-style pool, clubhouse, playground, fitness center, walking trails, and recreational spaces. The community’s prime location provides easy access to shopping, restaurants, schools, healthcare facilities, and Central Florida’s famous theme parks and attractions. With convenient access to major highways, traveling to Orlando, Lake Nona, and surrounding areas is quick and convenient. The application process is simple and straightforward, making it easy to take the next step toward making this wonderful property your new home.

3239 Sustainable Way, Kissimmee
$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
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