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

$249,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee
$749,000
7 Beds ⋅ 7 Baths ⋅ Solara Residence SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional, fully furnished vacation home in one of Solara Resort’s most desirable and convenient locations. Positioned on a wide homesite directly across from a beautiful park and community pond, this impressive 7-bedroom, 6.5-bathroom residence offers 4,093 square feet of thoughtfully designed living and entertainment space, all just a few steps from Solara’s Grand Clubhouse and resort amenities. The owners have made a substantial investment in renovations, furnishings, décor and entertainment upgrades, creating a polished, turnkey experience that stands apart from typical vacation homes. The expansive open-concept main level provides plenty of room for guests to gather, dine and relax. The spacious kitchen features stone countertops, modern appliances, generous cabinetry and an open connection to the main living and dining areas. The home offers 2 private primary suites, including a first-floor suite with direct access to the pool area and a second primary suite upstairs. A large second-floor gathering area gives guests additional space to spread out and enjoy the home. The entertainment-focused design includes themed bedrooms, arcade games, a movie room, a pool table and multiple spaces created specifically for memorable vacation experiences. Outside, enjoy a private heated pool and spa, pool lighting and a spacious paved deck designed for relaxing in the Florida sunshine. The home’s location near the clubhouse makes it especially convenient for vacationing guests while still providing the privacy and comfort of a single-family residence. Solara Resort is a gated, short-term-rental community offering a zero-entry resort pool, splash pad, FlowRider surf simulator, restaurant, pool bar, coffee bar, fitness center, basketball court, beach volleyball, full-size soccer field, playground and indoor and outdoor gathering areas. Whether used as a vacation rental investment, second home or personal retreat near Walt Disney World, this beautifully upgraded and fully furnished Solara residence delivers the space, location, amenities and guest experience today’s buyers are looking for.

1720 Sawyer Palm Place, Kissimmee
$929,000
9 Beds ⋅ 7 Baths ⋅ Solara Residence Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished, pond-front vacation home in the highly desirable Solara Resort! Built in 2022, this spacious 9-bedroom, 6.5-bath residence offers 4,363 sq. ft. of living space and comes fully decorated, including fun themed bedrooms designed to create an unforgettable guest experience. The open floor plan provides generous gathering areas, while the loft offers additional space for entertainment and relaxation. Step outside to your private screened-in pool and in-ground spa overlooking the peaceful pond, with no rear neighbors. Ideally suited as a vacation retreat or short-term rental investment, with rentals permitted from 1–7 days. Solara Resort offers an excellent location near Central Florida’s world-famous attractions, shopping, dining, and entertainment. A turnkey opportunity ready to welcome owners and guests alike!

1779 Tropical Palms Circle, Kissimmee
$3,195,000
5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee
$500,000
5 Beds ⋅ 5 Baths ⋅ Summerville Resort SubDv. ⋅ 34747 Zip Code
Welcome to this stunning 5-bedroom, 5-bathroom fully furnished property, offering the perfect combination of comfort, style, and fun — located in one of Central Florida’s most desirable communities! Step inside and discover a beautifully designed interior featuring spacious living areas, a modern kitchen with stainless steel appliances, and elegant finishes throughout. Each bedroom offers a unique touch, but the highlight is the incredible SpongeBob-themed room — a true showstopper for guests! Enjoy your private screened-in pool and covered lanai, perfect for relaxing afternoons or entertaining after a day at the nearby theme parks, shopping, and dining. Whether you’re looking for a primary residence, a second home, or a short-term rental investment, this property is fully equipped and ready to generate income from day one. Don’t miss this opportunity — schedule your showing today and make this exceptional home yours!

7512 Sunflower Circle, Kissimmee
$675,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Unlock extraordinary and effortless luxury at 8987 Amelia Downs Trail! This fully furnished 6-bedroom, 4.5-bathroom sanctuary is a high-performing vacation home engineered to generate maximum revenue and deliver an unforgettable guest experience. The spacious layout seamlessly accommodates large groups, featuring a bright, open-concept living and dining area along with some immersive themed bedrooms that set this property apart from the rest. Step outside into your private outdoor oasis to enjoy a sun-drenched, screened-in pool and relaxing spa, or head inside to the custom garage-turned-game room—packed with air hockey, arcade games, and endless entertainment to ensure top-tier reviews and repeat bookings year-round. Situated in the gated, highly sought-after Solara Resort, this property grants access to premier 18-acre resort amenities. Highlights include a heated resort-style pool with splash pad and waterslides, the interactive FlowRider® surf simulator, a state-of-the-art fitness center, a sand volleyball court, a basketball court, and the full-service Solstice Bar & Grille. Positioned just minutes from Walt Disney World, Universal Studios, top-tier golf courses, premier shopping, and dining along US-192, this income-generating property offers an unbeatable location for short-term rental success. Whether you are expanding your vacation rental portfolio or searching for a personal Florida retreat that pays for itself, this turnkey property is ready to perform on day one!

8987 Amelia Downs Trail, Kissimmee
$295,000
3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security ,cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! *3 BED / 2 BATH* Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT*. This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpeted MASTER SUITE features spacious BATHROOM with granite counters, bath tub, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located and include Smarts TV's in all beds and Living Room. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAY ROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED on HOA. Walking distance from US192, close to shops, restaurants, groceries and attractions, West Lucaya Resort is within 10 minutes from Disney Parks, Margaritaville Resort and different shopping places. There are no restrictions one short-term or long -term. IT IS CURRENTLY LEASED FOR $2,150 MONTHLY, WITH A SECURITY DEPOSIT OF $4,300, EQUIVALENT TWO MONTHS RENT. THE CURRENT LEASE EXPIRES ON MARCH 31, 2027. MOTIVATED SELLER DON'T MISS THIS OPPORTUNITY.

8927 Shine Drive, Kissimmee
$580,000
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
Located in the exclusive Magic Village Yards, a luxury gated resort community just minutes from Walt Disney World®, this stunning 4-bedroom, 4-bathroom residence offers the perfect combination of comfort, sophistication, and excellent investment potential. Designed for short-term rentals, this property is ideal as a vacation home or income-producing asset in one of Central Florida’s most desirable areas. The residence features a spacious open-concept floor plan, abundant natural light, a fully equipped modern kitchen with stainless steel appliances, and elegant living and dining areas designed for both relaxation and entertaining. Each bedroom includes its own private bathroom, providing comfort and privacy for both owners and guests. The property also features a private patio, perfect for enjoying Florida’s outdoor lifestyle. Sold fully furnished and professionally decorated, the home is ready for immediate use or rental income generation. Interior features include upscale finishes, an in-unit washer and dryer, high-speed internet, and flat-screen TVs throughout the property, ensuring a premium experience for guests. Magic Village Yards offers resort-style amenities, including 24-hour gated security, concierge services, a clubhouse, heated swimming pool and spa, fitness center, on-site restaurant, housekeeping services, and professional property management options. Its prime location places the community just minutes from Disney parks, major attractions, shopping, dining, and entertainment, with convenient access to major highways and Orlando International Airport. With strong year-round demand for short-term rentals, this property represents an excellent opportunity for investors seeking high occupancy potential in an established vacation rental market, as well as for buyers looking for a luxurious second home near Orlando’s world-famous attractions.

3065 Rockefeller Way, Kissimmee
$698,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee
$299,900
3 Beds ⋅ 2 Baths ⋅ Oakwater Condo Ph 11-14 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom fully furnished condo located in the desirable gated Oakwater community, just minutes from Walt Disney World and Central Florida’s most popular attractions. Whether you're searching for a primary residence, second home, or investment opportunity, this inviting condo offers the perfect combination of comfort, convenience, and location. Inside, you’ll find a bright and spacious open-concept living and dining area, a well-equipped kitchen with generous cabinet and counter space, and comfortable bedrooms with plenty of room to unwind. One of the highlights of the home is the private screened balcony overlooking lush tropical landscaping, creating the perfect setting for morning coffee or relaxing in the Florida sunshine. Oakwater offers an impressive collection of resort-style amenities, including a gated entrance, community pool, clubhouse, fitness center, tennis courts, and playground. With shopping, dining, major roadways, and world-famous attractions just minutes away, this condo offers an incredible opportunity to enjoy the best of the Central Florida lifestyle.

2742 Oakwater Drive Unit 104, Kissimmee
$655,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully furnished and turnkey, making it completely move-in or rental-ready from day one. Whether you are looking for a short-term rental investment or a primary residence where family and friends can spread out, this property delivers comfort, luxury, and convenience. From the moment you walk through the front door, the open-concept layout feels welcoming and effortless. The main floor features durable tile flooring throughout the main living areas, centered around a kitchen with rich cabinetry, stone countertops, and a large island where everyone naturally gathers. Just off the main space, slide open the glass doors to your private, screened outdoor oasis, featuring a crystal-clear pool, relaxing spa, and covered brick-paver lanai perfect for outdoor dining and evening relaxation. Thoughtful main-floor planning sets this home apart. The main level includes a private primary bedroom suite, as well as a second full bedroom and guest bathroom—ideal for guests who prefer to avoid stairs or for multi-generational living arrangements. Upstairs and across all bedrooms, you will find newly updated low-maintenance LVP flooring. For added entertainment, the full garage game room comes ready for fun with billiards and air hockey. Beyond the home, the neighborhood offers a complete resort lifestyle. The community amenities include a zero-entry pool with a water slide, lazy river, clubhouse, fitness center, bar and lounge, convenience store, tennis courts, playground, private rentable cabanas and more. The HOA fee simplifies daily living by covering high-speed internet, cable TV, daily trash pick-up, and full lawn maintenance. The location places you close to Central Florida's top attractions. You are approximately 25 minutes from Walt Disney World, minutes from shopping and dining at Posner Park, and close to the dining, shopping, and entertainment options at the Promenade at Sunset Walk, as well as nearby championship golf at ChampionsGate and major roadways like I-4 and US-27. Opportunities like this don't wait long—reach out now to claim your piece of Central Florida resort living today!

1610 Lima Avenue, Kissimmee
$315,000
2 Beds ⋅ 3 Baths ⋅ Margaritaville, Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to paradise at 8201 Surf St, a beautifully appointed, fully furnished 2-bedroom, 2.5-bathroom townhome offering the ultimate turn-key resort lifestyle. Nestled in the heart of the world-class Margaritaville Resort Orlando, this property boasts a prime location on the same street as the signature cottages and stands as one of the closest units to the main hotel building and its sprawling resort-style pool complex. Step inside to an inviting, open-concept floor plan filled with tropical charm and modern finishes, seamlessly extending out to a private patio area perfect for enjoying warm Florida sunshine, morning coffee, or evening relaxation. Positioned for exceptional investment potential, this home generated $45,587.00 in rental revenue for 2025, making it a proven performer for savvy real estate investors or buyers seeking an income-producing personal vacation getaway. Owners and guests enjoy top-tier resort amenities, including the zero-entry pools at Fins Up Beach Club, the tranquil St. Somewhere Spa, poolside dining at Salty Rim Bar & Grill, a state-of-the-art fitness center, and access to the adjacent Promenade at Sunset Walk and Island H2O Water Park. Located just minutes from Walt Disney World, Universal Orlando, premier shopping, and world-class dining, this move-in-ready property delivers effortless island living and lucrative return potential in Central Florida’s premier destination.

8201 Surf Street, Kissimmee
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