Kissimmee Homes with Two Story Property Description

Kissimmee Homes with Two Story Property Description

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, just minutes away from the enchanting attractions of Orlando. Known for its sunny skies, lush landscapes, and a rich tapestry of culture, Kissimmee offers a unique blend of small-town charm and big-city excitement. With an abundance of recreational activities, including nearby theme parks, lakes, and nature trails, residents enjoy a lifestyle filled with adventure and relaxation.

One of the most sought-after property types in this delightful city is the two-story home. These spacious residences provide the perfect backdrop for family living, offering ample room for everyone to thrive. Typically featuring open floor plans, large living areas, and multiple bedrooms, two-story homes in Kissimmee are designed for both comfort and functionality. Many properties boast modern finishes, gourmet kitchens, and outdoor spaces ideal for entertaining or enjoying a peaceful evening under the stars.

The two-story layout not only maximizes living space but also enhances privacy, making it an excellent choice for families or those who love to host guests. Whether you’re looking for a cozy retreat or a grand space to create lasting memories, Kissimmee’s two-story homes offer a range of options to suit every lifestyle and budget.

Explore the beauty of Kissimmee and discover your dream home today—where every day feels like a vacation, and the possibilities are endless!

Newest Kissimmee Homes with Two Story Property Description

301 Alegriano Court, Kissimmee
$360,000
5 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 2 SubDv. ⋅ 34758 Zip Code
Short Sale. Welcome to this spacious 5-bedroom, 2.5-bathroom home in Poinciana, offering the perfect combination of comfort, versatility, and added value! This two-story property sits on a generous quarter-acre lot and includes an attached 2-car garage. One of its standout features is the well-equipped in-law suite, complete with a kitchenette and private entrance, providing added privacy and flexibility for extended family, guests, or a potential additional living arrangement. The main home offers a functional layout with a spacious kitchen, comfortable living areas, and generously sized bedrooms, including a primary suite with a walk-in closet. Enjoy the convenience of a paved driveway, central air conditioning, and a location within the Poinciana community, with access to nearby schools, shopping, dining, and everyday essentials. Whether you're looking for extra space for your household or a home that offers greater flexibility to suit your needs, this property is an opportunity worth exploring! For showings, please contact the listing agent directly.

301 Alegriano Court, Kissimmee
5535 Positano Way, Kissimmee
$720,990
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 3 Ph 1 SubDv. ⋅ 34746 Zip Code
This gorgeous and unique home is located in the most sought after Magic Village by Pininfarina Resort! It is a brand new vacation home located near Celebration and Walt Disney World, and the many other Orlando’s famous attractions. The home comes fully furnished and features 4 bedrooms, 4.5 bathrooms, which means four en-suites, with stylish contemporary interiors designs. It is zoned for short-term rental use, and offers an excellent opportunity for buyers and investors to have their own home in a prime location within the Greater Orlando Area. Because the community is still under development, you have the unique opportunity to purchase this marvelous home with a price well below builder’s entry level price! When the whole project is completed, in a near future, amenities such as a state of the art clubhouse, resort-style pools, a well equipped fitness center, kids’ room, several tennis and sand volleyball courts, a fancy restaurant and event space, multiple concierge services, multilingual front desk, will all be available for your enjoyment! Also there are optional housekeeping and maintenance services at your disposal, if you include your new home under the Resort’s own Management Company. This is an unique opportunity for you to move ahead of hundreds of future owners and purchase this superb home, which is being offered to you at a very low and high competitive price. It is a must see! It is a must buy!

5535 Positano Way, Kissimmee
3900 Reaves Road, Kissimmee
$998,000
5 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34746 Zip Code
A PRIVATE FLORIDA ESTATE WITH 2 ACRES, NO HOA & DISTINCTIVE CHARACTER | KISSIMMEE, FLORIDA Discover a distinctive Florida lifestyle at 3900 Reaves Road, Kissimmee, FL 34746! Set on approximately 2 acres with NO HOA, this impressive two-story residence offers approximately 4,929 square feet of living space, 5 bedrooms, and 5 full bathrooms, combining architectural character, generous grounds, unique entertaining spaces, and exceptional versatility in Central Florida. From the striking golden exterior and expansive lawn to the elegant tiered fountain, decorative stonework, and inviting upstairs balcony, this property makes a memorable first impression. Inside, discover a dramatic staircase with natural stone accents and ornate wrought-iron railings, warm wood finishes, and a spacious kitchen featuring rich wood cabinetry, granite countertops, stainless-steel appliances, and a generous center island—an inviting setting for entertaining family and friends. A distinctive highlight is the private in-law suite, complete with its own bathroom, sitting room, and dining area. This versatile space provides additional comfort and privacy for extended family, multigenerational living, or visiting guests. Enjoy the freedom of expansive grounds with NO HOA and embrace a more self-sufficient Florida lifestyle! The property features a backyard chicken coop, offering a wonderful opportunity to raise your own chickens, enjoy fresh eggs, garden, entertain, and make the most of the outdoors. A unique combination of space, character, and country-inspired living in the heart of Central Florida. Conveniently located directly across from Valencia College, the property offers access to nearby dining, shopping, and everyday conveniences. Enjoy the broader Kissimmee and Orlando area's renowned attractions, golf, entertainment, and major transportation routes, making this location worth exploring for both homeowners and buyers seeking a Central Florida real estate opportunity. Whether you envision a distinctive private residence, a multigenerational retreat, or a property to evaluate for a long-term investment strategy, 3900 Reaves Road offers a compelling combination of land, living space, architectural details, and lifestyle possibilities. More than a house—a place to live, gather, entertain, enjoy the outdoors, and create your own vision of Florida living. Schedule your private showing and discover the possibilities at 3900 Reaves Road, Kissimmee, Florida.

3900 Reaves Road, Kissimmee
2669 Manesty Lane, Kissimmee
$678,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat—ideally situated just 5 miles from the world-renowned Walt Disney World®! This stunning 6-bedroom, 4-bathroom home sits on an elevated premium corner lot in the highly sought-after Windsor Hills Resort, offering exceptional privacy and unobstructed backyard views. Perfect as a family getaway or high-performing investment property, the home features a spacious layout with a main floor guest suite, a master bedroom, and four additional bedrooms upstairs, offering comfort and privacy for everyone. Recent upgrades include a new roof (Nov 2024), new luxury vinyl plank flooring throughout (2024), and a new pool pump (2024), ensuring low maintenance and modern appeal. The beautifully furnished living room provides a warm, relaxing atmosphere, while the well-equipped kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, and a bright eat-in area. Sliding glass doors open to your private screened-in pool and covered patio, ideal for soaking up Florida’s sunshine year-round. Windsor Hills is one of Central Florida’s most renowned resort communities, known for its proximity to Disney and a wealth of amenities: a resort-style pool, hot tub, water park, fitness center, recreation park, sports courts, game room, movie theater, market, and on-site grill. The HOA also includes Bluestream cable, high-speed internet, lawn maintenance, and trash valet. Whether you're seeking a personal vacation home, a short-term rental, or a full-time residence, this home offers the best of the Florida lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today and make this piece of paradise yours!

2669 Manesty Lane, Kissimmee
7402 Soiree Way, Reunion
$614,990
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
*Reunion Resort Membership Available* *New Roof Installed May 2021* *New Pool Heater 2025* *New Carpets and Fresh Paint 2024 -Never rented short-term since*. This stunning 5-bedroom home in the sought-after Reunion community, offering the perfect blend of comfort, space, and resort-style living. Featuring a private swimming pool, covered lanai, and 2-car garage, this property is ideal as a full-time residence, second home, or investment opportunity. The home is located in the central 'Homestead' section of the community just a short walk to the Grande Hotel, Centre Court Ridge tennis courts, mini-golf and Seven Eagles Pool complex. Step inside to an inviting open floor plan with high ceilings and a seamless flow between the living and dining spaces. The well-appointed kitchen boasts modern stainless-steel appliances, a breakfast bar, and additional dining space, while a separate formal dining area provides the perfect setting for entertaining family and friends. The spacious first-floor primary suite offers a private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks, a luxurious soaking tub, and a separate walk-in shower. With five bedrooms, there is plenty of room for family, guests, or flexible living arrangements. Enjoy the Florida lifestyle from your private pool and covered lanai, perfect for relaxing in the sunshine or entertaining outdoors. Reunion Resort offers an exceptional selection of amenities, including championship golf courses, a world-class spa, dining options, and entertainment for all ages. Whether you're looking for a permanent home, a Florida getaway, or an income-producing investment, this property offers an exciting opportunity to own in one of Central Florida's most desirable resort communities. Don't miss your chance to make this Reunion Resort home your own. Schedule your private showing today!

7402 Soiree Way, Reunion
1965 Majorca Drive, Kissimmee
$437,500
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Resort Living for Every Lifestyle, In Windsor, Near Disney: Short-Term Rental, Long-Term Rental, or Primary Home. Discover an exciting opportunity at 1965 Majorca Drive, a spacious five-bedroom, 4.5-bath townhome, with a 1-car garage in the sought-after Windsor at Westside resort community in Kissimmee. Ideally situated in the heart of Central Florida’s vacation destination corridor, this property offers an appealing combination of guest-friendly accommodations, private outdoor enjoyment, and proximity to world-famous attractions—making it worth a closer look for buyers exploring a vacation home or short-term rental investment. Inside, an open-concept floor plan creates an inviting space for gathering, with the kitchen overlooking the living and dining areas. The kitchen features stainless steel appliances, granite countertops, a convenient breakfast bar, a closet pantry, and 42-inch upper cabinets offering plenty of storage. Neutral colors, tile flooring throughout the main living areas, and ceiling fans throughout create a comfortable, easy-to-maintain interior. One bedroom on the first floor while the second level features a primary suite with a double vanity and separate shower and additional bedrooms. An upstairs Family Room with a couch and TV provides an additional gathering space, giving guests room to spread out and relax. The vacation-inspired atmosphere continues outdoors, where a covered lanai opens to a private pool with a safety fence—an inviting spot to unwind after a day exploring Orlando’s attractions. Fun themed décor sprinkled through the home add a playful touch that can appeal to families and vacationing groups. A detached garage provides additional convenience, while the minimal landscaping offers a low-maintenance exterior. Location is a standout feature! Enjoy convenient access to Walt Disney World, as well as the shopping, dining, entertainment, and attractions throughout the Kissimmee and greater Orlando area. Whether you're envisioning a personal getaway, a vacation property to enjoy with family and friends, or an investment opportunity in Central Florida’s tourism market, this property offers plenty of possibilities. With five bedrooms, 4.5 baths, a private pool, and a location near major attractions, this townhome presents an opportunity to explore short-term rental ownership. Come see how this property could fit your investment goals or vacation lifestyle!

1965 Majorca Drive, Kissimmee
1586 Carey Palm Circle, Kissimmee
$449,500
4 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Resort Living for Every Lifestyle in Solara Resort - Short-Term Rental, Long-Term Rental, or Primary Home. Welcome to 1586 Carey Palm Drive, a fully furnished end-unit townhome in Kissimmee’s sought-after Solara Resort! Featuring 4 bedrooms, 4 full bathrooms, and a convenient half bath, this inviting two-story retreat combines a bright, open-concept design with a fresh Florida color palette and comfortable furnishings, creating a relaxed atmosphere for gathering with family and friends. Ready to enjoy or launch as a short-term rental, this property offers an exciting opportunity in the heart of Central Florida’s world-famous tourism corridor. The open floor plan brings the kitchen, dining, and living areas together in one welcoming space, with abundant natural light enhancing the airy feel throughout. The kitchen features a center island with breakfast seating, while the adjoining dining and living areas provide plenty of room to gather. Sliding doors connect the main living space to the covered lanai and screened-in pool, creating a natural flow between indoor and outdoor living. Enjoy the pavered pool deck for a refreshing swim, a little Florida sunshine, or a relaxing evening after a day of adventure. Upstairs, a separate family room offers additional space to unwind, watch a movie, or enjoy some downtime. Located within the gated, resort-style community of Solara Resort, residents and vacation guests can enjoy an impressive array of amenities, including a grand clubhouse, resort-style pool, splash pad, waterslides, FlowRider surf simulator, fitness center, sports courts, playground, and on-site dining options. Conveniently situated near US-192, with access to I-4 and US-27, the community offers easy access to Walt Disney World, other popular Orlando-area theme parks, shopping, dining, and entertainment. Whether you're looking for a vacation getaway, an income-producing investment, or a property that offers both personal enjoyment and rental potential, this furnished townhome is ready to make a splash in Solara Resort!

1586 Carey Palm Circle, Kissimmee
1560 Corolla Court, Reunion
$1,999,000
8 Beds ⋅ 8 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Sweeping panoramas of emerald golf course greens, shimmering water, and the iconic Reunion Grande on the horizon create a breathtaking backdrop for this exceptional 8-bedroom luxury retreat at Reunion Resort, aptly named “Dream View.” With captivating scenery that can be enjoyed from the home's beautiful outdoor living spaces, contemporary elegance, exceptional entertainment, and luxurious accommodations come together to create a truly special escape. Inside, crisp tile floors, striking architectural details, and designer finishes create a sophisticated yet welcoming atmosphere. The sleek modern kitchen features an oversized black quartz island, six-burner gas range, double ovens, and integrated cabinetry, flowing seamlessly into spacious living and dining areas with expansive sliding glass doors and a custom bar. Six beautifully appointed suites offer luxurious accommodations, including a convenient first-floor suite ideal for guests who appreciate additional privacy or the ease of avoiding stairs. Upstairs, two of the suites open onto private balconies with sweeping golf course and water vistas stretching toward the iconic Reunion Grande, creating an idyllic setting to enjoy the tranquility of dawn or the soft glow of dusk. Adding a touch of magic for younger guests, two imaginative themed bedrooms bring Frozen and Marvel adventures to life with custom bunk beds and a slide. Entertainment continues with a fully equipped games room and dedicated upstairs movie theater with projection screen and surround sound. Outdoors, the private pool with sun shelf and spillover spa invites endless relaxation, complemented by a summer kitchen and breathtaking views that are equally enchanting by day and night. Spend sun-filled afternoons admiring the lush fairways and sparkling water, then unwind in the spa as evening falls and the illuminated Reunion Grande creates a magical backdrop across the landscape. Offered fully furnished and turnkey, this established vacation rental offers an appealing opportunity for personal enjoyment and rental income potential. An active, transferable Reunion Club membership provides access to three signature golf courses designed by Palmer, Watson, and Nicklaus, a multimillion-dollar water park, resort pools, tennis and pickleball, miniature golf, fitness facilities, and an impressive selection of dining venues. All this within the gated 2,300-acre Reunion Resort, just minutes from Walt Disney World and Central Florida's world-famous attractions. Discover the views, experience the luxury, and imagine the possibilities — schedule your private showing of “Dream View” today!

1560 Corolla Court, Reunion
4021 Venetian Bay Drive Unit 103, Kissimmee
$195,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
INVESTOR ALERT! INCOME-PRODUCING PROPERTY! Excellent investment opportunity in the desirable Venetian Bay Villages resort-style community in Kissimmee! This 3-bedroom, 2-bath condo is ALREADY RENTED FOR $1,800 MONTHLY, GENERATING $21,600 IN ANNUAL GROSS RENTAL INCOME! Major improvements include REPLACED HVAC SYSTEM, WATER HEATER, AND ELECTRICAL PANELS, offering added value and peace of mind! Enjoy outstanding rental flexibility, from short-term stays with a 7-day minimum to annual leases, subject to association requirements. This 24-hour guard-gated community features multiple swimming pools, a clubhouse, fitness center, tennis and basketball courts, and playgrounds. PRIME LOCATION NEAR ALL MAJOR CENTRAL FLORIDA THEME PARKS, INCLUDING WALT DISNEY WORLD, UNIVERSAL ORLANDO, AND SEAWORLD! Just minutes from The Loop shopping center, restaurants, entertainment, and major highways. IMMEDIATE RENTAL INCOME, MAJOR UPGRADES, AND EXCELLENT INVESTMENT POTENTIAL! Don't miss this opportunity!

4021 Venetian Bay Drive Unit 103, Kissimmee
2608 Sunrise Shores Drive, Kissimmee
$420,000
4 Beds ⋅ 5 Baths ⋅ Summerville Resort SubDv. ⋅ 34747 Zip Code
INCREDIBLE INVESTMENT OPPORTUNITY! FULLY FURNISHED & PRICED TO SELL! Discover an exceptional opportunity in the highly desirable Kissimmee vacation home area, just minutes from Walt Disney World! This beautiful, fully furnished property offers the perfect combination of location, value, and investment potential. Ideally situated near world-famous theme parks, shopping, restaurants, entertainment, and major highways, providing convenient access to everything Central Florida has. Currently tenant-occupied and generating rental income, this home is an excellent opportunity for investors seeking an income-producing property. Whether you're considering a long-term rental, a potential short-term vacation rental, or a future personal getaway, the possibilities are exciting! Competitively priced to stand out in today's market, this turnkey opportunity is one you won't want to miss. GREAT LOCATION, FULLY FURNISHED, AND EXCEPTIONAL VALUE! Schedule your private showing today!

2608 Sunrise Shores Drive, Kissimmee
8849 Corcovado Drive, Kissimmee
$680,000
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
WATER VIEWS, RESORT AMENITIES & YOUR OWN PRIVATE POOL! Welcome to this 9-bedroom, 6-bathroom fully furnished home in the highly desirable gated resort community of Windsor at Westside. With plenty of room to gather, entertain, and unwind, this home captures the Florida vacation lifestyle. Enjoy beautiful water views from your private heated pool and spa, complete with a BRAND-NEW HEATER for year-round enjoyment. Beyond your backyard, Windsor at Westside offers an impressive selection of resort-style amenities, including clubhouses, a resort pool, water park, fitness center, and more. Whether spending the day poolside or exploring the community amenities, there is something for everyone to enjoy. Discover the space, setting, and resort lifestyle that make this home stand out. Schedule your private showing today!

8849 Corcovado Drive, Kissimmee
2967 Banana Palm Drive, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to this beautifully furnished 4-bedroom, 3-bathroom townhome in the sought-after Paradise Palms Resort in Kissimmee! Offering a private screened-in pool, comfortable living spaces, and resort-style amenities, this property is an excellent opportunity for a primary residence, vacation home, or short-term rental investment. The home is offered fully furnished, with bunk beds, kitchen essentials, linens, and household items. Step through the sliding glass doors to your private pool and screened lanai, the perfect setting to relax in the Florida sunshine or enjoy outdoor dining and entertaining. Conveniently located near the community pool and clubhouse, the property also benefits from HOA-included internet and cable. Paradise Palms Resort offers an impressive selection of amenities, including a tropical zero-entry pool, heated spa, waterslide, tiki bar, fitness center, sauna, game room, movie theater, tennis and basketball courts, volleyball, playground, walking trails, and a gated entrance. Just minutes from Walt Disney World, popular attractions, restaurants, shopping, and major roadways, this property combines vacation-style living with excellent convenience. Whether you are looking for a personal retreat or an income-producing opportunity, this townhome offers the flexibility to enjoy the best of Central Florida living. Buyers to independently verify all information, including room dimensions, HOA fees, rental restrictions, and community amenities.

2967 Banana Palm Drive, Kissimmee
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