Osceola Homes with Two Story Property Description

Osceola Homes with Two Story Property Description

Welcome to Osceola County, Florida—a vibrant and picturesque region that perfectly blends natural beauty with urban conveniences. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, abundant recreational opportunities, and rich cultural heritage. With attractions like the iconic Walt Disney World Resort and the serene Lake Tohopekaliga, residents enjoy a lifestyle that balances excitement and tranquility.

Osceola County is also celebrated for its diverse communities, offering something for everyone. From charming historic districts to modern developments, this county provides a variety of housing options that cater to families, retirees, and young professionals alike. One of the most sought-after property types in this area is the two-story home.

These spacious two-story residences offer a perfect blend of style and functionality, making them ideal for families or anyone seeking extra space. With multiple levels, these homes often feature open-concept living areas, expansive kitchens, and generous bedrooms, providing ample room for relaxation and entertainment. Many two-story properties in Osceola County also come equipped with beautiful outdoor spaces, perfect for enjoying the Florida sunshine or hosting gatherings with friends and family.

Living in Osceola County means embracing a lifestyle filled with adventure, community, and comfort. Whether you're drawn to the area's natural parks, vibrant shopping districts, or top-rated schools, you'll find that a two-story home here is not just a place to live—it's a place to thrive. Explore the possibilities and discover your dream home in Osceola County today!

Newest Osceola Homes with Two Story Property Description

$599,000
5 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Parcel Ph 3 SubDv. ⋅ 33896 Zip Code
Better than new, and priced to sell! This amazing like new single family Airbnb home sits on a great lot with no rear neighbor, south facing pool with conservation view! Selling fully furnished. Turnkey property for the new owner to enjoy the upcoming Holiday with family and friends, or start generating the booking rental income right away. This exceptional two-story home features 5 bedrooms, 5 bathrooms and a large combination dining and family room that overlooks the covered patio. There are two stunning owner suites, one on each floor, a fully-equipped kitchen, a one-car garage, and an upstairs loft. With “Everything’s Included”, luxury and value go hand in hand. Energy efficient homes feature 42” cabinetry, quartz countertops in both kitchen and bathrooms, stainless stell appliances, window blinds. Enjoy the resort style pool, spa, basketball, fitness center, on site concierge, and much more. CHAMPIONS GATE RESORT ORLANDO OASIS CLUB CLUBHOUSE AND WATER-PARK: Amenities will include: Lazy River, Water-slides, Swim-Up Bar, Water Falls, Beach Entry, Spa, Splash Pad, Grill, Bar, Fitness Area, Theatre, Games Room, Tiki Bar and Cabanas. Simply relax by the pool, watch your family have the time of their life. All of these amenities, plus seven tennis courts are INCLUDED in HOA. Call for a private showing today!

700 Whistling Straits Boulevard, Davenport
$569,000
4 Beds ⋅ 4 Baths ⋅ Wiregrass Ph 2 SubDv. ⋅ 34771 Zip Code
Welcome to this exceptional 2022-built residence in the desirable Wiregrass community of St. Cloud. Offering over 3,000 square feet of thoughtfully designed living space, this stunning two-story home features 4-bedrooms, 3.5-baths, all situated on a spacious, fully vinyl-fenced corner homesite. From the moment you step inside, you'll appreciate the luxury vinyl plank flooring, 9 foot ceilings, and sophisticated neutral color palette that create a bright, modern atmosphere. A private study with French doors provides the perfect work-from-home space, while the expansive great room and dining area flow effortlessly into the gourmet kitchen. The kitchen showcases an oversized island with seating, quartz countertops, abundant soft-close white cabinetry, stainless steel appliances, a dedicated coffee bar, and a reverse osmosis drinking water system. The first floor also includes a convenient guest powder room, generous storage, and spacious laundry room. Upstairs, rich white oak hardwood flooring extends throughout the entire second level, where you'll find all four bedrooms and a versatile loft ideal for a media room, game room, home gym, or additional living space. The primary suite serves as a private retreat, featuring a tray ceiling, multiple closets including an oversized walk-in closet, an en-suite bath with dual shower-head, and the added convenience of a laundry chute. A Jack-and-Jill bathroom connects two secondary bedrooms, providing both functionality and privacy for family or guests. Step outside to enjoy Florida living at its finest on the oversized covered patio overlooking the expansive backyard—perfect for outdoor dining, entertaining, or relaxing. Additional premium features include a paver driveway, epoxy-coated two-car garage, irrigation system, well-maintained landscaping, gutter system installed in 2025, InSinkErator 1-HP disposal system, whole-home water softener, smart doorbell and door locks, smart light switches, Ecobee smart thermostats controlling dual-zone HVAC systems, and a Wi-Fi-enabled smart garage door opener. Residents of Wiregrass enjoy outstanding community amenities, including a resort-style zero-entry swimming pool, playground, gazebo, and scenic walking trails—all with a low monthly HOA and no CDD fees. Zoned for A-rated schools and ideally located near shopping, dining, and major commuter routes, this truly move-in-ready home combines timeless style, modern technology, and exceptional comfort today’s buyers are looking for.

1261 Lone Palm Way, St Cloud
$385,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 2 Nbhd 3 SubDv. ⋅ 34758 Zip Code
Spacious and beautifully updated two-story home featuring 4 bedrooms, 2 versatile flex rooms, and 3 full bathrooms, ideal for a home office, gym, playroom, or study, and a brand-new roof (2026). The thoughtfully designed floor plan includes formal living and dining rooms, a spacious family room, an eat-in kitchen, and a generous upstairs loft, offering ample space for everyday living, entertaining, and working from home. The updated kitchen features granite countertops, tile flooring, and stainless steel appliances. Neutral finishes throughout, along with a convenient first-floor bedroom and full bathroom, provide flexibility for guests or multigenerational living. Enjoy a spacious fenced backyard, perfect for outdoor gatherings, pets, or creating your own private retreat. Conveniently located near shopping, dining, hospitals, parks, schools, and major roadways, this move-in-ready home offers the perfect combination of space, comfort, functionality, and convenience.

525 Viceroy Court, Kissimmee
$699,000
8 Beds ⋅ 5 Baths ⋅ Stoneybrook South SubDv. ⋅ 33896 Zip Code
Step into a vacation home that already feels like a success story. Nestled on a coveted corner lot in the Retreat at Champions Gate, 9099 Hazard St is more than a beautifully designed 8-bed, 5-bath getaway—it's a proven income-producing asset in one of Central Florida’s most sought-after resort communities. From the moment guests walk through the door, the home delivers the kind of experience travelers rave about. Over 3,000 sq ft of professionally curated interiors create a bright, welcoming atmosphere, with themed bedrooms that delight younger visitors and contemporary finishes that impress adults. The open-concept main living area flows effortlessly from the gourmet kitchen—complete with granite counters, 42” cabinetry, stainless steel appliances, and a spacious island—into a sun-soaked family room overlooking the private heated pool and spa. Movie nights come alive in the dedicated theater room, and two first-floor suites offer convenience and comfort for guests who prefer to avoid stairs. Upstairs, six additional bedrooms and a stylish loft provide plenty of space for large groups, making this home a standout performer in the short-term rental market. Thoughtfully maintained, tastefully decorated, and sold fully furnished and turnkey, this property allows investors to step directly into a thriving operation. Current and future bookings will convey to the new owner, provided the existing management company is retained, offering immediate cash flow from day one. What truly elevates this opportunity is the Champions Gate lifestyle. Owners and guests enjoy access to world-class amenities: multiple resort pools, a lazy river, water park with splash zone, cabanas, a tiki bar, hot tub, movie theater, arcade, fitness center, indoor play area, tennis courts, volleyball, basketball, and the renowned Champions Gate Golf Club featuring an 18-hole championship course and clubhouse dining. The community is gated, guarded, and ideally positioned near I-4, top-tier shopping and dining, and just a short drive to Disney and Orlando’s premier attractions. Whether you’re seeking a high-performing investment, a winter retreat, or a vacation home that effortlessly blends luxury with fun, this property delivers. A rare turnkey opportunity in an exceptional resort community—schedule your showing today.

9099 Hazard Street, Davenport
$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
$349,990
4 Beds ⋅ 3 Baths ⋅ Terra Haven SubDv. ⋅ 34771 Zip Code
Move-In Ready! Welcome to The Hazel, a thoughtfully designed four-bedroom townhome with a two-car garage, delivering the space, comfort, and livability of a single-family home in Terra Haven, a new low-maintenance community ideally located near Lake Nona, Medical City, Orlando International Airport, SR-417, and Florida’s Turnpike. This versatile floor plan features 4 bedrooms plus a spacious loft, perfect for a home office, media room, or play area. The open-concept main living space is enhanced by 9’4” first-floor ceilings, an 8’ front entry door, and tile flooring throughout the first floor, creating a bright, airy atmosphere designed for modern living. An attached two-car garage adds everyday convenience and storage. The gourmet kitchen is both stylish and functional, showcasing white 42" cabinets, stainless steel appliances, quartz countertops, an oversized center island, and a walk-in pantry—offering generous cabinet and countertop space ideal for entertaining or daily life. Triple sliding glass doors lead to a 24’ wide covered lanai, extending your living space outdoors and overlooking a private backyard framed by lush trees, perfect for morning coffee or evening relaxation. Additional features include a paver driveway and lead walk, energy-efficient construction, lawn care included, low HOA dues, and NO CDD fees, allowing you to enjoy a low-maintenance lifestyle without compromising on quality or location. Located in St. Cloud just outside the Lake Nona core, Terra Haven provides convenient access to top-rated schools, parks, lakes, trails, shopping, dining, and major highways, while offering a quieter, more relaxed setting to call home. Ask about low interest rates! Schedule your private tour today—this home’s location within the community makes it a standout opportunity. Hablamos Español. DISCLAIMER: Photos and/or drawings of homes may show upgraded landscaping, elevations and optional features that may not represent the lowest priced homes in the community. Pricing, Incentives and Promotions are subject to change at anytime. Promotions cannot be combined with any other offer. Ask the Sales and Marketing Representative for details on promotions. Actual home may differ from photos.

5213 Luisa Court, St Cloud
$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
$409,000
4 Beds ⋅ 3 Baths ⋅ Pine Glen Ph 4 SubDv. ⋅ 34771 Zip Code
Welcome to this spacious Glenwood floor plan featuring four bedrooms, three bathrooms, and a two-car garage. Designed for comfortable living and entertaining, the open-concept layout offers a chef-inspired kitchen with a large island, ample counter space, and a cozy breakfast nook, along with a separate formal dining room. Upstairs, you'll find a conveniently located laundry room and a generous owner's suite complete with a large walk-in closet, dual vanities, and a walk-in shower. The additional bedrooms provide plenty of space for family, guests, or a home office. Located in the desirable Pine Glen community in St. Cloud, residents enjoy amenities including a playground, picnic area, sports courts, and a dog park, all while being conveniently situated just off US Highway 192 with easy access to Lake Nona, Orlando, shopping, dining, entertainment, and highly rated local schools.

6430 Pine Warbler, St Cloud
$650,000
5 Beds ⋅ 4 Baths ⋅ Amelia Groves Ph 2 SubDv. ⋅ 34771 Zip Code
Perfectly positioned in the desirable Amelia Groves community, this stunning 5-bedroom, 4-bathroom Pulte Ashby Grand offers over 3,300 square feet of thoughtfully designed living space with modern finishes, peaceful wooded views, and no rear neighbors. Built in 2025, this move-in ready home combines contemporary style with exceptional functionality. The open-concept floor plan is filled with natural light and features expansive sliding glass doors that seamlessly connect the living area to the oversized covered lanai, creating the perfect indoor-outdoor living experience while showcasing the private backyard and tranquil wooded backdrop. At the heart of the home, the chef-inspired kitchen is designed to impress with quartz countertops, a large center island with seating, stainless steel appliances, built-in wall oven and microwave, subway tile backsplash, abundant cabinetry, a walk-in pantry, and stylish pendant lighting. The spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The thoughtfully designed split floor plan offers privacy for the luxurious primary suite, complete with tray ceilings, generous space for a sitting area, oversized walk-in closet, and a spa-like ensuite featuring dual vanities, quartz countertops, an oversized walk-in shower with upgraded tile, and a private water closet. Three additional bedrooms are conveniently located on the first floor, including one with its own ensuite bathroom, making it perfect for guests or multigenerational living. Upstairs, you'll find an expansive loft, additional bedroom, and full bathroom, offering endless possibilities for a media room, game room, home office, fitness space, playroom, or private guest retreat. Step outside to enjoy the oversized covered lanai overlooking the private backyard and peaceful wooded views with no rear neighbors, creating the perfect setting to relax, entertain, or enjoy Florida's beautiful weather year-round. Additional highlights include wood-look tile flooring throughout the main living areas, plush carpeting upstairs, recessed lighting, modern fixtures, a spacious laundry room, and a 3-car garage offering plenty of room for vehicles, storage, or hobbies. Residents of Amelia Groves enjoy outstanding community amenities, including a sparkling pool with cabana, playground, scenic walking trails, and open green spaces, providing plenty of opportunities for recreation, relaxation, and outdoor enjoyment. Located in the sought-after Amelia Groves community, residents also enjoy convenient access to top-rated schools, shopping, dining, Lake Nona Medical City, Orlando International Airport, major highways, and Central Florida attractions. This beautifully maintained home offers the perfect combination of luxury, comfort, privacy, and convenience.

6035 Blue View Way, St Cloud
$529,990
4 Beds ⋅ 4 Baths ⋅ Waterlin 45'S SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for everyone. Sample Image

224 Cypress Fork Trail, St Cloud
$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. 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
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