Osceola Homes with Two Story Property Description

Osceola Homes with Two Story Property Description

Welcome to Osceola County, Florida, a vibrant and rapidly growing region that perfectly blends natural beauty with modern conveniences. Nestled in Central Florida, Osceola is renowned for its picturesque landscapes, including lush wetlands, serene lakes, and charming neighborhoods. With attractions like the famous Walt Disney World Resort just a stone's throw away, residents enjoy an enviable lifestyle that balances tranquility with the excitement of nearby entertainment.

Osceola County boasts a diverse real estate market, and among the most sought-after properties are stunning two-story homes. These architectural gems offer a perfect blend of style and functionality, making them ideal for families, professionals, and anyone looking to enjoy spacious living. With ample square footage, two-story homes often feature open-concept layouts that maximize natural light and create inviting spaces for gatherings and relaxation.

Imagine coming home to a beautifully designed two-story residence, where you can unwind in a cozy living room, entertain guests in a spacious dining area, or prepare meals in a gourmet kitchen. Many of these homes also include luxurious master suites, multiple bedrooms, and versatile bonus rooms that can be tailored to your lifestyle—whether it’s a home office, playroom, or gym.

Living in Osceola County means more than just a beautiful home; it’s about embracing a community rich in culture, recreation, and opportunity. With its excellent schools, parks, and convenient access to major highways, Osceola County is the perfect place to find your dream two-story home. Discover the charm and excitement of this remarkable area today!

Newest Osceola Homes with Two Story Property Description

$450,000
4 Beds ⋅ 3 Baths ⋅ Lindfields Unit 4 SubDv. ⋅ 34747 Zip Code
Welcome to 2791 Picadilly Circle, Kissimmee, FL — a beautifully updated 4-bedroom, 2.5-bath pool home offering the perfect combination of modern upgrades, generous living space, privacy, and the Florida lifestyle. From the moment you step inside, you’ll appreciate the bright, open floor plan and thoughtfully upgraded interior. At the heart of the home is the updated gourmet kitchen, designed to impress with stylish finishes and an inviting layout perfect for everything from everyday meals to entertaining family and friends. The bathrooms have also been tastefully updated and upgraded, giving the home a fresh, modern feel throughout. With four spacious bedrooms and 2.5 baths, there’s plenty of room to spread out. The versatile living areas provide flexibility for entertaining, working from home, family gatherings, or simply relaxing at the end of the day. Step outside and discover your own private Florida retreat. The fully fenced backyard features a sparkling swimming pool and plenty of space to relax, entertain, barbecue, or soak up the Florida sunshine. Whether hosting weekend gatherings or enjoying a quiet afternoon poolside, this outdoor space is designed to be enjoyed year-round. Conveniently located in the heart of Kissimmee, 2791 Picadilly Circle puts you just minutes from shopping, dining, schools, major roadways, Orlando-area attractions, and everything Central Florida has to offer. Updated gourmet kitchen. Upgraded bathrooms. Four spacious bedrooms. Private fenced backyard. Sparkling pool. Prime Kissimmee location. This home checks all the boxes and is ready for its next owner. Schedule your private showing today and experience everything 2791 Picadilly Circle has to offer!

2791 Picadilly Circle, Kissimmee
$724,900
6 Beds ⋅ 9 Baths ⋅ Bellavida Ph 2c SubDv. ⋅ 34746 Zip Code
Experience resort-style living in this massive pool home, perfect for large families or short-term guests. The chef’s kitchen is built for entertaining, boasting an oversized stone island, dual refrigerators, and dual dishwashers. Melt into the open-concept layout that flows straight out to your private, screened pool deck. With dual primary suites (one on each floor) and a massive upstairs loft, everyone gets their own space. Enjoy 24/7 guard-gated security, premium community amenities, and a prime location minutes from Disney, championship golf, and top Central Florida dining.

222 Marcello Boulevard, Kissimmee
$535,000
4 Beds ⋅ 3 Baths ⋅ Enclave At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Beautifully and completely renovated 4-bedroom, 2.5-bath single-family home in the desirable Enclave at Tapestry community in Kissimmee! This spacious two-story residence features 2,694 sq. ft. of living space and has been thoughtfully upgraded throughout with modern finishes and a fresh, contemporary feel. The main level provides generous living and entertaining areas, while the second floor features spacious bedrooms and a versatile layout for family, guests, or a home office. Enjoy the added benefit of fully paid-off solar panels, providing energy-efficient living with no solar loan to assume. The property also features a 2-car garage, covered and open porch areas, and a generous 6,756 sq. ft. lot. Built in 2017 and extensively renovated, this home combines modern comfort, functionality, and energy efficiency. Conveniently located near major highways, shopping, dining, entertainment, and Central Florida's world-famous attractions. A fantastic opportunity to own a beautifully updated home in a prime Kissimmee location!

3430 Canvas Street, Kissimmee
$549,900
6 Beds ⋅ 4 Baths ⋅ Wiregrass Ph 2 SubDv. ⋅ 34771 Zip Code
Welcome to 5653 Camilla St! Built in 2023, this exceptional 6-bedroom, 3.5-bath home offers 3,166 SF of thoughtfully designed living space on an OVERSIZED lot with a beautiful WATER VIEW. The OPEN-CONCEPT layout features a spacious GOURMET kitchen with a LARGE ISLAND, abundant cabinetry, and stainless-steel appliances. A FIRST-FLOOR BEDROOM and full bath provide an ideal setup for guests or multi-generational living, ideal for guest or IN-LAW SUITE, while the upstairs offers generous bedrooms share a spacious bathroom down the hall by the upstairs Laundry room. Following a versatile LOFT perfect for a home office, gym, media room, or additional living space. Primary suite is retreat with a walk-in shower and huge walk-in closet. Enjoy the covered patio and plenty of room to create your own outdoor oasis or pool. Located in a desirable community with a pool, playground, walking trails, and parks, with convenient 20 mins to Lake Nona, shopping, dining, and major highways. A rare combination of space, flexibility, and location, schedule your private showing today!

5653 Camilla Street, St Cloud
$679,000
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee
$585,000
5 Beds ⋅ 4 Baths ⋅ Hanover Lakes Ph 4 SubDv. ⋅ 34772 Zip Code
Welcome home! This waterfront property boasts 5 bedrooms and 3.5 bathrooms - the perfect large family or multigenerational home - with direct connection to the Alligator Chain of Lakes through the community boat lift for a luxurious lakefront lifestyle that places relaxing, boating, and fishing fun right at your doorstep. Modern finishes, smart home features, and a prime location on a quiet dead-end street position it as an ideal retreat for those seeking the lakefront lifestyle. The open family room and chef's kitchen anchor the home's interior, with a large island, breakfast bar seating, quartz waterfall countertop, stainless steel appliances, self-cleaning double wall oven, farm sink, pantry closet, and 42-inch upper cabinets providing serious cooking capabilities for all occasions, with a quaint canal view. Smart features add a layer of 21st-century functionality to this home, with the garage door, thermostats, Eufy security system, and double wall oven being Wi-Fi connected and controllable whether you are home or away. Although these seem like small things, the little things make such a difference when life never seems to slow down. The app for the oven is the seller’s personal favorite because you can set the temperature ahead of time, so it is ready as soon as you walk in. The features don’t stop there. Recessed lighting illuminates the main areas, where cohesive and durable tile creates visual continuity from the entry foyer to the family room. The cohesiveness continues throughout the home, with all bedrooms featuring plush carpet, offering warmth and comfort in the private quarters, while all bathrooms include matching quartz countertops that perfectly complement the kitchen. Whether it is a morning coffee, a lazy Sunday, or quality time, the relaxing canal view can be enjoyed from the screened patio, family room, or even your bed in the primary suite. Air-conditioned storage is another plus of this home, with several large closets throughout, including some that are hidden away. Beyond the property itself, the community of Hanover Lakes features an array of thoughtful amenities. First off, there is a community boat ramp and lift to the Alligator Chain of Lakes, making the need for a private dock optional. Secondly, there is a community pool with a small waterpark that has two slides, a covered patio with plenty of tables and chairs, a shaded playground, and a multipurpose field adjacent to the pool, perfect for all kinds of fun under the sun. The pool, playground, and patio sit behind a security gate that can be opened via an app, keeping the area secure and making it the perfect setting for the whole family to enjoy. Next to the boat lift, there is also a covered fishing dock that provides both a relaxing place to fish and view the calming waters of Alligator Lake. For daily needs, Publix and Winn-Dixie are minutes away, while Royal St. Cloud Golf Links is just around the corner for golf enthusiasts. Lakefront Park is also nearby with waterfront dining and outdoor recreation, including a beach area, walking/riding trails, splash pad, playground, and a public boat ramp providing access to additional boating, fishing, and water recreation on the East Lake Toho Chain of Lakes. St. Cloud Medical Center is conveniently located for medical needs, and proximity to the FL Turnpike ensures smooth regional connectivity. Do not miss your chance to experience this waterfront lifestyle firsthand. Schedule your private showing today!

5012 Bessie Court, St Cloud
$648,800
5 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to this exceptional home in Solara Resort. This is a rare opportunity! Although located in one of Orlando’s most sought-after short-term rental communities, this home has never been used as a vacation rental. It has had only one owner and has been enjoyed exclusively by the same family since it was built. The home has been very well cared for and remains in outstanding condition. The first floor features a large suite, perfect for the owners or guests. Upstairs, there is a loft that can be used as a media room, game room, or family lounge, plus another spacious suite and three additional bedrooms. Two of the bedrooms share a convenient Jack and Jill bathroom. Offered fully furnished and move-in ready, this home is located just minutes from Walt Disney World, Universal Orlando, shopping, dining, and entertainment. Solara Resort offers great amenities including a clubhouse, resort-style pool, splash park, FlowRider® surf simulator, fitness center, sports courts, playgrounds, restaurant, café, and 24-hour gated security. Perfect as a primary residence, vacation home, or investment property with excellent short-term rental potential.

9083 Sunshine Ridge Loop, Kissimmee
$265,000
4 Beds ⋅ 3 Baths ⋅ Club Cortile SubDv. ⋅ 34746 Zip Code
Welcome to this newly renovated 4-bedroom, 3-bathroom townhome located in the desirable Club Cortile gated community in the heart of Kissimmee. This move-in-ready property features brand-new flooring, fresh interior paint, a new microwave, and a new dishwasher, creating a clean and updated living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, providing plenty of natural light and functional living space. The kitchen features ample cabinetry, generous countertop space, and modern appliances for everyday convenience. The thoughtfully designed layout includes four spacious bedrooms and three full bathrooms, providing flexibility for family living, guests, or a home office. The primary suite includes a private en-suite bathroom and generous closet space. Step outside to the private screened lanai, providing a comfortable outdoor space for relaxing or entertaining. Residents of Club Cortile enjoy access to community amenities including a gated entrance, clubhouse, resort-style swimming pool and spa, fitness center, tennis courts, basketball court, playground, and beautifully maintained common areas. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, shopping, dining, golf courses, and major roadways including US-192, Osceola Parkway, SR 417, and Florida's Turnpike, this home provides convenient access to Central Florida's attractions and everyday amenities.

2848 Club Cortile Circle, Kissimmee
$309,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee
$379,700
3 Beds ⋅ 3 Baths ⋅ Pinewood Gardens SubDv. ⋅ 34769 Zip Code
Welcome home to a lifestyle designed for comfort, space, and everyday enjoyment! Built in 2019, this beautiful two-story home offers 3 bedrooms, 2.5 bathrooms, a spacious den, and a 2-car garage, combining modern features with a warm and inviting feel. The open-concept living area flows seamlessly into a stylish kitchen featuring a large center island with seating, granite countertops, stainless steel appliances, and plenty of cabinetry—perfect for casual mornings, entertaining friends, or gathering with family. Step outside and enjoy a generous private, fully fenced backyard with an extended paver patio, offering plenty of room for outdoor dining, entertaining, pets, play, or simply relaxing and enjoying the Florida lifestyle. Inside, crown molding throughout the home adds an elegant finishing touch, while a smart home system with Alexa brings convenience to your daily routine. The home is also equipped with a water softener/filtration system for added comfort. The spacious den provides the flexibility today's lifestyle demands—ideal for a home office, media room, playroom, or additional living space. Upstairs, the bedrooms offer a comfortable retreat from the main living areas. Modern, spacious, move-in ready, and designed for both entertaining and everyday living—this is a home where you can truly settle in and enjoy the Florida lifestyle. Schedule your private showing today!

3821 Pinewood Gardens Boulevard, St Cloud
$650,000
2 Beds ⋅ 2 Baths ⋅ S L & I C SubDv. ⋅ 34772 Zip Code
Welcome to 4465 Story Road, where peaceful country living meets endless opportunity on 9+ acres in one of St. Cloud's fastest-growing corridors. Whether you're dreaming of building a private family compound, expanding your investment portfolio, or simply escaping the pace of the city, this exceptional property offers the rare combination of privacy, acreage, and convenience. The charming 2-bedroom, 2-bath residence features a warm, open-concept floor plan filled with rustic character. The inviting farmhouse-inspired kitchen showcases vintage charm and serves as the heart of the home, flowing seamlessly into the spacious living area—perfect for entertaining or enjoying quiet evenings overlooking your own slice of Old Florida. Both bedrooms are generously sized, including an oversized primary suite designed for comfort and relaxation. Step outside and experience what makes this property truly special. Surrounded by wide-open skies, mature trees, and friendly neighbors, you'll enjoy the serenity of country living while remaining close to everything Central Florida has to offer. The property is located near Lake Gentry, offering easy access to boating, fishing, horseback riding, and outdoor recreation, and sits adjacent to the private Gentry Airport, making it especially appealing for aviation enthusiasts. Despite its peaceful setting, you're only: Approximately 30 minutes to Lake Nona Medical City, Lake Nona Town Center, Boxi Park, Drive Shack, premier dining, shopping, and entertainment. Approximately 30 minutes to Orlando International Airport (MCO). Approximately 20 minutes to Florida's Turnpike, providing convenient access to Orlando, Kissimmee, and Central Florida's world-famous attractions. Within easy driving distance of Historic Downtown St. Cloud, East Lake Tohopekaliga, restaurants, shopping, golf, and everyday conveniences. For developers and land investors, the location is equally compelling. The surrounding Lake Gentry and Hickory Tree Road corridor continues to experience significant residential growth with nearby master-planned communities, expanding infrastructure, and new home construction. This area sits within the path of continued east Osceola County expansion, driven by the ongoing growth of Lake Nona, Medical City, and the southeastern Orlando corridor. New residential communities such as Estates at Hickory Cove are bringing additional amenities and housing to the immediate area, while continued investment throughout the Lake Gentry corridor reinforces the area's long-term appreciation potential. Properties offering this much land, privacy, and proximity to Central Florida's fastest-growing employment and lifestyle hubs are becoming increasingly difficult to find. Whether you're looking for a forever home, an equestrian retreat, a custom estate site, or a long-term investment opportunity, 4465 Story Road offers the space, location, and lifestyle to make it happen.

4465 Story Road, St Cloud
$915,000
8 Beds ⋅ 5 Baths ⋅ Cove/Storey Lake Iii SubDv. ⋅ 34746 Zip Code
Enjoy the Perfect Blend of Vacation and Investment! Experience the best of Central Florida with this stunning, fully furnished 8-bedroom, 5-bathroom home with a private pool and spa in the highly desirable Storey Lake Resort, one of Orlando's premier vacation communities. Ideally located in the heart of Kissimmee, this exceptional property is just 7 minutes from Walt Disney World and minutes from Universal Orlando Resort, SeaWorld, shopping, restaurants, hospitals, major highways, and toll roads. Designed to comfortably accommodate up to 26 guests, this spacious luxury vacation home offers exceptional income potential while providing the perfect retreat for family vacations. Whether you're looking for a primary residence, a second home, or a turnkey short-term rental investment, this property is an excellent opportunity. Enjoy the convenience of being just steps away from the exclusive resort-style clubhouse, where residents and guests can take advantage of incredible amenities including a water park, resort-style swimming pools, fitness center, sports courts, playgrounds, and much more. With two amenity-filled clubhouses, Storey Lake Resort offers endless entertainment and relaxation for all ages without ever needing to leave the community.

2746 Oxymoron Way, Kissimmee
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