Osceola Homes for Sale

Osceola Homes for Sale

**Discover the Charm of Osceola County, Florida**

Welcome to Osceola County, a vibrant gem nestled in the heart of Central Florida! Known for its picturesque landscapes and friendly communities, Osceola County offers a unique blend of suburban tranquility and urban convenience. With its rich cultural heritage and diverse population, this area is perfect for families, retirees, and everyone in between.

Osceola County is home to a variety of attractions, including the famous Walt Disney World Resort and the serene beauty of the Kissimmee Prairie Preserve. Outdoor enthusiasts will love the abundance of parks, lakes, and nature trails that provide endless opportunities for recreation. The county also boasts a thriving arts scene, with local galleries, theaters, and community events that celebrate the creativity of its residents.

When it comes to real estate, Osceola County has something for everyone. Whether you’re seeking a cozy single-family home, a luxurious estate, or a charming townhouse, the homes for sale here cater to diverse tastes and budgets. Many properties are located in family-friendly neighborhoods, complete with top-rated schools, shopping centers, and dining options just a stone's throw away.

Imagine relaxing in your backyard oasis or taking a stroll through one of the many scenic parks that dot the landscape. With a growing economy and a welcoming community, Osceola County is not just a place to live; it’s a place to call home. Explore the homes for sale today and discover the perfect setting for your next chapter in this enchanting part of Florida!

Newest Osceola Homes for Sale

$520,000
5 Beds ⋅ 3 Baths ⋅ Southern Pines Ph 5 SubDv. ⋅ 34772 Zip Code
More than $50,000 in upgrades! Welcome to this beautifully upgraded 5-bedroom home in Southern Pines, ideally positioned with a peaceful conservation view. One of the five bedrooms has been opened to create a spacious and versatile additional living area, offering the flexibility to enjoy it as a family room, home office, playroom, media room, or easily convert it back to a bedroom to suit your needs. This move-in-ready home offers exceptional value with extensive upgrades already completed, saving the next owner the time, expense, and hassle of completing similar improvements themselves. The spacious floor plan features generous living areas, an open-concept design, a well-appointed kitchen, and a comfortable primary suite designed for everyday living and entertaining. Step outside and enjoy the Florida lifestyle with synthetic turf for low-maintenance outdoor living, pavers surrounding the home, and an outdoor shower. The home backs to a protected conservation area, providing a peaceful natural backdrop and added privacy. The community also features greenbelt areas throughout, along with desirable amenities including a community pool and playground. Located in a desirable St. Cloud community with highly rated schools, including A-rated schools, this home combines extensive upgrades, flexible living space, privacy, outdoor features, and convenience. The community offers excellent access to Florida's Turnpike, making commuting throughout Central Florida convenient, and is approximately 30 minutes from Orlando, depending on traffic and destination. Enjoy easy access to the Florida Turnpike, St. Cloud Lakefront Park, shopping, dining, parks, and major roadways. With over $50,000 in upgrades, a peaceful conservation view, beautiful outdoor spaces, flexible living options, and great community amenities, this home offers the perfect combination of comfort, convenience, and value. It’s move-in ready and waiting for its next owner to enjoy.

4210 Southern Vista Loop, St Cloud
$289,900
3 Beds ⋅ 3 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Beautifully maintained 3-bedroom, 2-bathroom single-family home built in 2020, offering 1,571 sq ft of comfortable living space in the heart of Kissimmee. This modern residence features an open, functional floor plan ideal for everyday living and entertaining, with a spacious primary suite and well-appointed secondary bedrooms. Located in a growing community close to shopping, dining, and major roadways, with easy access to Central Florida's top attractions. A fantastic opportunity for homeowners or investors alike — schedule your showing today!

1045 Dudley Drive, Kissimmee
$474,900
4 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to 1466 Woodmont Boulevard, a beautifully upgraded two-story home in the Cypress Hammock master-planned community in Kissimmee, FL. Built in 2024, this homes sits on a pond view lot with a stunning view and has 4-bedroom, 2.5-bath and a 2-car garage. The open first floor pairs a combined living and dining area in large ceramic tile with a kitchen featuring granite counters, shaker cabinetry, subway tile backsplash, stainless appliances, walk-in pantry and an island that sits up to four people. A dedicated home office sits just off the main living space, finished with custom built-in desks, cabinetry, and designer accent walls, an ideal setup for remote work. There's also a conveniently located half bath that serves the first floor. Sliding doors open to the covered lanai and fenced yard overlooking the water. Upstairs, a spacious bonus loft opens at the top of the stairs and works beautifully as a media room, playroom, or second gathering space. The primary suite offers luxury vinyl plank (LVP) flooring, an en-suite bath with a dual-sink granite vanity, and a professionally built-in, walk-in closet complete with custom shelving, drawers, and integrated lighting. Three more bedrooms with an additional bathroom complete the second floor. Additional features include a covered rear lanai, a fully fenced backyard with black aluminum picket fencing along the water to keep the view open, a paver driveway, and an interior laundry room with washer and dryer included. Cypress Hammock residents enjoy resort-style amenities including a community pool with water slide, playground, pavilion, and a dock overlooking the lake. All backed by a low monthly HOA and NO CDD. Easy access to Poinciana Boulevard and US-192 puts supermarkets, everyday shopping, and a wide range of restaurants within minutes, including the dining and shopping options of the Old Town entertainment district. Walt Disney World is approximately 9 miles away, with Orlando International Airport about 20 miles east. Don't miss out and schedule your showing today!

1466 Woodmont Boulevard, Kissimmee
$441,990
4 Beds ⋅ 3 Baths ⋅ Buena Lago SubDv. ⋅ 34772 Zip Code
Under Construction. Buena Lago presents the Galen. This amazing all concrete block construction single-family home features 4 bedrooms and 2.5 bathrooms optimizing living space with an open concept layout. The well-appointed kitchen overlooks the great room and features an island with bar seating, beautiful quartz countertops, and stainless steel appliances making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and half bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms, a full bathroom, and a laundry area. Like all homes in Buena Lago, the Galen includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

3519 Malawi Trail, St Cloud
$875,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
First floor primary bedroom plus upstairs ensuite in desirable Artisan Park. This charming 4-bedroom, 3.5-bath Coastal-style with 2,587 square feet of living space, this home features double front porches and a floor plan designed for comfortable everyday living. The primary suite is conveniently located downstairs, while three additional bedrooms are upstairs, including one with a private bathroom. As you enter the home, you're greeted by a separate dining room and living room, creating a welcoming and traditional entry space. As you continue toward the back of the home, the layout opens into the kitchen and family room, creating a comfortable gathering space for everyday living. The backyard patio provides a great spot for outdoor dining and entertaining, or simply relaxing and enjoying the Florida weather. The home also features fully owned solar panels and a new roof was installed in 2022. Residents of Artisan Park have exclusive access to the private clubhouse, featuring a restaurant and bar, fitness center, and resort-style pool, along with a variety of social events held throughout the month.

1114 Tapestry Drive, Celebration
$290,000
2 Beds ⋅ 2 Baths ⋅ Pebble Creek SubDv. ⋅ 34744 Zip Code
Welcome to 1374 Boulder Dr, a well-maintained 2-bedroom, 2-bath home offering 1,063 sq. ft. of comfortable living space in the desirable Pebble Creek area of Kissimmee. Whether you are a first-time homebuyer looking for an affordable place to call home or an investor searching for a great opportunity in a convenient Central Florida location, this property offers excellent potential. Built in 1984 with continuous footing construction, the home features a 2024 HVAC system, 2017 roof, and 2017 water heater. Its ready to move in, minimalist style provides a blank canvas ready for you to personalize and make your own. Best of all NO HOA and NO CDD! Enjoy an excellent location just approximately 5 minutes from Walmart near Osceola Parkway and Michigan Avenue, Florida’s Turnpike, and Valencia College, with convenient access to shopping, dining, schools, and major roadways. A great combination of location, affordability, flexibility, and investment potential. schedule your showing today!

1374 Boulder Drive, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Emerald Pointe SubDv. ⋅ 34743 Zip Code
A fresh new look, a peaceful backyard and a location that keeps everyday conveniences within easy reach—2350 Topaz Trail brings it all together. Newly painted inside and out, this move-in-ready 3-bedroom, 2-bath home is located in the desirable Lakeside community. Great investment opportunity as well. The bright, open floor plan features tile flooring throughout and a split-bedroom design that provides added privacy. The spacious primary suite offers a walk-in closet and private bath with dual sinks, a garden tub and separate shower. The kitchen comes complete with appliances, while a new washer and dryer, Nest thermostat and gutters add everyday comfort and convenience. Outside, the vinyl-fenced backyard features a patio and overlooks a peaceful conservation area—creating a private setting for relaxing, entertaining or enjoying the Florida sunshine. A beautiful pond directly across the street further enhances the home’s inviting surroundings. Additional highlights include a 2018 roof and two-car garage. Conveniently located near shopping and dining at The Loop, grocery stores, medical facilities, Osceola Parkway and the Florida Turnpike, with easy access to Orlando International Airport, Lake Nona and Central Florida’s attractions. Reasonably priced to sell quickly, this home offers an excellent combination of condition, location and value.

2350 Topaz Trail, Kissimmee
$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
$330,000
3 Beds ⋅ 3 Baths ⋅ E L Lesleys SubDv. ⋅ 34741 Zip Code
Great opportunity for investors or handy buyers! This 5-bedroom, 4-bathroom home features a huge covered patio and offers 1,720 SF of living space in a centrally located Kissimmee neighborhood. The layout includes a galley kitchen with ample storage open to the dining area, a built-in fireplace, and a bonus Florida room for extra living space. The primary bedroom opens via French doors to the patio — great bones and great potential once updated. Home needs TLC throughout; priced accordingly for buyers ready to bring their vision (and toolbox). Large fenced backyard offers room to expand or add value. Close to major roads, shopping, and dining. Sold strictly AS-IS, seller making no repairs. Buyer/buyer's agent to independently verify all information. Cash or renovation financing preferred — schedule your showing and see the potential today!

711 S Emory Avenue, Kissimmee
$249,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook South North Prcl Ph 2 SubDv. ⋅ 33896 Zip Code
FULL GOLF AND TENNIS MEMBERSHIP INCLUDED!!! Beautifully maintained and thoughtfully designed, this open-concept 2-bedroom, 2-bathroom villa is the perfect blend of luxury and comfort. IMMACULATE! LIGHT AND BRIGHT! Conveniently located just a short stroll from the neighborhood pool. The kitchen showcases elegant quartz countertops, slate-finish appliances, and a spacious breakfast bar, ideal for casual dining and entertaining. The primary suite offers a large, custom walk-in closet, dual sinks, and a walk-in shower. A generously sized secondary bedroom is ideal as an office or den. Additionally, a versatile flex room provides the option a separate Dining Room. This villa features high-end flooring, screened lanai, epoxy garage floor, and separate laundry room. Enjoy the ease of golf cart access throughout the entire community! This gated, resort-style community offers an unparalleled lifestyle centered around three exclusive clubhouses. The Oasis Club features a 14,000 sq ft clubhouse with a full-service restaurant, movie theater, fitness center, game room, tiki bar, lazy river, cabanas, and more. The private, resident-only Plaza clubhouse offers a second restaurant and bar, fitness center, game room, two pools, and pickleball courts—perfect for an active and social lifestyle. Now open, The Retreat Club features an exciting waterpark that brings even more fun for residents and guests. The HOA includes full access to all three clubhouses and their amenities, a complete golf and tennis membership, food and beverage credit, gated entry, full lawn maintenance, security monitoring, cable, phone, and internet. CDD and trash services are included in the property taxes. ChampionsGate Country Club offers the ultimate Florida lifestyle—whether you’re enjoying a round of golf, relaxing poolside, or dining with friends at one of the three clubhouses. All of this, just minutes from world-renowned theme parks, championship golf, premier shopping, and endless dining options in the Orlando area!

1064 Blackwolf Run Road, Davenport
$1,700,000
5 Beds ⋅ 4 Baths ⋅ Lasseters SubDv. ⋅ 34744 Zip Code
Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market. Beyond the private wrought-iron gates off Neptune Road, this 1.5-acre estate offers the privacy and freedom of no HOA, allowing you to keep your boat just steps from the water and your RV on its own dedicated pad with electrical hookup. From the sparkling saltwater pool and tranquil koi pond with cascading waterfall to the countless custom features throughout the property, this is a home that truly must be experienced in person. Built with durable concrete block construction and topped with a newer roof, the residence features a timeless blend of hardwood and tile flooring. The heart of the home is a chef’s kitchen designed for both everyday living and entertaining, complete with custom wood cabinetry, a premium Viking vent hood over a six-burner gas cooktop, and sunset views of Lake Toho from the kitchen sink. The outdoor living spaces are equally impressive. Positioned between the pool area and the lakeshore, the custom outdoor kitchen is an entertainer’s dream, featuring a full brick wood-fired oven, brick rotisserie, brick smoker, and expansive concrete cooking area—perfect for hosting everything from intimate family dinners to large gatherings. The spacious primary suite occupies its own private wing of the home and showcases an entire wall of windows framing spectacular lake views. The en-suite bath includes a relaxing garden tub, separate walk-in shower, generous walk-in closet, and ample space to create your own private retreat. The main residence also offers three additional bedrooms, a dedicated office with a closet that could serve as a fifth bedroom, and thoughtfully designed living spaces throughout. Adding even more versatility is the detached guest house, complete with its own private driveway and rear entrance. Featuring an open-concept living and kitchen area, separate bedroom, full bath, and its own HVAC system, it’s ideal for extended family, guests, a private office, or potential rental opportunities. Despite its peaceful, estate-like setting, this exceptional property is conveniently located just minutes from the rapidly growing NeoCity technology district, Osceola Heritage Park, the Florida Turnpike for easy access throughout Central Florida, as well as the Kissimmee and Amtrak SunRail stations for a convenient alternative to highway commuting. This location is also great for the theme park enthusiasts, with over 15 major Disney, Universal, and SeaWorld parks combined within a short drive. For the avid boater/fisherman, you will be delighted to know that your boat- parked on your own dock (with a boat lift)- here on Lake Toho is a part of the Chain-of-Lakes, allowing you to travel through lakes all over Florida, and even to the Atlantic or Gulf of America. Lake Toho also hosts several professional bass fishing tournaments each year. Whether you’re searching for a private waterfront retreat, an entertainer’s paradise, or a place where you can truly enjoy the Florida lifestyle, this one-of-a-kind Lake Toho estate offers an opportunity that’s rarely available.

807 Neptune Road, Kissimmee
Start Your Search