Osceola County Homes under $250,000

Osceola County Homes under $250,000

Welcome to Osceola County, Florida—a vibrant community that beautifully blends natural beauty, rich culture, and modern conveniences. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, including picturesque lakes and lush parks, making it an ideal place for outdoor enthusiasts and families alike. With attractions like the famous Walt Disney World just a stone's throw away, residents enjoy the perfect balance of tranquility and excitement.

For those seeking a home in this enchanting region, you’ll be delighted to discover a variety of charming properties available for under $250,000. Whether you’re a first-time homebuyer, a savvy investor, or looking to downsize, Osceola County offers an array of options to fit your needs. From cozy single-family homes to inviting townhouses, each property reflects the warmth and character of the community.

Imagine settling into a quaint neighborhood where friendly neighbors greet you with smiles, and children play in safe, welcoming parks. With excellent schools, convenient shopping, and a plethora of dining options nearby, you’ll find everything you need just around the corner.

Living in Osceola County means enjoying a lifestyle that embraces both relaxation and adventure. With affordable housing options under $250,000, you can create the home of your dreams without breaking the bank. Explore the possibilities today and discover why so many are choosing to call Osceola County home!

Newest Osceola County Homes under $250,000

no property photo
$238,500
3 Beds ⋅ 2 Baths ⋅ Flora Ridge Condo Ph 5 Bldg 2 SubDv. ⋅ 34741 Zip Code
Excellent opportunity for homeowners and investors! This first-floor condo in Kissimmee is being sold AS-IS and features 3 bedrooms, 2 bathrooms, and a versatile den that can be used as an additional bedroom, home office, or flex space. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property offers an ideal combination of location, comfort, and convenience. Situated within a secure, gated community, residents can enjoy peace of mind and resort-style amenities, including a beautiful swimming pool overlooking the lake—perfect for relaxing and unwinding. The community also offers elevator access to all floors. Enjoy the convenience of first-floor living with easy access to the community amenities. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property offers excellent potential in a desirable Kissimmee location.

3000 Laurel Park Lane Unit 107, Kissimmee
2856 Osprey Cove Place Unit 204, Kissimmee
$234,997
3 Beds ⋅ 2 Baths ⋅ Osprey Cove At The Oaks Condo Ph 15 SubDv. ⋅ 34746 Zip Code
Welcome home to 2856 Osprey Cove Pl #204, a beautifully updated 3-bedroom, 2-bathroom second-floor CORNER condo in the gated golf course community of Osprey Cove at The Oaks in Kissimmee, FL. As a corner unit, this home offers extra privacy, more natural light, and fewer shared walls. Inside, high ceilings and an open floor plan create a bright, airy space where the kitchen, dining, and living areas flow together for easy everyday living and entertaining. The split floor plan places the primary suite and the second bedroom on opposite sides of the home, making it a great fit for guests, a roommate, or a home office. Step out to your screened-in patio for morning coffee or a relaxing evening outdoors without the bugs. Life at Osprey Cove means a gated entry, a sparkling community pool, and a peaceful golf course setting within The Oaks, home to Oaks National Golf Club. Lake Tohopekaliga (Lake Toho), one of Florida’s top bass fishing lakes, is just minutes away for boating, fishing, and airboat tours. The location is hard to beat. Shoppes of Kissimmee on John Young Pkwy is less than a mile away, and Publix at Pleasant Hill Commons and the Village Shops at Bellalago are a quick drive. Enjoy nearby dining like Mama Romano’s, Pazza Luna, Aji Ceviche Bar, and Boba Casa, plus local coffee and bakery spots throughout the Pleasant Hill and Osceola Pkwy corridors. Outdoor lovers can bike or walk the Shingle Creek Regional Trail, kayak the headwaters of the Everglades at Shingle Creek Regional Park, or catch the sunset at Kissimmee Lakefront Park. Historic Downtown Kissimmee, Old Town, Gatorland, and Walt Disney World are all a short drive. Commuting is easy with quick access to John Young Pkwy, US-192, Osceola Pkwy, and Florida’s Turnpike, plus the Kissimmee SunRail/Amtrak station. Osceola Regional Medical Center, Valencia College Osceola Campus, and Orlando International Airport are all within easy reach. Zoned for Pleasant Hill Elementary, Horizon Middle, and Liberty High (buyer to verify). Whether you’re looking for a low-maintenance primary residence, a second home near the parks, or an investment property in a high-demand rental area, this updated corner condo checks every box. Schedule your private showing today!

2856 Osprey Cove Place Unit 204, Kissimmee
1777 Atwater Court, Kissimmee
$249,900
4 Beds ⋅ 2 Baths ⋅ Windmill Point Unit 4b SubDv. ⋅ 34746 Zip Code
Wow!! Freshly to this HOT market, Investor opportunity, or 1st time home buyer. A Unique opportunity to work onto your next project that can be added to your Investment portfolio. Whether you are looking for your next fixer-upper project or make it your own primary residence, this home has significant potential. Do not miss out this great opportunity to own this 4-BEDROOM 2 BATH,1,855 square living space that offers a Dining and living room combo and a large kitchen. Property also offers a large/spacious backyard with plenty of potential to host gatherings with family and friends. This home is the perfect opportunity for a FIXER-UPPER that can generate income. Property is sold AS IS ONLY. Don't miss out on this fantastic opportunity!

1777 Atwater Court, Kissimmee
2904 Squire Oak Court, St Cloud
$239,000
2 Beds ⋅ 2 Baths ⋅ King Oak Villas Ph 3 4th Add SubDv. ⋅ 34769 Zip Code
Virtually Staged. Location, comfort, and convenience all in one! This charming 2-bedroom, 2-bathroom home in St. Cloud offers a comfortable layout with two full bathrooms, perfect for everyday living or hosting guests. Relax and unwind on the porch, and enjoy access to community amenities just steps from your door. Located in a peaceful setting just 12 minutes from Downtown St. Cloud, with its variety of restaurants, shops, and lakefront events, and only 15 minutes from Florida’s Turnpike for an easy commute to Orlando and beyond. Currently tenant occupied, making it a great opportunity for investors or future homeowners. Homes in this location don’t last — schedule your showing today!

2904 Squire Oak Court, St Cloud
2210 Grand Cayman Court Unit 1733, Kissimmee
$180,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Virtually Staged. Welcome to Villa Del Sol! Whether you're looking for a place to call home, a Florida getaway, or an investment opportunity, this 2-bedroom, 2-bathroom condo offers flexibility, comfort, and a convenient location. With 1,026 square feet of living space, the unit features laminate flooring throughout the main living areas, carpeted bedrooms, and a kitchen with shaker-style cabinets, granite countertops, and plenty of storage. One of the biggest advantages of this property is its rental flexibility, allowing both short-term and long-term rentals. Enjoy it as your primary residence, use it as a vacation retreat, or take advantage of its income-producing potential. Villa Del Sol offers community amenities including swimming pools, tennis courts, a playground, and outdoor spaces to enjoy the Florida sunshine. The location is another highlight, with The Loop shopping and dining destination nearby, along with convenient access to Disney theme parks, other Central Florida attractions, restaurants, and major roadways. Whether you're buying for yourself or adding to your investment portfolio, this condo offers a great combination of location, lifestyle, and opportunity. Schedule your private showing today!

2210 Grand Cayman Court Unit 1733, Kissimmee
3008 Red Ginger Road, Kissimmee
$219,000
2 Beds ⋅ 3 Baths ⋅ Encantada Ph 2 SubDv. ⋅ 34747 Zip Code
This INCREDIBLY priced turnkey 2-bedroom, 2.5-bathroom townhome in the HIGHLY desirable Encantada Resort arrives fully furnished and offers total flexibility as a proven short-term rental, private vacation getaway, or permanent primary residence. The main level features a fluid open floor plan with tile flooring throughout the kitchen, dining, and living spaces, alongside a practical laundry room, utility closet and half bath. The rear sliding doors open directly to a semi-private back patio with your own private jacuzzi, providing an ideal retreat after a day of entertainment! Upstairs, the layout ensures privacy with a spacious primary suite and master bathroom along side a second bedroom featuring its own dedicated en-suite bathroom as well. Encantada Resort elevates the ownership experience with premium community amenities, including gated security, a vibrant clubhouse, a fitness center, zero-entry resort pools, and an on-site restaurant and lounge. The prime location places you just minutes from Disney parks, Universal Studios, and SeaWorld, as well as excellent local dining. Ownership is exceptionally effortless, as the HOA dues cover exterior maintenance, landscaping, cable, and internet. If that's not enough....Professional Short Term Management is already in place allowing the transition to be effortless, should you choose to keep their service! This won't last!! Call for your private viewing!

3008 Red Ginger Road, Kissimmee
8815 Dunes Court Unit 105, Kissimmee
$199,900
2 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
INCREDIBLE OPPORTUNITY UNDER $200,000 IN GATED LEGACY DUNES, JUST MINUTES FROM DISNEY! Whether you're looking for a vacation getaway, investment property, or full-time residence, this beautifully furnished 2-bedroom, 2-bathroom FIRST-FLOOR condo is an exceptional value in a resort-style community! Previously used as an Airbnb, this move-in-ready condo features ceramic tile flooring throughout, an updated kitchen with granite countertops, neutral-toned cabinetry, and newer appliances, including a washer and dryer. The bright, open floor plan provides a comfortable living space, while the screened-in patio is perfect for relaxing after a day enjoying everything Central Florida has to enjoy. The HOA includes internet, water, trash pickup, and pest control, making ownership even more convenient. Residents and guests can enjoy fantastic resort-style amenities, including TWO COMMUNITY POOLS, a clubhouse, fitness center, tennis and basketball courts, walking trails, and playgrounds. Conveniently located near Walt Disney World, shopping, dining, entertainment, and major roadways. Whether you're searching for a personal retreat or a property with rental potential, this condo is an opportunity you don't want to miss! SCHEDULE YOUR PRIVATE SHOWING TODAY!

8815 Dunes Court Unit 105, Kissimmee
3024 Parkway Boulevard Unit 304, Kissimmee
$158,900
1 Beds ⋅ 1 Baths ⋅ Blossom Park Villas A Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. Step into a turn-key piece of paradise just minutes from the Magic! This beautifully maintained, renovated 1-bedroom, 1-bathroom condo offers the ultimate setup for a short-term rental investment, vacation getaway, or low-maintenance secondary home. The interior features a bright, inviting open floorplan with modern updates throughout, offering comfort and convenience from day one. Unbeatably located roughly 5 miles from Walt Disney World, you are positioned minutes from Disney Springs, Universal Studios, Epic Universe, top-tier shopping, dining, and major highways (I-4 and US-192) for easy travel to Orlando International Airport. Hassle-free ownership is built right in, as the HOA dues cover electricity, water, internet, cable TV, trash, exterior maintenance, and community amenities—including a resort-style pool, clubhouse, fitness center, and tennis courts. A fantastic opportunity to own renovated, high-demand real estate in the heart of Orlando's attraction corridor!

3024 Parkway Boulevard Unit 304, Kissimmee
2930 Polynesian Isles Boulevard, Kissimmee
$55,000
1 Beds ⋅ 1 Baths ⋅ Maingate Hotel Condo Or 6682/1167 Bldg C Unit 230 SubDv. ⋅ 34746 Zip Code
EXCELLENT INVESTMENT OPPORTUNITY Fully furnished condo -hotel unit in a prime Kissimmee location, near Walt Disney Workshopping,dinning, and entertainment.Perfect for investors seeking vacation rental income potential or a personal vacation getaway.this turnkey property offers convenience flexibility and a great opportunity to invest in central floridas vacation destination amazing units for sale for investments .

2930 Polynesian Isles Boulevard, Kissimmee
169 Birmingham Drive, Kissimmee
$237,000
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 3 SubDv. ⋅ 34758 Zip Code
Updated, light and bright 3 bedroom, 2 bath, 2 car garage home in Village 3 of Poinciana. Large, covered and screened back porch and spacious yard. High ceilings, wood tile floors, neutral paint and finishes. White wood cabinets granite counters, stainless steel appliances. Villages of Poinciana offer many amenities like parks, and pools and recreation facilities.

169 Birmingham Drive, Kissimmee
3460 Allegra Circle, St Cloud
$250,000
3 Beds ⋅ 3 Baths ⋅ Portofino Vista SubDv. ⋅ 34772 Zip Code
Virtually Staged. Welcome to this charming 3-bedroom, 2.5-bathroom END-UNIT townhome in the desirable Portofino Vista community of St. Cloud! Situated on a CORNER LOT with serene POND VIEWS, this 1,560 sq ft home built in 2007 offers NEW AC for worry-free comfort, NEW KITCHEN CABINETS, and beautiful WOOD-LOOK TILE FLOORING THROUGHOUT (no carpet!). The relaxing PRIMARY SUITE features a SOAKING TUB plus a SEPARATE SHOWER. Enjoy outdoor living with a PAVER DRIVEWAY and PAVER BACK PATIO. The community offers a POOL and CLUBHOUSE for year-round enjoyment. Don't miss this well-maintained townhome at an incredible value!.

3460 Allegra Circle, St Cloud
2308 Silver Palm Drive Unit 105, Kissimmee
$221,500
3 Beds ⋅ 2 Baths ⋅ Windsor Palms Condo Ph 10 SubDv. ⋅ 34747 Zip Code
PRICED TO SELL! FIRST-FLOOR CONDO WITH CONSERVATION VIEWS—JUST MINUTES FROM WALT DISNEY WORLD! Enjoy comfort, convenience, and a peaceful setting in this fully furnished 3-bedroom, 2-bath condo. Located on the first floor with beautiful conservation views, this inviting retreat offers an open-concept living and dining area with plenty of space to gather, relax, and make lasting memories. The versatile floor plan works beautifully as a double-primary setup, making it especially appealing for two families vacationing together. A spacious kitchen offers ample cabinetry and counter space, while the primary bedroom features a private bathroom and a generous walk-in closet. Set within a guard gated community, residents and guests can enjoy resort-style amenities including a swimming pool, tennis courts, playground, fitness center, jacuzzi, pool table, on-site convenience store, movie theater, and more. Internet, water, cable, and gym access are included. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions, this condo is the perfect retreat for enjoying resort-style living. Schedule your private tour today!

2308 Silver Palm Drive Unit 105, Kissimmee
Start Your Search

How much is your home worth?

Get instant property value now!