Osceola County Homes under $500,000

Osceola County Homes under $500,000

Welcome to Osceola County, Florida – a vibrant and diverse region that perfectly balances the charm of small-town living with the excitement of urban amenities. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and proximity to world-famous attractions like Walt Disney World and Universal Studios. With its beautiful lakes, lush parks, and welcoming communities, Osceola offers a lifestyle that is both relaxed and invigorating.

For homebuyers seeking affordability without compromising on quality, Osceola County is a treasure trove of options. With a variety of homes available for under $500,000, this region provides an excellent opportunity for first-time buyers, families, and retirees alike. From charming single-family homes in quaint neighborhoods to modern townhouses with amenities, there’s something for everyone. Many properties boast spacious yards, contemporary designs, and convenient access to schools, shopping, and recreational activities.

Imagine waking up in a cozy home surrounded by the natural beauty of Osceola County, where outdoor adventures await just outside your door. Whether you enjoy hiking, fishing, or simply soaking up the sun at one of the many local parks, the lifestyle here is all about enjoying the great outdoors.

In Osceola County, you’ll find not just a house, but a place to call home. With affordable housing options, a welcoming community, and endless opportunities for fun and relaxation, it’s no wonder that so many people are choosing to make this enchanting area their home. Explore your options today and discover the perfect property that fits your budget and lifestyle!

Newest Osceola County Homes under $500,000

1541 Indian Oaks Trail, Kissimmee
$475,000
4 Beds ⋅ 2 Baths ⋅ O6447040 MLS
Discover the opportunity to own a property in the heart of Central Florida’s world-renowned tourism market! Beautifully positioned 4-bedroom, 2-bathroom home with a private pool, this lovely home offers excellent potential as a short-term rental, long-term investment, vacation home, or primary residence. Fully furnished and move-in ready, this property makes it easy to enjoy the Florida lifestyle from day one or explore its potential as a rental investment. The open-concept floor plan provides a comfortable and inviting space for everyday living and entertaining, while the private pool creates the perfect outdoor retreat for relaxing under the Florida sunshine. Located just minutes from Walt Disney World and Central Florida’s major attractions, this property is ideally positioned for those seeking convenience and strong rental appeal. No HOA and no CDD provides added flexibility for homeowners and investors. Enjoy easy access to shopping, restaurants, entertainment, major highways, and theme parks, while being approximately 30 minutes from Downtown Orlando and Orlando International Airport. Whether you're looking for a personal Florida retreat or an income-producing investment, this 4-bedroom pool home offers an outstanding opportunity in one of Central Florida’s most desirable tourism areas. Call me today for a private showing!

1541 Indian Oaks Trail, Kissimmee

Listing courtesy of REAL BROKER, LLC. 855-450-0442
4985 Windermere Avenue, Kissimmee
$479,000
4 Beds ⋅ 3 Baths ⋅ S5158366 MLS
PRIVATE POOL. FULLY FURNISHED. STOREY LAKE RESORT. This is the Florida vacation home buyers come looking for—and 4985 Windermere Avenue is ready to show them why. Step inside this 4-bedroom, 3-bathroom townhome and find 1,914 square feet designed for time together. The open living and dining space flows into a kitchen with a generous island, while sliding doors lead to your own screened-in pool. Start the morning with coffee by the water, spend the day exploring Orlando, and come home to a swim whenever you please. A bedroom and full bathroom on the first floor give guests a comfortable space of their own. Upstairs, two additional bedrooms, a full bathroom, and a primary suite provide room to unwind. You’ll also find an upstairs laundry room and a dedicated owner’s closet for storing personal belongings between stays. Beyond your front door, Storey Lake delivers the resort experience: clubhouses, pools, a lazy river, water slides, splash areas, kayaking, playgrounds, and fitness facilities. The community’s Kissimmee location puts Walt Disney World, Disney Springs, International Drive, Universal Orlando Resort, SeaWorld, restaurants, and shopping within easy reach. Located in Storey Lake’s vacation rental area, this furnished home brings together a private pool, resort amenities, and a location guests will want to return to. Come see it for yourself—schedule your showing today!

4985 Windermere Avenue, Kissimmee

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
435 Hunter Circle, Kissimmee
$184,999
3 Beds ⋅ 3 Baths ⋅ S5158587 MLS ⋅ N/A BLDG.
Welcome to this beautiful and comfortable 3-bedroom townhome in Poinciana, FL, ideally located in a quiet, well-maintained community just minutes from supermarkets, restaurants, gas stations, shopping, and everyday conveniences. One of the highlights of this home is its desirable end-unit location, providing abundant natural light and convenient access to multiple parking areas just steps away. The community offers attractive green spaces, walking paths, sidewalks, and a beautiful community pool, perfect for enjoying Florida's year-round sunshine. As you arrive, a welcoming front porch offers the perfect space to add your personal touch. Inside, the foyer opens to a spacious and functional living and dining area with access to a beautiful paved patio. The generously sized kitchen provides plenty of space for a comfortable breakfast nook, creating an inviting area for everyday meals and gatherings. Upstairs, you'll find three spacious bedrooms offering comfortable living space for family, guests, or a home office. Even better, there is no carpet throughout the home, making maintenance easy and convenient. Additional highlights include an A/C system and water heater installed in 2022. With its combination of location, natural light, functional layout, community amenities, and convenient access to everyday essentials, this townhome is an excellent opportunity for a primary residence, first-time homebuyer, or those looking to enjoy the Florida lifestyle.

435 Hunter Circle, Kissimmee

Listing courtesy of NAIM REAL ESTATE LLC. 818-268-9917
1213 S Beach Circle, Kissimmee
$229,000
3 Beds ⋅ 3 Baths ⋅ S5158327 MLS ⋅ 1213 BLDG.
Welcome to this beautifully maintained 3 bedroom, 2.5 bath townhome in the desirable gated community of Fiesta Key. Situated on a peaceful lot with a serene water view, this fully furnished home offers a true turnkey experience and is ready to enjoy from day one. The well appointed kitchen features ample cabinet and counter space, a convenient breakfast bar, and a charming dinette area. Tile flooring throughout the main living areas provides both style and easy maintenance, while the new A/C system offers added comfort and peace of mind. Fiesta Key residents enjoy a variety of resort style amenities, including two community swimming pools, a fitness center, playground, and tennis court, which is soon to be converted to pickleball. The community is ideally located with convenient access to Orlando’s world famous theme parks, as well as schools, major shopping outlets, hospitals, restaurants, and countless other Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or long or short term investment opportunity, this thoughtfully decorated and well maintained townhome offers comfort, convenience, and an excellent opportunity to enjoy the Florida lifestyle.

1213 S Beach Circle, Kissimmee

Listing courtesy of CENTURY 21 ALL HOMES & PROPERT. 407-343-1300
201 Longview Avenue Unit 202, Kissimmee
$432,800
3 Beds ⋅ 3 Baths ⋅ S5158788 MLS ⋅ 10 BLDG.
Beautifully updated corner residence in Georgetown at Celebration, featuring the sought-after Washington floor plan and nearly $50,000 in renovations and improvements. This spacious 3-bedroom, 3-bathroom condominium combines bright, open living spaces with thoughtful updates and the convenience of Celebration living. Large windows bring abundant natural light into the home and showcase expansive views. The open-concept layout, high ceilings, two covered balconies, and generous walk-in closets create inviting spaces for everyday living and entertaining. Each bedroom has direct access to a full bathroom. Renovations and improvements completed primarily in 2023 include kitchen updates, quartz countertops, subway tile, vinyl flooring, carpeting, bathroom vanities and mirrors, toilets, faucets, a sink, garbage disposal, microwave, and updated locks and hinges. Additional improvements include a water heater installed in April 2023, a dishwasher installed in November 2023, and a refrigerator added in July 2026. Enjoy views of Celebration’s fireworks and, when visibility permits, SpaceX launches from Cape Canaveral. Georgetown residents have access to a clubhouse, swimming pool, fitness center, playground, tennis court, car wash area, electric vehicle charging stations, and daily doorstep trash collection. Living in Celebration means enjoying scenic lakes, parks, nature trails, bike paths, community pools, tennis and basketball courts, and a golf course. Shops, restaurants, grocery stores, schools, churches, hospital, and year-round community events complement the lifestyle. Located just minutes from Walt Disney World and other Central Florida attractions, with convenient access to major highways, this updated corner residence brings together generous living space, modern finishes, and Celebration’s distinctive charm. Schedule your private showing today.

201 Longview Avenue Unit 202, Kissimmee

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
3151 Yellow Lantana Lane, Kissimmee
$415,000
4 Beds ⋅ 3 Baths ⋅ O6447012 MLS ⋅ 3151 BLDG.
Ultimate flexibility meets premium LOCATION!, LOCATION, LOCATION!!! Nestled in the highly desirable gated community of Encantada Resort, this beautiful 4-bedroom, 3-bathroom premium corner-lot townhome offers a true quiet oasis. Step outside to your private pool and soak in peaceful views of the community lake. Boasting 1,636 sq ft of optimized living space, the layout features a highly convenient downstairs bedroom with the remaining bedrooms upstairs. The layout of the kitchen, dining room and living room provide a welcoming open concept for larger groups opening to the private pool and screened patio. This premium end unit boasts extra windows, offering a significantly brighter and more open living space. Enjoy the best lake views and a very short, scenic walk around the water to the resort-style community pools, clubhouse, fitness center and restaurant. Located just minutes from world-class theme parks and local dining. Zoned for short-term rentals, a part-time vacation getaway, or your primary residence—the choice is yours! Fully furnished and turnkey potential in an unbeatable Central Florida location.

3151 Yellow Lantana Lane, Kissimmee

Listing courtesy of BELMONT REALTY. 407-745-0696
514 Brentford Court, Kissimmee
$324,900
3 Beds ⋅ 2 Baths ⋅ S5158581 MLS
Welcome to this spacious open floor plan home located in the rapidly growing community of Poinciana Villages! Perfectly situated for convenience, this home is close to the elementary school and Poinciana Medical Center. Enjoy easy living with everything you need just minutes away to shopping centers, Walmart, Publix, banks, and the community’s large public pool and playground. Kitchen overlooks into the Dining and living room. Master bedroom has an oversized closet with 2 doors to enter and exit. Large screened porch in the back of the home as well. This home offers the perfect blend of comfort, location, and accessibility.

514 Brentford Court, Kissimmee

Listing courtesy of TRANSCEND REALTY. 407-518-7653
1301 Tuscan Terrace Unit 9301, Davenport
$185,000
3 Beds ⋅ 2 Baths ⋅ O6447164 MLS ⋅ 9 / 1301 BLDG.
TURNKEY, FULLY FURNISHED FLORIDA RETREAT IN THE CHAMPIONSGATE/DISNEY TOURISM CORRIDOR! Welcome to 1301 Tuscan Terrace, Unit 9301, a 3-bedroom, 2-bath condo offering approximately 1,244 square feet in gated Tuscana Resort. Ideal for an investment property, vacation retreat, winter escape or second home near Orlando's world-famous attractions, this property combines location, flexibility and resort-style living. Located on the third floor with elevator access, the condo is FULLY FURNISHED and ready to enjoy. The open living and dining areas offer space for relaxing or entertaining, while the screened balcony is perfect for morning coffee or unwinding after a day at the theme parks or golf course. The kitchen features stone countertops and opens to the main living area. The primary suite offers a walk-in closet and private ensuite bath, while two additional bedrooms provide flexibility for family, guests or vacation travelers. Additional highlights include laminate and tile flooring, in-unit washer and dryer and an HVAC SYSTEM INSTALLED IN 2023. TUSCANA RESORT IS A DESTINATION OF ITS OWN! Owners and guests can enjoy resort-style amenities including a HEATED SWIMMING POOL, CHILDREN'S POOL, HOT TUB/SPA, SHADED CABANAS, FITNESS CENTER, CLUBHOUSE, PLAYGROUND, PICNIC/GRILL AREAS and MOVIE THEATER. LOCATION IS A MAJOR ADVANTAGE. Positioned in the popular ChampionsGate area with convenient I-4 access, the property connects easily to WALT DISNEY WORLD, Disney Springs and the Central Florida tourism corridor. Universal Orlando Resort, SeaWorld Orlando and Orlando International Airport are also accessible through the area's highway network. Golf enthusiasts will appreciate proximity to CHAMPIONSGATE GOLF CLUB and other Central Florida golf destinations. Shopping, groceries, restaurants and services are available throughout ChampionsGate, with additional shopping, dining and entertainment at Posner Park near I-4 and US-27. For investors, the combination of a FULLY FURNISHED 3-BEDROOM layout, resort amenities, tourism-driven location and rental flexibility creates a compelling opportunity. Current property information indicates no minimum lease term; however, rental use, association approval, licensing and restrictions should be independently verified by the buyer. For snowbirds and second-home owners, escape winter to your own Florida retreat—enjoy the resort pool, golf, Disney, Orlando attractions or relax on your screened balcony without the exterior maintenance demands of a traditional vacation home. Schools currently associated with the property include Westside K-8, Harmony Middle and Poinciana High School. Buyers should independently verify current school zoning and enrollment. The ChampionsGate/Davenport corridor continues to benefit from residential, commercial and transportation investment, adding to its appeal for vacationers, seasonal residents and property owners. Whether your goal is INVESTMENT, VACATION RENTAL POTENTIAL, A SECOND HOME or SEASONAL FLORIDA LIVING, Unit 9301 delivers LOCATION, AMENITIES AND FLEXIBILITY. FULLY FURNISHED • 3 BEDROOMS • 2 BATHS • 1,244 SQ. FT. • 2023 HVAC • SCREENED BALCONY • ELEVATOR ACCESS • GATED RESORT • HEATED POOL • FITNESS CENTER • MOVIE THEATER • GOLF NEARBY • I-4 ACCESS • SHOPPING & DINING. Schedule your private showing today and discover the investment and lifestyle possibilities at Tuscana Resort in ChampionsGate!

1301 Tuscan Terrace Unit 9301, Davenport

Listing courtesy of EXP REALTY LLC. 888-883-8509
1106 Spring Meadow Drive, Kissimmee
$189,900
2 Beds ⋅ 2 Baths ⋅ S5158857 MLS ⋅ 1106 BLDG.
A fresh start begins here! This beautifully updated 2-bedroom, 1.5-bath townhome in Kissimmee combines a NEW KITCHEN, NEW HVAC, and a ONE-CAR GARAGE with the added appeal of LOW HOA FEES and a COMMUNITY POOL. The new kitchen takes center stage, offering a refreshed space to prepare meals and enjoy everyday living, while the new HVAC system provides year-round comfort. A private garage adds convenient parking and storage, and the community pool offers a refreshing escape on sunny Florida days. With desirable updates already in place, 1106 Spring Meadow Drive deserves a spot on your must-see list. Bring your offer and make it yours—schedule your private showing today!

1106 Spring Meadow Drive, Kissimmee

Listing courtesy of LANDMARK REALTY GROUP OF CENTRAL FLORIDA. 321-283-1420
135 Oaxaca Lane, Kissimmee
$329,000
3 Beds ⋅ 2 Baths ⋅ O6442572 MLS
Discover your new sanctuary in this comfortable 3-bedroom, 2-bathroom home, offering 1,631 square feet of well-appointed living space. Perfectly designed for comfort and convenience, this residence features a spacious fenced yard, ideal for outdoor activities and gatherings. The master suite is a true highlight, showcasing a beautiful stall shower. Enjoy easy-to-maintain laminate floors in all bedrooms for style and durability. The kitchen offers ample cabinet space for all your storage needs. The fully enclosed Florida room has heat and air conditioning. Additional features include ceiling fans in every room for year-round comfort and a 1-car garage. The Seller will replace the roof before closing. The home is conveniently located near shopping, restaurants, transportation, and expressways.

135 Oaxaca Lane, Kissimmee

Listing courtesy of FLORIDA REAL ESTATE PROPERTIES LLC. 407-951-7810
2502 Crown Ridge Circle, Kissimmee
$375,000
4 Beds ⋅ 2 Baths ⋅ S5158846 MLS
THIS 4 BED 2 BATH HOME IN THE GATED GOLF COMMUNITY OF REMINGTON IS LOOKING FOR A NEW OWNER. SITUATED IN A QUIET CIRCLE OF THE MAIN REMINGTOM BLVD THE HOUSE COMES WITH NO REAR NEIGHBOURS. THIS IS AN OPEN SPLIT FLOORPLAN WITH A LANAI AND FLORIDA ROOM TO THE REAR. THE HOUSE COMES WITH CERMAMIC TILE THROUGHOUT THE HOUSE TO HELP COOL AND FOR EASY CLEANING. THE CURRENT OWNER REPLACED THE HOTWATER TANK WITH A TANKLESS SYSTEM GIVING HOT WATER ON DEMAND THUS REDUCING YOUR ELECTRIC BILL. THE A/C HAS BEEN REPLACED WITH AN UPGRADED SYSTEM BOTH INSIDE AND OUT. THE DRIVE WAY IS ONE OF THE FEW ON THE ROAD WITH BRICK PAVERS WHICH ADDS TO THE CURB APPEAL. WITH A LITTLE TLC THIS HOUSE COULD BE A PALACE IN THE MAKING. SCHEDULE A VIEWING AND LET YOUR IMAGINATION RUN RIOT.

2502 Crown Ridge Circle, Kissimmee

Listing courtesy of EMPIRE NETWORK REALTY. 407-440-3798
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ S5158839 MLS
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee

Listing courtesy of AXEN REALTY LLC. 818-932-8800
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