Kissimmee Homes under $500,000

Kissimmee Homes under $500,000

Welcome to Kissimmee, Florida—an enchanting city nestled in the heart of Osceola County, just a stone's throw from the magical allure of Orlando. Known for its vibrant culture, stunning natural landscapes, and family-friendly attractions, Kissimmee is the perfect place to call home. With its warm, sunny climate and diverse recreational opportunities, residents enjoy a lifestyle that seamlessly blends relaxation and adventure.

Kissimmee is famous for its proximity to world-renowned theme parks, including Walt Disney World and Universal Studios, making it an ideal location for families and thrill-seekers alike. Beyond the parks, the city boasts beautiful lakes, lush parks, and an array of outdoor activities such as fishing, hiking, and boating. The historic downtown area offers charming shops, delightful dining options, and local events that foster a strong sense of community.

For those looking to invest in this vibrant region, Kissimmee presents an exciting opportunity with a variety of homes available under $500,000. Whether you’re searching for a cozy single-family home, a modern townhouse, or a charming villa, you’ll find options that cater to different lifestyles and preferences. These homes often feature spacious layouts, beautiful backyards, and access to community amenities, making them perfect for families, retirees, or anyone seeking a slice of Florida paradise.

Discover the charm and convenience of Kissimmee—where your dream home awaits at an affordable price. Embrace a lifestyle filled with sunshine, adventure, and the warmth of community in this delightful city!

Newest Kissimmee Homes under $500,000

2220 Rolling Hills Road N, Kissimmee
$361,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a 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.*

2220 Rolling Hills Road N, Kissimmee

2218 Rolling Hills Road N, Kissimmee
$347,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a 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.*

2218 Rolling Hills Road N, Kissimmee

2216 Rolling Hilld Road N, Kissimmee
$347,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a 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.*

2216 Rolling Hilld Road N, Kissimmee

2214 Rolling Hills Road N, Kissimmee
$365,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a 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.*

2214 Rolling Hills Road N, Kissimmee

2454 Quail Run Boulevard N, Kissimmee
$355,000
3 Beds ⋅ 2 Baths ⋅ Quail Hollow Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome home to this inviting Kissimmee property, offering the perfect blend of comfort, functionality, and Florida lifestyle! NO HOA! The well-appointed kitchen features beautiful wood cabinetry, granite countertops, and stainless-steel appliances, creating a stylish and practical space for everyday living and entertaining. Enjoy the best of indoor-outdoor living in the screened-in Florida room, an ideal spot to relax, enjoy your morning coffee, or unwind while taking in the beautiful Florida weather. The fenced-in backyard offers added privacy, along with plenty of room for outdoor activities, entertaining, pets, or creating your very own garden oasis. Conveniently located near schools, parks, lakes, shopping, dining, entertainment and medical facilities, this home puts everyday conveniences and recreational opportunities right at your fingertips. Just minutes from the charm and attractions of Historic Downtown Kissimmee and its beautiful lakefront, you'll enjoy easy access to local shops, restaurants, community events, and waterfront activities. The property is also approximately 5 minutes from the emerging Neo City development, a growing technology and innovation hub bringing exciting economic development and investment potential to the area. Located right off of major highways, such as 192 and Florida Turnpike, making it convenient for commuting. Whether you're looking for a place to call home, a property with an open floor plan to enjoy the Florida lifestyle, or an opportunity to invest in a growing area, this Kissimmee property is one you won't want to miss!

2454 Quail Run Boulevard N, Kissimmee

1948 Southbury Drive, Kissimmee
$394,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Baldwin. This all concrete block constructed, one-story layout features 4 bedrooms and 2 bathrooms. As you enter the foyer you are greeted by with an open concept living space. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. Like all homes in Kindred, the Baldwin 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.*

1948 Southbury Drive, Kissimmee

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