Kissimmee Homes with Traditional Architectural style

Kissimmee Homes with Traditional Architectural style

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County that perfectly blends the charm of traditional architecture with the excitement of modern living. Known for its picturesque landscapes and proximity to world-renowned attractions, Kissimmee is a dream destination for families, retirees, and anyone seeking a welcoming community.

Kissimmee boasts a rich history that is beautifully reflected in its traditional architectural style homes. These residences often feature classic elements such as pitched roofs, large porches, and intricate woodwork, creating an inviting atmosphere that feels both timeless and warm. Whether you’re looking for a quaint bungalow or a spacious family home, the traditional architecture found here adds character and charm to every neighborhood.

Beyond the stunning homes, Kissimmee offers an array of recreational activities and attractions. Enjoy the thrill of nearby theme parks, explore scenic lakes, or take a leisurely stroll through the historic downtown area filled with quaint shops and delightful eateries. The city is also known for its lush parks, perfect for picnicking or enjoying a sunny afternoon with friends and family.

With a strong sense of community and a diverse array of amenities, Kissimmee is more than just a place to live; it’s a lifestyle. Discover the perfect home that embodies the traditional charm of this remarkable city, where every day feels like a vacation in the Sunshine State. Come and experience the magic of Kissimmee – your dream home awaits!

Newest Kissimmee Homes with Traditional Architectural style

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

1920 Southbury Drive, Kissimmee
$501,490
5 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Hayden. This amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen 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 full 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 that surround a second living area, a full bathroom, and a laundry area. Like all homes in Kindred, the Hayden 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.*

1920 Southbury Drive, 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

1944 Southbury Drive, Kissimmee
$397,990
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. 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.*

1944 Southbury Drive, Kissimmee

2452 Winchester Boulevard, Kissimmee
$420,000
4 Beds ⋅ 2 Baths ⋅ Remington Pointe Ph 4 SubDv. ⋅ 34743 Zip Code
PRIVATE POOL, NO REAR NEIGHBORS, AND BEAUTIFUL CONSERVATION VIEWS YOUR OWN FLORIDA BACKYARD RETREAT AWAITS! Welcome to this beautiful 4 bedroom, 2 bathroom home offering over 1,800 square feet of living space in the desirable Remington Pointe community of Kissimmee! One of this home's most impressive features is its PRIVATE SCREENED-IN POOL OVERLOOKING A PEACEFUL CONSERVATION AREA WITH NO REAR NEIGHBORS, providing a wonderful sense of privacy and a relaxing natural backdrop. Imagine enjoying your morning coffee, spending sunny afternoons by the pool, or entertaining family and friends while surrounded by greenery instead of neighboring backyards! Inside, you'll discover a welcoming floor plan featuring an UPDATED KITCHEN, renovated approximately four years ago, offering a refreshed space for everyday living and entertaining. Additional highlights include a ROOF APPROXIMATELY 7 YEARS OLD WITH REMAINING WARRANTY, a WATER HEATER LESS THAN ONE YEAR OLD, and an A/C system approximately 10 years old. The outdoor living space offers even more value with a NEW POOL SYSTEM INSTALLED APPROXIMATELY ONE YEAR AGO and a POOL ENCLOSURE RE-SCREENED LAST YEAR! Location is another major advantage! Conveniently situated near Osceola Parkway and the Florida Turnpike, this home offers easy access to LAKE NONA, ORLANDO INTERNATIONAL AIRPORT, THE LOOP SHOPPING CENTER, restaurants, entertainment, and everything Central Florida has to offer. Complete with a 2-car garage, valuable improvements, and an exceptional backyard setting, this home delivers the perfect combination of comfort, convenience, privacy, and Florida living. NO REAR NEIGHBORS, CONSERVATION VIEWS, AND YOUR OWN PRIVATE POOL DON'T MISS THIS OPPORTUNITY!

2452 Winchester Boulevard, Kissimmee

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