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, just a stone's throw from the magic of Orlando. Known for its rich cultural heritage and stunning natural beauty, Kissimmee offers a unique blend of urban convenience and small-town charm. With its picturesque landscapes, diverse recreational activities, and proximity to world-renowned attractions like Walt Disney World, Kissimmee is not just a destination; it’s a place to call home.

One of the most appealing aspects of Kissimmee is its array of homes, particularly those showcasing traditional architectural styles. These residences exude warmth and character, often featuring classic elements such as charming front porches, gabled roofs, and intricate woodwork. Traditional homes in Kissimmee are designed to create a sense of community, inviting neighbors to gather and enjoy the lush surroundings.

Living in a traditional-style home in Kissimmee means embracing a lifestyle that balances comfort with elegance. Many of these homes are situated in family-friendly neighborhoods, complete with parks, schools, and local shops, making them ideal for families and individuals alike. The rich history of the area is reflected in the architecture, providing a unique backdrop for your everyday life.

Whether you're seeking a cozy bungalow or a spacious family home, Kissimmee’s traditional homes offer a timeless appeal that resonates with those who appreciate craftsmanship and community. Discover the charm of Kissimmee today and find your perfect traditional home in this enchanting city!

Newest Kissimmee Homes with Traditional Architectural style

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
1805 Lee Janzen Drive, Kissimmee
$550,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee
2613 Play Hard Alley, Kissimmee
$340,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua-Ph 1 SubDv. ⋅ 34744 Zip Code
Beautiful home located in the desirable Tohoqua community of Kissimmee (34744)! This stunning property features a modern two story layout with a light filled open concept living and dining area designed for seamless everyday living and entertaining. The well appointed kitchen includes sleek countertops, spacious cabinetry, and a central island. Upstairs bedrooms provide comfort and privacy, including a spacious primary suite with a private full bathroom. Residents enjoy fantastic resort style community amenities including a luxury clubhouse, resort pool, fitness center, tennis courts, playground, and scenic walking trails. Ideally situated with quick access to Florida's Turnpike and US 192, ensuring an easy commute to Lake Nona Medical City, Orlando International Airport, local dining, and shopping. Schedule your private showing today!

2613 Play Hard Alley, Kissimmee
1744 Quail Ridge Loop, Kissimmee
$425,000
3 Beds ⋅ 3 Baths ⋅ Quail Hollow Ph 1 SubDv. ⋅ 34744 Zip Code
NEW PHOTOS COMING SOON! Welcome to 1744 Quail Ridge Loop in Kissimmee's Quail Hollow neighborhood! This two-story, 3-bedroom, 2.5-bath single-family home offers 1,260 sq ft of heated living space, a fireplace, and an attached garage. Unwind on the screened porch and enjoy a low-maintenance lot in flood zone X. Conveniently located near Florida's Turnpike and Florida Parkway for easy access to shopping, dining, schools, and all of Central Florida's attractions. Schedule your private showing today!

1744 Quail Ridge Loop, Kissimmee
3209 Turret Drive, Kissimmee
$380,000
3 Beds ⋅ 3 Baths ⋅ Saratoga Park Ph 4b SubDv. ⋅ 34743 Zip Code
PRICED TO SELL! MOTIVATED SELLER! QUICK CLOSING PREFERRED! PRE-INSPECTED HOME + ONE-YEAR LIMITED HOME WARRANTY INCLUDED!* Discover this spacious two-story home in Saratoga Park, Kissimmee, offering 2,307 square feet of living space, 3 bedrooms, 2.5 bathrooms, and a versatile upstairs loft with potential for future conversion into a 4th bedroom, subject to applicable requirements. ADDED BUYER BENEFITS! The seller has completed a comprehensive home inspection, including a 4-point inspection and wind mitigation report. Inspection reports are available upon request, providing valuable property information upfront. The seller is also offering a ONE-YEAR LIMITED HOME WARRANTY* with basic coverage included and the option to upgrade coverage at the buyer's expense. The open-concept layout connects the main living area and kitchen, offering a comfortable setting for everyday living and entertaining. Upstairs features generously sized bedrooms, including a spacious primary suite with dual sinks, a soaking tub, and a separate shower. The flexible loft offers additional space for a home office, entertainment area, or other uses. Enjoy the screened-in rear porch overlooking the backyard, along with an attached two-car garage. MOTIVATED SELLER SEEKING A TIMELY SALE! With completed inspections, a seller-provided limited home warranty, and flexible living space, this property offers excellent value and potential. Don't miss this opportunity! *Home warranty includes basic coverage only and is subject to the warranty provider's terms, conditions, limitations, and exclusions.

3209 Turret Drive, Kissimmee
1884 Southbury Drive, Kissimmee
$513,985
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.*

1884 Southbury Drive, Kissimmee
1888 Southbury Drive, Kissimmee
$491,790
4 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home welcomes the Multi-Gen where you will find 2,077 square feet of comfortable living. The first Bedroom on the left has it’s own bathroom and sitting area with a kitchenette and a private entry to come and go as you please. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and 2 sink vanity. *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.*

1888 Southbury Drive, Kissimmee
91 Club Villas Lane, Kissimmee
$289,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Looking for a maintenance free home where peaceful golf course living meets everyday convenience? You've found it right here in the gated Club Villas community within Remington! Perfectly positioned on a cul-de-sac overlooking the Remington Golf Course, this charming 2-bedroom, 2-bathroom villa offers 1,306 heated square feet of comfortable living space and picturesque views extending across the fairway to a serene pond beyond. Step through the covered, enclosed front porch into a spacious open-concept living area, where the living room features soft carpet flooring and sliding glass doors leading to a second covered and enclosed porch—the perfect place to unwind while taking in the beautiful surroundings. The kitchen offers a bright, crisp aesthetic with white cabinetry, white and grey granite countertops, tile flooring, and an adjoining dining area. A cozy dinette framed by a bay window overlooks the golf course, creating an ideal spot for morning coffee, casual meals, or simply enjoying the view. Both bedrooms are generously sized, while the primary suite features a private en-suite bathroom and dual closets. Beyond the villa, residents enjoy the added privacy of a gated community tucked inside Remington, an active community centered around the Remington Golf Course. The location places you approximately one mile from the Florida Turnpike entrance and within close proximity to shopping, dining, medical facilities, and schools. The Saint Cloud Lakefront is also nearby, offering four miles of walking paths, a splash pad and playground, marina and fishing pier, along with waterfront dining at Crabby Bill’s. With golf course and water views, two enclosed porches, a cul-de-sac location, and convenient access to so many of the area’s amenities, this villa offers a lifestyle and location ready to welcome its new owners.

91 Club Villas Lane, Kissimmee
3058 Cadence Sound Lane, Kissimmee
$457,000
4 Beds ⋅ 2 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 3058 Cadence Sound Ln, Kissimmee, FL 34744! This beautiful 4-bedroom, 2-bathroom home offers a comfortable and functional layout with inviting living spaces designed for everyday living and entertaining. If features an upgraded Epoxy garage Floor and a whole- house purified water System, The well-planned floor plan provides plenty of room for family, guests, a home office, or additional flex space. Conveniently located in Kissimmee with easy access to major roadways, shopping, dining, schools, and the many attractions and amenities Central Florida. Don’t miss the opportunity to make this wonderful property your next home. Schedule your private showing today. Super LOW Association fee: $80.00 MONTHTLY..

3058 Cadence Sound Lane, Kissimmee
1508 Jenni Lee Court, Kissimmee
$444,900
3 Beds ⋅ 3 Baths ⋅ Woods At Kings Crest The Ph 1 SubDv. ⋅ 34744 Zip Code
A HOME DESIGNED FOR LIFE'S NEXT CHAPTER Imagine coming home to a place where there’s room for everyone—and room to make memories. Nestled on approximately 1/3 acre, this charming 3-bedroom, 3-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most unique features is the home’s two primary-bedroom options, providing incredible flexibility for families, guests, or creating your own private retreat. Need space for extended family? The separate in-law suite, located under the same roof with its own private entrance, offers a wonderful opportunity for multigenerational living while allowing everyone to maintain their own sense of independence and privacy. Step outside and discover a fully fenced yard where you can picture weekend barbecues, pets running freely, gardening, or simply enjoying a quiet evening at home. A workshop and shed add even more functionality, giving you space for hobbies, projects, tools, and all the things that make a house truly feel like home. And the location? Convenience meets Central Florida living. With a low HOA and a location just minutes from Florida’s Turnpike, the Orlando VA Medical Center, and Orlando’s area attractions, you can enjoy easy access to work, healthcare, entertainment, and dining. This isn't just a house—it’s a place with room to grow, space to gather, and flexibility for whatever your next chapter brings. Come discover the possibilities and imagine yourself calling this one home.

1508 Jenni Lee Court, Kissimmee
1799 Partin Terrace Road, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 1d SubDv. ⋅ 34744 Zip Code
Live in the beautiful town of Kindred in this perfectly maintained and upgraded ranch style home. No Carpets in the main areas, fenced in backyard and a wonderful open floor plan. The bedrooms are spacious and cozy and the yard is a great size for your furry friends or to host any events. Roof was replaced in 2024 so need to worry about any storms. Kindred offers its own fitness center, k-8 school, pool, tennis, basketball courts and plans on having its own commercial area coming soon. With this price don't delay on making an appointment to view as it wont be here for long!

1799 Partin Terrace Road, Kissimmee
117 Snapdragon Court, Kissimmee
$329,900
3 Beds ⋅ 2 Baths ⋅ Buenaventura Lakes Unit 02 Add 01 SubDv. ⋅ 34743 Zip Code
Move-in ready three-bedroom, two-bathroom home located in the Buenaventura Lakes neighborhood. This home features an open floor plan that creates a seamless flow throughout the main living areas. The kitchen boasts beautiful granite countertops and stainless steel appliances, offering a functional and modern space. The residence also includes a primary bedroom with a dedicated ensuite bathroom, as well as a fully fenced-in backyard that provides excellent privacy for outdoor activities. Conveniently located near shopping, dining, and everyday necessities, this home offers quick access to the Florida Turnpike for an easy commute throughout Central Florida. Schedule your private showing today!

117 Snapdragon Court, Kissimmee
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