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

$409,900
4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 2 SubDv. ⋅ 34743 Zip Code
Welcome to this beautifully maintained, one-owner home conveniently located just 17 minutes from the Lake Nona VA Medical Center and approximately 15 minutes from Orlando International Airport. This 4-bedroom, 2-bath home offers a comfortable and functional layout, a two-car garage, and no carpet throughout. The home has been meticulously cared for and features several recent improvements, including fresh interior and exterior paint completed in July 2026 and a brand-new interior A/C unit, also replaced in July 2026. Additional features include a water softener, high-efficiency water heater, solar panels, a fully fenced yard, and an extended screened-in back porch that provides a comfortable space to relax, entertain, or simply enjoy the Florida weather year-round. With thoughtful upgrades, a well-maintained interior, and a convenient Central Florida location, this home is truly move-in ready and ready for its next owner.

2587 Tanner Terrace, Kissimmee
$359,000
3 Beds ⋅ 3 Baths ⋅ Heritage Run SubDv. ⋅ 34744 Zip Code
Tucked inside the gated community of Heritage Run in Kissimmee, 1608 Mohegan Blvd offers the perfect combination of comfort, convenience, and location. Enjoy easy access to major highways, shopping, dining, medical facilities, schools, Valencia College, and public transportation, with Kissimmee, St. Cloud, and Orlando all within comfortable reach. Whether you're commuting to work, attending college, enjoying a night out, or taking advantage of everything in Central Florida, this location puts it all within easy reach. This beautifully maintained townhouse sits on one of the larger lots in the community and immediately stands out. Inside, 2,016 square feet unfold across an open floor plan filled with natural light, creating a warm and welcoming atmosphere from the moment you arrive. The main living areas flow together seamlessly, making the home equally comfortable for quiet evenings at home or entertaining family and friends. At the heart of the home, the modern kitchen features granite countertops and a smart, functional layout that makes everyday cooking simple and enjoyable. Whether you're preparing a quick breakfast or hosting a dinner gathering, everything is conveniently within reach. All three bedrooms feature walk-in closets, providing excellent storage and comfort throughout. The spacious primary suite offers a relaxing retreat at the end of the day, while the additional bedrooms provide flexibility for family, guests, or a home office. With two and a half bathrooms, the home is designed to accommodate today's busy lifestyle. Beyond your front door, Heritage Run offers desirable community amenities, including a community pool, cabana, and recreational green spaces—perfect for relaxing, entertaining, or enjoying the Florida sunshine. The location is another major advantage, with shopping, restaurants, grocery stores, healthcare, schools, Valencia College, and public transportation all conveniently accessible. Major roadways make commuting throughout Kissimmee, St. Cloud, Orlando, and the surrounding Central Florida area easy, while nearby attractions and entertainment provide endless opportunities for recreation. With its gated community, spacious lot, open floor plan, modern finishes, excellent storage, resort-style amenities, and convenient Central Florida location, this exceptional Kissimmee townhouse offers an outstanding opportunity for comfortable Florida living. Schedule your private showing today and come see everything at 1608 Mohegan Blvd!

1608 Mohegan Boulevard, Kissimmee
$619,900
4 Beds ⋅ 3 Baths ⋅ Regal Cove SubDv. ⋅ 34744 Zip Code
PEACEFUL COUNTRY LIVING...WITHOUT GIVING UP THE CONVENIENCES OF THE CITY! Situated on nearly one-half acre in the gated community of Regal Cove, this thoughtfully updated 4-bedroom, 3-bath home offers the perfect combination of space, privacy, and convenience just minutes from Lake Nona Medical City, Orlando International Airport, the Florida Turnpike, and Central Florida's world-famous attractions. One of the home's most impressive features is the incredible 34-foot screened lanai, creating a true outdoor living room with ample space for entertaining, outdoor dining, or simply relaxing while overlooking the expansive backyard with plenty of room for a future pool. Inside, the thoughtfully designed split-bedroom floor plan features formal living and dining rooms, a spacious family room with a wood-burning fireplace, and an updated kitchen with granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar overlooking the main living area. The renovated primary suite offers a beautifully updated bath with dual vanities, a soaking tub, separate shower, and walk-in closet. Additional features include a newer roof (2022), an interior laundry room, and a two-car garage. Just outside the gates, a public fish camp and boat ramp provide convenient access to West Lake Tohopekaliga, one of Central Florida's premier fishing and boating lakes. If you've been searching for a home that offers generous outdoor space, a desirable gated community, and an unbeatable location close to shopping, dining, major highways, and Orlando's top destinations, you've found it!

1616 Regal Cove Court, Kissimmee
$549,000
4 Beds ⋅ 2 Baths ⋅ Fells Cove Unit 2 Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to this sophisticated, spacious, elegant one story home in the beautiful neighborhood of Fells Cove. This 2,540-square-foot home offers an open concept living space ideal for entertaining. The kitchen features beautiful cabinetry, stainless steel appliances, and an oversized wrap around peninsula countertop overlooking the family room. The expansive primary suite features a walk-in closet, dual sinks, a soaking tub and a walk-in shower. Other features completing this exquisite home include three bedrooms, a formal dining room, a formal living room, and a two-car garage. Capturing some of the best living in Florida, the Fells Cove neighborhood provides oversized lots with plenty of outdoor space for activities. It is conveniently located minutes from Lake Nona, Orlando International Airport, restaurants, shopping, and hospitals. Schedule your private showing and start enjoying the Florida lifestyle!

3192 Waterbridge Lane, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ North Point Ph 2b-2c SubDv. ⋅ 34744 Zip Code
Welcome home to this beautiful waterfront property in North Pointe! This 4-bedroom, 3-bathroom home features a fenced backyard overlooking a large pond, with views of East Lake Tohopekaliga from the front of the home. The upgraded kitchen includes 42-inch staggered maple cabinets, stainless steel appliances, and granite countertops. The home features 20-inch porcelain tile flooring throughout the living areas, a covered and screened lanai, paver driveway and walkways, low-E dual-pane windows, and a radiant barrier for improved energy efficiency. The popular triple-split bedroom floor plan includes a second primary bedroom with an en-suite bathroom. North Pointe is a desirable gated community offering a community pool, playground, and park. This home is located near Lake Nona Medical City, major roadways, shopping, and dining.

4355 Summer Breeze Way, Kissimmee
$349,900
2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5b SubDv. ⋅ 34744 Zip Code
Experience low-maintenance luxury living in this beautifully upgraded 2-bedroom, 2 bath villa with a dedicated office located in one of Kissimmee's sought-after communities. Offering 1,559 square feet of thoughtfully designed open floor plan living space, this move-in-ready home blends modern style, comfort, and resort-style amenities. From the moment you arrive, the attractive paver driveway, manicured landscaping, and inviting covered entry create outstanding curb appeal. Inside, you'll find an open-concept floor plan filled with natural light, wood-look tile flooring throughout the main living areas, designer accent walls, upgraded lighting, and contemporary finishes that give the home a warm yet luxurious feel. The spacious kitchen overlooks the dining and living areas, creating the perfect setting for everyday living and entertaining. The split-bedroom layout offers privacy for both owners and guests, while the versatile office provides the ideal space for working from home, hobbies, or a reading retreat. The generously sized primary suite features a walk-in closet and a spacious en-suite bath designed for comfort and convenience. Step outside to enjoy the covered lanai with newly installed pavers, creating an inviting outdoor space for morning coffee, evening relaxation, or entertaining friends. Additional highlights include a 2-car garage, indoor laundry room, and a low-maintenance lifestyle so you can spend more time enjoying everything in the community. Conveniently located near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, and Osceola Parkway, you'll have easy access to shopping, dining, entertainment, world-famous attractions.

2726 Summer Retreat Lane, Kissimmee
$399,999
3 Beds ⋅ 3 Baths ⋅ Kings Point SubDv. ⋅ 34744 Zip Code
Nestled on a fully fenced 0.346-acre lot with NO HOA, this well-maintained 3-bedroom, 3-bath home offers the perfect blend of space, flexibility, and thoughtful updates. Significant improvements include a new roof (2025), new Trane heat pump HVAC system (2025), updated windows and sliding glass doors (2021), and an Energy Smart 50-gallon water heater. Public water and sewer provide added convenience, while a sump pump enhances the functionality of the home's lower level. Covered porch entry into a spacious living room with a large wood burning fireplace, generously sized bedrooms with large walk-in closets, an oversized pantry, large laundry room, and insulated basement with windows which may be converted to additional bedrooms. The screened front porch and private deck accessed from the primary bedroom and dining room create inviting spaces to relax and enjoy the peaceful surroundings. One of the home's most distinctive features is the full, unfinished basement with exterior access, providing exceptional flexibility for a workshop, hobby area, fitness space, storage, or other uses to fit your lifestyle. Buyers should verify intended use and applicable requirements. The oversized 2.5-car garage provides ample room for vehicles, recreational equipment, or boat storage. Outside, the fully fenced backyard provides plenty of space to enjoy Florida living, complete with a hot tub and generous parking for a boat, RV, or other recreational vehicles without HOA restrictions. Combining major system updates, abundant storage, flexible workspace, and room for recreational pursuits, this home offers exceptional versatility. Conveniently located just minutes from Lake Tohopekaliga (Lake Toho), its waterfront parks and recreational opportunities, historic downtown Kissimmee, the Florida Turnpike, The Loop shopping and dining, and everyday conveniences, this home offers both accessibility and a quiet residential setting.

1869 Kings Point Boulevard, Kissimmee
$280,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
170 Club Villas is officially on the market and ready to welcome its new owners! This beautifully maintained 2-bedroom, 2-bathroom townhome with a den/office is perfectly positioned along the spectacular, serene, and challenging golf course at Remington Golf Club, offering picturesque views of the fairway, sand trap, and a sparkling pond. With over 1,400 square feet of heated living space, this townhome has everything you've been looking for, including a spacious open floor plan, a 2-car garage, a screened rear porch, and access to an amenity-rich community designed for an active Florida lifestyle. Start your mornings on the covered, screened front porch with a cup of coffee, or end the day relaxing with a glass of wine while enjoying the peaceful surroundings. Inside, you're welcomed by a bright dinette and a spacious kitchen featuring stainless steel appliances, stunning black countertops, and a breakfast bar that overlooks the open living and dining areas. Abundant natural light, expansive tile flooring, and generous living space create a warm and inviting atmosphere throughout. The spacious primary suite is a true retreat, complete with a charming bay window overlooking the golf course and a private en-suite bathroom with a walk-in shower. The second bedroom and bathroom provide comfortable accommodations for guests or a home office. Life at Remington means more than just a beautiful home. Residents enjoy gated security, scenic walking paths, a community pool, tennis and basketball courts, a clubhouse, a playground, and so much more. Conveniently located just 3.5 miles from the Florida Turnpike, 3.8 miles from the St. Cloud Lakefront, where you'll find four miles of waterfront walking paths, a splash pad, marina, boat ramp, fishing pier, park, and waterfront dining, and only 4.5 miles from Downtown St. Cloud with its local restaurants, boutique shopping, and movie theater, this location truly has it all. Whether you're searching for your primary residence, a seasonal getaway, or your next investment, this exceptional townhome checks every box. Schedule your private showing today and come experience everything this beauty has to offer! Did I mention it also comes with Hurricane Shutters????

170 Club Villas Lane, Kissimmee
$319,900
3 Beds ⋅ 1 Baths ⋅ Osceola Acres SubDv. ⋅ 34744 Zip Code
Kissimmee 2-Story 3B/1ba Single Family home. Great Location! This home is located on the North side of beautiful Lake Tohopekaliga. Located a short distance from Disney World, The Florida Turnpike, 192, John Young Pkwy, Osceola Pkwy and the 417 Greenway. Interior features luxury vinyl wood flooring throughout and Inside Laundry. Dining room /Living Room combination. Exterior features Oversized Driveway Parking. Plenty of Boat parking space. Metal covered back porch area, small storage shed. Home has Septic. In county. Private well and perimeter chain link fencing. Architectural shingled Roof. Concrete block/stucco exterior. Front exterior offers a screened porch under roof. Move-in ready!

1213 Cherokee Drive, Kissimmee
$333,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3a SubDv. ⋅ 34744 Zip Code
Short Sale. Hud approved short sale at $333,000. Welcome to this beautiful 3-bedroom, 2.5-bath home with a 1-car garage, located in the highly sought-after Kindred community of Kissimmee. Built in 2024, this move-in ready residence offers 1,814 square feet of thoughtfully designed living space featuring an open-concept floor plan perfect for everyday living and entertaining. The modern kitchen flows seamlessly into the dining and living areas, creating a bright and inviting atmosphere. Upstairs, you’ll find a spacious primary suite with a walk-in closet and private bath, along with two additional bedrooms and a convenient laundry area. Residents enjoy resort-style amenities including a community pool, fitness center, playgrounds, walking trails, dog park, and green spaces. Conveniently located near Lake Nona, Orlando International Airport, Medical City, shopping, dining, and major highway Short Sale – Subject to lender approval. An exceptional opportunity to own a nearly new home in one of Central Florida’s fastest-growing communities. Priced at $289,000. Schedule your private showing today!

2000 Rankin Street, Kissimmee
$375,900
4 Beds ⋅ 2 Baths ⋅ Remington Prcl H Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage located in the highly desirable gated community of Remington in Kissimmee. This spacious home offers a functional open floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen features ample cabinet and counter space and overlooks the main living area, creating a warm and inviting atmosphere. The split-bedroom layout provides privacy for the primary suite, which includes a walk-in closet and an en-suite bathroom. The additional bedrooms flexibility for family, guests, or a home office. Recent updates include a NEW ROOF (2019) and fresh interior paint. Enjoy relaxing outdoors in the private backyard with plenty of space for gatherings and recreation. Remington is a sought-after golf community offering gated access, scenic surroundings, parks, playgrounds, walking trails, tennis courts, basketball courts, and community amenities. Conveniently located near major highways, schools, shopping, dining, medical facilities, Orlando International Airport, Lake Nona Medical City, and world-famous attractions. Don't miss this opportunity to own a beautiful home in one of Kissimmee's most established communities. Schedule your private showing today! Photos have been digitally enhanced, and certain images may have been virtually staged for illustrative purposes.

145 Thornbury Drive, Kissimmee
$249,900
3 Beds ⋅ 2 Baths ⋅ Remington Pointe SubDv. ⋅ 34743 Zip Code
Attention Investors and Visionaries! Nestled on a quiet, highly desirable cul-de-sac, this 3-bedroom, 2-bathroom home is the ultimate blank canvas. Featuring great bones and a highly functional layout, the interior includes a kitchen with sleek appliances ready for your value-add touches to force instant equity. The attached 2-car garage doubles perfectly as a maker's workshop or project hub. The crown jewel? A fully fenced backyard oasis complete with a private pool—a massive premium for maximizing future ARV, securing top-tier rental income, or hosting ultimate summer gatherings. Bring your blueprints and your toolbelt to unlock this property’s incredible ROI potential!

2481 Winchester Boulevard, Kissimmee
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