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 away from the enchanting world of Orlando. Known for its warm, sunny climate and friendly atmosphere, Kissimmee offers a unique blend of urban convenience and natural beauty. With its rich cultural heritage and diverse recreational opportunities, this charming city is an ideal place to call home.

Kissimmee boasts a variety of neighborhoods, many of which feature stunning homes with traditional architectural styles. These residences often showcase classic elements such as gabled roofs, brick facades, and inviting front porches, creating a warm and welcoming ambiance. Traditional homes in Kissimmee often reflect the timeless elegance of American architecture, making them not just a place to live, but a sanctuary to create lasting memories.

Beyond its beautiful homes, Kissimmee is renowned for its proximity to world-class attractions, including Walt Disney World, Universal Studios, and an array of outdoor adventures. Residents can enjoy the lush landscapes of local parks, engage in thrilling water sports on nearby lakes, or indulge in the vibrant dining and shopping scene that Kissimmee has to offer.

Whether you’re seeking a family-friendly neighborhood or a tranquil retreat, Kissimmee’s traditional homes provide the perfect backdrop for your Florida lifestyle. Embrace the charm of this delightful city, where community spirit thrives, and every day feels like a vacation. Discover your dream home in Kissimmee today and experience the magic of living in this enchanting corner of Florida!

Newest Kissimmee Homes with Traditional Architectural style

4994 Town Terrace N, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Trafalgar Village Phase One SubDv. ⋅ 34758 Zip Code
Virtually Staged. Start your mornings with coffee overlooking the pond and end your days relaxing on your screened rear lanai. This three bedroom, three full-bathroom townhome in Trafalgar Village offers over 1,500 square feet of living space within a community featuring 24-hour guard gated access. Updated kitchen countertops, fresh interior paint, and fresh carpeting create a welcoming backdrop for your next chapter, whether you’re settling into a primary residence or creating a Florida getaway. Spend an afternoon by the community pool and spa, catch a movie at the clubhouse theater, or enjoy a game of pickleball, basketball, beach volleyball, or shuffleboard. A fitness center and game room with billiards and video games provide even more ways to unwind. Outdoors, discover a sandy beach area, scenic walking and jogging paths, a dog park, playground, and barbecue and picnic areas, all complemented by beautifully maintained common grounds and private community mailboxes. Low maintenance living adds to the appeal, with HOA coverage that includes lawn care, landscaping, trash service, roof, and exterior painting. Located in Kissimmee, Trafalgar Village offers access to shopping, dining, entertainment, and Central Florida’s celebrated theme parks, including Walt Disney World. With both short-term and long-term rentals permitted, this townhome offers the flexibility to enjoy it as your own home, a vacation retreat, or an investment property. Schedule your private showing and discover the possibilities.

4994 Town Terrace N, Kissimmee
762 Celebration Avenue Unit 2201, Celebration
$649,900
2 Beds ⋅ 2 Baths ⋅ Carlyle Residences South At Celebration Condo SubDv. ⋅ 34747 Zip Code
This NEWLY RENOVATED Carlyle Residences condo sits in the HEART OF CELEBRATION with restaurants, shopping and entertainment right outside of your door! Enter to find new VINYL PLANK FLOORING (2026), CEILING FANS (2026), LIGHT FIXTURES (2026) and FRESH PAINT (2026) throughout the home along with TALL CEILINGS and CROWN MOLDING. There are new QUARTZ COUNTERTOPS, sink and faucet (2026) in the eat-in kitchen which also has a spacious breakfast bar at the island, a closet pantry and a dinette. The OPEN FLOORPLAN is filled with natural light from the large windows and 2 sets of FRENCH DOORS that lead to the PRIVATE BALCONY overlooking Celebration Avenue! The FLEX SPACE will make a great 3rd bedroom, office, or home gym and has new French doors (2026) for privacy. The primary bedroom has a large WALK-IN CLOSET, spacious en-suite bathroom with double sinks, separate shower and garden tub. The 2nd bedroom is spacious with a walk-in closet. There is a laundry closet with a storage rack and appliances that convey. This condo includes a private 1-car GARAGE located conveniently at the stairs that lead to the condo. The garage was also recently painted and has an EPOXY FLOOR (2026). The building has an ELEVATOR for easy access. Celebration is a golf cart community, and the amenities include pools, playground, tennis courts, a dog park and so much more!

762 Celebration Avenue Unit 2201, Celebration
2305 Butterfly Palm Way Unit 102, Kissimmee
$244,900
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to your fully furnished first-floor condo with 3 bedrooms and 2 bathrooms. (One bath is very large with a shared en suite entrance from a bedroom and a hall entrance. The other is entirely en suite with another bedroom). It is located in the desirable and centrally located Windsor Palms, 24-hour gated community in Kissimmee! This condo is in a prime location, positioned directly across the parking lot from the large clubhouse, providing exceptionally easy access to all the community’s many resort-style amenities, described below, without having to walk far. The first-floor location (no steps) provides level, easy walk-in accessibility from your vehicle. There is ample parking available throughout the community. Located just minutes from Magic Kingdom and conveniently close to Central Florida’s world-renowned theme parks, shopping, dining, and entertainment, this fully furnished condo offers the flexibility to serve as a vacation home, a turnkey short-term rental, or full-time residence. This fully furnished condo allows the new owner to enjoy the property or begin using it as a rental with minimal preparation. Windsor Palms offers an impressive selection of resort-style amenities designed for both relaxation and entertainment, including: a large resort-style swimming pool; hot tub; splash pad; tiki bar; movie theater; clubhouse; fitness center; business center; and picnic areas with BBQ grills. For those who enjoy an active lifestyle, the community also features basketball, tennis, and volleyball courts, providing plenty of options for recreation. The 24-hour manned gated entrance offers added security. Additional conveniences included with the property include: valet trash service; internet; water; cable; exterior building maintenance; including; roof repairs and replacements; and exterior painting. Whether you're looking for a vacation retreat, a turnkey investment property with short-term rental potential, or a place to call home, this furnished condo combines a prime location directly opposite the clubhouse, convenient access to multiple amenities, and an ideal location near Central Florida’s world-famous attractions. Don't miss the opportunity to own a piece of Central Florida in one of Kissimmee's sought-after vacation communities. Be sure to check out the virtual tour video for a closer look at the property and community.

2305 Butterfly Palm Way Unit 102, Kissimmee
3058 Cadence Sound Lane, Kissimmee
$460,000
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
663 Jaguar Court, Kissimmee
$239,900
3 Beds ⋅ 2 Baths ⋅ Poinciana Nbrhd 03 Village 03 SubDv. ⋅ 34759 Zip Code
MOVE-IN READY, UPDATED AND PRICED TO STAND OUT! Welcome to 663 Jaguar Court, a beautifully updated 3-bedroom, 2-bath home offering a comfortable single-story layout, 2-car garage and a great combination of style, space and value. Step inside to a bright, welcoming interior designed for easy everyday living. The updated kitchen features granite countertops and stainless-steel appliances, creating a clean, modern look while offering plenty of functionality for cooking and entertaining. Updated bathrooms continue the fresh feel throughout the home, making this one you can move into and enjoy without taking on a major renovation project. The thoughtful floor plan offers 1,308 square feet of living space with three bedrooms and two full baths, giving you flexibility for guests, a home office or additional living space. Sliding doors extend the living area toward the screened outdoor space, providing another place to relax and enjoy Florida living. Outside, you'll appreciate the manageable homesite, established neighborhood setting and attached 2-car garage. Roof 2017. Conveniently located in Poinciana with access to shopping, dining, recreation and everyday conveniences. Whether you're looking for your first home, your next home or a Central Florida investment property, this one deserves another look.

663 Jaguar Court, Kissimmee
825 Spring Park Loop, Celebration
$889,000
4 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit SubDv. ⋅ 34747 Zip Code
Rare single-story living on one of Celebration's prettiest streets in the highly sought after South Village. True one-level homes rarely come available in this town, and 825 Spring Park Loop delivers one wrapped in storybook Cape Cod charm, from the brick walkway to the full-width front porch with classic columns, red double-door entry, and three gabled dormers. The porch is even built ready to hang your porch swing. And beyond the one-story main house, there's the bonus of a private guest studio above the garage. Every room of the main home lives on a single level. Three bedrooms and 2 baths, no stairs, with engineered hardwood floors flowing through the living areas and bedrooms, beautiful plantation shutters throughout, a gas fireplace in the family room, and an open kitchen and family room layout with eat-in space. The primary suite is on the main floor with a walk-in closet and a bath with garden tub and separate shower. Above the attached two-car garage, a 528-square-foot studio apartment with its own kitchen, full bathroom, and private entrance brings the total to 4 bedrooms and 3 baths. Perfect for extended family, guests, a home office, or income potential. The big-ticket items are done. Roof 2019, main home HVAC 2017, water heater 2026, and a brand-new 2026 air conditioning system in the guest studio. The home sits in Flood Zone X, where flood insurance is not required by most lenders. The kitchen and baths are original to the build and priced accordingly, a genuine opportunity to renovate to your own taste in a location where updated homes of this size have sold for considerably more. And then there's Celebration itself. Founded by the Walt Disney Company and celebrated as one of America's most iconic master-planned towns, it offers tree-lined streets, lakefront promenades, and a walkable downtown filled with boutiques, year-round community events, and restaurants, headlined by a location of Tampa's famed Columbia Restaurant right on Front Street, steps from the lake. The Walt Disney World Resort is just minutes from your door, with easy access to I-4, the airports, and everything Central Florida offers. Sip morning coffee from that porch swing, then stroll or hop the golf cart into town. Community pools, fitness center, parks, playgrounds, tennis, and golf, zoned for Celebration K-8 and Celebration High. Furnishings negotiable. Over the past year, single-level homes made up just a handful of Celebration's sales. Here's your chance at one. Schedule your private showing today.

825 Spring Park Loop, Celebration
46 Alicante Court, Kissimmee
$319,900
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 2 SubDv. ⋅ 34758 Zip Code
Come and see this four-bedroom, two-bathroom home is located in the Poinciana Village. Featuring an open floor plan, the home offers a seamlessly connected layout for an effortless flow through the main living space. The kitchen is updated with sleek countertops and stainless-steel appliances. The primary suite serves as a relaxing retreat featuring a large walk-in closet and an attached primary bathroom with double sinks. Outside, you will find a fully fenced-in backyard perfect for outdoor activity and privacy. Ideally located minutes from public schools, community amenities, and Poinciana Towne Centre’s grocery and dining options. Schedule your private showing today!

46 Alicante Court, 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, 2-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most special 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
2519 Coral Avenue, Kissimmee
$250,000
3 Beds ⋅ 2 Baths ⋅ Coral Estates SubDv. ⋅ 34741 Zip Code
Here is a half-duplex home with no HOA in Kissimmee. Priced right for either an investor or owner-occupant. This move-in-ready home has 3 bedrooms and two full baths. The wide driveway leads to the covered front porch. Inside, see the large living/dining room. The kitchen is to your left, the kitchen appliances will stay. The sliding glass door in the living room leads to the screened back porch. This is where the laundry room is located. The back yard is fenced. Back inside, see the primary bedroom with double closet, and private bath which has a tiled step-in shower. The two secondary bedrooms share the second full bath. Roof was replaced in 2021, HVAC within the last three years, water heater was replaced in 2020. Schools, shopping and hospitals are all located nearby.

2519 Coral Avenue, Kissimmee
2782 Sun Key Place, Kissimmee
$250,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Replat SubDv. ⋅ 34747 Zip Code
**Fully furnished and ready for its next owner!** This inviting 3-bedroom, 2.5-bathroom townhome is located in the highly desirable Emerald Island Resort, just minutes from Walt Disney World. The property is currently operating as a short-term rental, and future bookings may convey with the sale if the new owner chooses to continue with the current property management company. With a comfortable layout and everything needed for immediate enjoyment, this townhome is ideally suited as a vacation home, investment property, or personal getaway. Emerald Island is a gated, resort-style community offering two heated pools and spas, a clubhouse, fitness center, sauna, tennis and pickleball courts, mini golf, playgrounds, a nature trail, and more. A great opportunity to own a furnished townhome in one of Central Florida’s established vacation rental communities.

2782 Sun Key Place, Kissimmee
2301 Butterfly Palm Way Unit 203, Kissimmee
$235,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Discover this fully furnished 3-bedroom, 2-bath condo in Windsor Palms Resort, a guard-gated community conveniently located just minutes from Walt Disney World, shopping, dining, entertainment, and major highways. Offering a comfortable and functional layout, the unit features vinyl flooring throughout the main living areas and includes all furnishings (except 3rd bedroom - twin beds were removed). The community permits both short-term and long-term rentals, providing flexibility for investors, vacation home buyers, or future full-time residents. Basic cable and internet are included in the HOA fee, while residents and guests enjoy access to a variety of resort-style amenities. The property is currently tenant-occupied with a lease through July 31, 2027; however, the tenant may be willing to negotiate an early move-out.

2301 Butterfly Palm Way Unit 203, Kissimmee
2815 Monticello Way, Kissimmee
$459,900
4 Beds ⋅ 3 Baths ⋅ Preserve At Tapestry Ph 3 & 4 SubDv. ⋅ 34741 Zip Code
Virtually Staged. Welcome to 2815 Monticello Way—where comfortable living, entertaining space, and a convenient Kissimmee location come together! This 4-bedroom, 2.5-bath two-story home in the Preserve at Tapestry offers 2,328 square feet of living space, a two-car garage, and a large backyard designed for enjoying the outdoors. (*Listing includes some labeled virtually staged photographs.) Inside, the main level is made for gathering. The great room creates an easy flow between the spacious kitchen, large center island, dining area, and living room—giving everyone room to spread out while staying connected. Laminate flooring runs throughout the lower level, creating a clean and practical foundation for everyday living. Upstairs, the private primary suite offers a comfortable retreat with its own ensuite bath, while three additional bedrooms and a guest bath provide flexibility for family, guests, an office, or hobbies. Step outside and the living space continues! The large backyard features a screened porch, patio area, and garden space, creating multiple spots to relax, entertain, enjoy your morning coffee, or simply unwind at the end of the day. The generous yard also provides plenty of room to enjoy the outdoors and make the space your own. Recent updates include: Dishwasher — approximately 6 months old Range — approximately 1.5 years old Washing machine — approximately 1.5 years old Dryer — approximately 3 years old Life in Preserve at Tapestry includes access to community amenities such as a resort-style pool, clubhouse, playground, and trails, all included with the monthly HOA. Scenic ponds, tree-lined streets, and established landscaping contribute to the neighborhood's inviting setting. And then there’s the location! The Loop, shopping and dining along US-192 are just minutes away, while nearby Osceola Parkway provides convenient access toward Walt Disney World, Lake Nona, the Florida Turnpike, and SR 417. Orlando International Airport and Kissimmee Gateway Airport, Disney Springs, the major theme park corridor, Lake Tohopekaliga, and historic Downtown Kissimmee are also within easy reach. Come see 2815 Monticello Way and discover a home that offers space to gather, room to relax, and a Central Florida location that keeps you close to it all!

2815 Monticello Way, Kissimmee
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