Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the magical allure of Walt Disney World. With its sunny climate, friendly atmosphere, and a rich tapestry of cultural experiences, Kissimmee is not just a destination; it's a lifestyle.

Kissimmee boasts an impressive array of outdoor activities, thanks to its proximity to lush parks and scenic lakes. The picturesque Lake Tohopekaliga is perfect for fishing, boating, and picnicking, while the nearby Shingle Creek Regional Park offers miles of trails for hiking, biking, and bird watching. For those who appreciate nature, Kissimmee is a gateway to the stunning landscapes of the Florida Everglades and a variety of wildlife experiences.

The city is also steeped in history and charm, with its historic downtown area showcasing quaint shops, delightful cafes, and local art galleries. The vibrant community hosts numerous events throughout the year, from farmers' markets to cultural festivals, ensuring there's always something exciting happening.

Families will find Kissimmee to be an ideal place to call home, with excellent schools, recreational facilities, and a strong sense of community. The city's diverse housing options cater to all lifestyles, from cozy bungalows to luxurious waterfront properties.

Whether you're looking for adventure, relaxation, or a close-knit community, Kissimmee offers a unique blend of all that and more. Come explore this enchanting city and discover why it’s one of Florida’s most beloved treasures!

Newest Listings in Kissimmee

$415,000
3 Beds ⋅ 3 Baths ⋅ Malibu Estates SubDv. ⋅ 34744 Zip Code
Situated on an oversized lot of more than a 1/4 acre, this 3/2,5 home offers fantastic curb appeal, a desirable layout, and endless potential to make it your own! Step inside to find a formal living room and dining room that flow into a spacious family room & kitchen, creating the perfect space for both everyday living and entertaining, The kitchen features granite countertops and stainless-steel appliances. Ceramic tile flooring runs throughout the home, making the maintenance a breeze! The primary owner suite offers his-and-her closets and an en-suite bathroom complete with dual vanities, garden tub, and a separate walk-in shower. One of the homes standout features is the enclosed Florida room, which opens to a screened in lanai and an in-ground swimming pool--an ideal setting for enjoying Florida's year-round sunshine! Additional highlights include a 2 Car Garage and a community with NO HOA. Also, the seller has added on a TILE ROOF (2020).the AC is 2017. Conveniently located just minutes from major highways, shopping, dining, and everyday conveniences, this home combines location, space and value. This home needs cosmetic TLC and has been priced accordingly, making it an excellent opportunity for buyers looking to add their own personal touches and build equity. Come out and see it today!!

2125 Triumfo Circle, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ Campbell Cove SubDv. ⋅ 34743 Zip Code
Welcome to this beautifully maintained home located in Campbell Cove!!This charming property offers a bright, open layout perfect for comfortable living and entertaining. Enjoy a spacious living area, an inviting kitchen, and well-appointed bedrooms designed for convenience and privacy. The home sits on a generous lot with Lake view and outdoor gatherings, pets, or simply relaxing in your own private space. Located just minutes from Lake Nona Shopping Center, major highways, and Orlando’s world-famous attractions. This home combines everyday practicality with exceptional convenience. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property delivers outstanding value in a highly desirable community. Don’t miss your chance to make this lovely home yours!

2707 Randal Way, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 3044 Slough Creek Drive in the highly desirable Creekside at Boggy Creek community! Built in 2021, this beautifully maintained home offers the perfect combination of modern design, functional living spaces, and an unbeatable location. Featuring an open-concept floor plan filled with natural light, the home is ideal for both everyday living and entertaining. The spacious kitchen overlooks the main living and dining areas, creating a seamless flow for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat with a walk-in closet and an en-suite bath. Step outside to a beautifully enhanced backyard featuring a large paver patio, creating an inviting outdoor living space that's perfect for entertaining guests, enjoying weekend barbecues, or simply relaxing in the Florida sunshine. The expansive paved area offers both style and functionality with plenty of room for outdoor furniture, a fire pit, or a dining set. Don't miss this opportunity to own a move-in-ready home in one of Kissimmee's most convenient and growing communities. Schedule your private showing today!

3044 Slough Creek Drive, Kissimmee
$499,900
3 Beds ⋅ 2 Baths ⋅ Ridgewood 1 Rev SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome to this beautiful 3-bedroom and 2 bathroom. Explore this spacious 2,457 sq. ft. home on a generous half-acre lot, offering a unique blend of comfort and potential. Featuring three bedrooms, two bathrooms. Highlighted by two detached garages—one a potential apartment with its own kitchen and bathroom. The home is close to Neo City, Downtown Kissimmee, The Lakefront, and you are not far from shopping, restaurants, major highways, the airport and Mickey.

581 Woodlawn Terrace, Kissimmee
$324,190
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Quill cabinetry, a decorative tile backsplash, Lyra quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful porcelain tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

2118 Southbury Drive, Kissimmee
$500,000
4 Beds ⋅ 3 Baths ⋅ M3 At Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Welcome to KISSIMMEE BAY! A gated community located along the KISSIMMEE BAY GOLF & COUNTRY CLUB! this beautifully maintained 4-bedroom, 3-bath home is tucked away on a quiet cul-de-sac in one of Kissimmee's most sought-after gated golf communities. Offering over 2,600 square feet of living space, this spacious residence features an inviting open layout designed for both everyday living and entertaining. Stepping inside you will discover an elegant formal living and dining rooms, complemented by a bright, open concept kitchen with an abundance of cabinetry, a cozy breakfast nook, and a seamless flow into the main living area. The thoughtfully designed split-bedroom floor plan provides privacy for the primary suite, where you'll also find a spacious ensuite bath complete with a relaxing soaking tub, separate shower, and dual vanities and huge walk in closet. Situated on an oversized lot with a beautifully landscaped backyard and a large side yard, this home offers plenty of room to create your own for entertaining space, or simply room to relax and enjoy Florida living. Residents of Kissimmee Bay enjoy being in walking distance to an amazing golf course, tennis courts, playground, and basketball courts. Conveniently located near Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and Central Florida's world-famous attractions, this home combines comfort, convenience, and an outstanding lifestyle.Don't miss your opportunity to own this exceptional home schedule your private showing today!

1733 Bridgets Court, Kissimmee
$519,060
4 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to the Concord, a thoughtfully designed AllGen residence created to bring comfort, flexibility, and togetherness to every generation. This spacious one-story home offers a total of 4 bedrooms, 3 bathrooms, an “All Gen Living” space, an enclosed flex room, and a 2-car garage, with an innovative layout that truly provides a place for everyone. At the heart of this design is the private AllGen suite, ideal for multi-generational living or long-term guests. This self-contained space features its own indoor entrance, a comfortable bedroom, a full bathroom with a glass-enclosed walk-in shower, and a dedicated “All Gen” living area complete with a kitchenette, providing independence while still being seamlessly connected to the main home. As you step inside the main entrance, you’re greeted by an inviting, extended foyer that guides you into the open-concept living area. The chef-inspired kitchen boasts Whirlpool stainless steel appliances, a convenient pantry, elegant Trenton Quill cabinetry, quartz countertops, a single-bowl stainless steel sink, pendant light pre-wiring, and a large center island perfect for meal prep and gathering with loved ones. The kitchen flows effortlessly into the café area, where a sliding glass door opens to the covered lanai. Enhanced by abundant windows, this entire space is filled with beautiful natural light. The private Owner’s Suite offers a peaceful escape, featuring a spacious walk-in closet and a spa-like en suite bathroom complete with dual sinks atop a quartz-topped vanity, a linen closet, a private water closet, and a luxurious glass enclosed shower, and free standing tub. Separate from the AllGen suite, two additional bedrooms and a full secondary bathroom are situated together in their own hallway, creating an ideal layout for privacy and comfort. Rounding out the home is an enclosed flex room, offering endless possibilities: create a quiet home office, a hobby space, a media room, or a cozy reading nook—the choice is yours. The Concord combines modern elegance, thoughtful functionality, and multi-generational versatility, making it the perfect place to call home.

2562 Winter Sky Street, Kissimmee
$379,290
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Camden bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. Burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor living spaces, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, flex room, and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

2644 Clear Night Avenue Drive, Kissimmee
$315,995
3 Beds ⋅ 3 Baths ⋅ 172 Bowie Lane Twnhms SubDv. ⋅ 34743 Zip Code
Virtually Staged. Explore the three bedrooms, two and a half baths. Enjoy this beautiful open space model plan townhome with a great room, dining room and open kitchen with large island thar is perfect for entertaining and everyday meals. Sharing the first level are a half bath and laundry room, while upstairs are two bedrooms with a full bath and master suite with walk-in closet and double vanity bathroom. This beautiful townhome is perfectly situated just moments away from Lake Nona Medical City and Medical Center, Orlando International Airport and Universal Studios theme park.

172 Bowie Lane Unit B, Kissimmee
$395,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 336 Magical Way, a recently repainted throughout, 4-bedroom, 3-bathroom pool home located at the end of a cul-de-sac in the gated community of Magic Landings. Previously used as both a short-term vacation rental and a long-term rental, this property is also well suited as a primary residence. The open floor plan features a combined living and dining area with a kitchen offering a breakfast bar and stainless steel appliances. A separate laundry room with a washer and dryer is located just off the kitchen. The home offers a split-bedroom layout. At the front of the home are two bedrooms that share a full family bathroom. At the rear are two primary-style bedrooms, each with a walk-in closet, ensuite bathroom, and direct access to the screened pool and patio. One ensuite includes a separate soaking tub and walk-in shower, while the other features a walk-in shower. Outside, enjoy a fully screened private pool overlooking a wooded area with no rear neighbors, providing added privacy. Added benefits include a new roof in November 2022 and a new HVAC in March 2022. Conveniently located in Kissimmee, the home offers easy access to major highways, shopping, dining, golf courses, and Central Florida's popular attractions, making it an excellent option for a primary residence, vacation home, or investment property.

336 Magical Way, Kissimmee
$399,990
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison 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.*

1912 Howard Mesa Drive, Kissimmee
$500,000
4 Beds ⋅ 3 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home built in 2024, located in the highly desirable Seasons at Big Sky community in Kissimmee. This move-in-ready residence features a spacious open-concept floor plan, a modern kitchen with elegant granite countertops, stainless steel appliances, ample cabinet space, and a large center island perfect for entertaining. The split-bedroom layout provides added privacy, while the primary suite offers a walk-in closet and a private en-suite bathroom. Step outside to enjoy the covered lanai and fully fenced backyard, providing the perfect space for outdoor living, entertaining, pets, or family gatherings. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and schools. Don't miss this exceptional opportunity to own a nearly new home in one of Kissimmee's fastest-growing communities. Schedule your private showing today!

1383 Levy Bend Drive, Kissimmee
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