Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its beautiful landscapes, warm weather, and close proximity to world-famous attractions, Kissimmee is a fantastic place to call home.

Situated in the heart of Central Florida, Kissimmee offers residents a diverse range of amenities and activities. Nature enthusiasts will love exploring the nearby Everglades and Kissimmee Chain of Lakes, where they can enjoy boating, fishing, and wildlife spotting. For those seeking adventure, the city is just a short drive away from the thrilling theme parks of Orlando, including Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando.

Kissimmee boasts a rich cultural heritage, with a variety of museums, art galleries, and historic sites to explore. The city's downtown area is a hub of entertainment, with vibrant restaurants, shops, and live music venues. Additionally, Kissimmee hosts numerous festivals and events throughout the year, showcasing the local talent and community spirit.

Real estate in Kissimmee offers a wide range of options to suit every lifestyle and budget. From charming single-family homes in quiet neighborhoods to luxurious waterfront properties, there is something for everyone. The city's real estate market is known for its affordability, making it an attractive destination for both first-time homebuyers and investors.

With its ideal location, abundant amenities, and strong sense of community, Kissimmee is truly a place where you can live, work, and play. Whether you're looking to settle down or invest in real estate, Kissimmee offers endless opportunities and a high quality of life.

Newest Listings in 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
$414,990
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 ⋅ 2 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
$424,990
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
The Harper floorplan offers a 4-bedroom, 2-bathroom home with 1,665 sq ft of living space. Features include quartz and Revwood floors, an open layout, a spacious living room with natural light, a chef's kitchen with quartz countertops and stainless steel appliances, and a primary suite with a private ensuite bathroom. This all concrete block construction home also includes smart home technology for control via smart devices. *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.*

1856 Howard Mesa Drive, Kissimmee
$370,000
3 Beds ⋅ 3 Baths ⋅ Quail Ridge Ph 1 SubDv. ⋅ 34743 Zip Code
Beautiful home with immediate availability, perfect as a primary residence, vacation home, or investment property. This move-in ready 3-bedroom, 2.5-bath home is located in the desirable Quail Ridge community and features a functional layout with comfortable living spaces. Approved for short-term rentals, this property offers an excellent opportunity for both personal enjoyment and rental income. Ideally situated just minutes from Orlando International Airport, Walt Disney World, Universal Orlando Resort, SeaWorld and with convenient access to Osceola Parkway, SR 417, and Florida's Turnpike, Don't miss this incredible opportunity

2728 Emerson Lane, Kissimmee
$499,990
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to one of the community's most exceptional homes. Situated on a premium corner lot with approximately 8,276 sq. ft. of land, this 2023 residence offers generous outdoor space and stands out for its pristine, like-new condition. Never rented and occupied by the owners only a few days per week, the home has been meticulously maintained with exceptional care. Its elegant blend of modern finishes, spacious living areas, and abundant natural light creates an atmosphere of peace and sophistication from the moment you step inside. Enjoy resort-style amenities including two clubhouses, pools, scenic walking trails around the lake, and a dog park, all just minutes from the Florida Turnpike, top-rated schools, and the continued growth of Lake Nona and Orlando. After visiting hundreds of homes throughout my real estate career, I can confidently say that few properties convey the sense of harmony and warmth found here. Some homes are visited; others are felt. This is one of them. A unique opportunity for those seeking more than a house—a lifestyle. The next chapter of this home's story could begin with you. Schedule your private showing today.

2466 Relaxing Lane, Kissimmee
$420,000
4 Beds ⋅ 3 Baths ⋅ Neptune Shores 1 SubDv. ⋅ 34744 Zip Code
This is a rare find. A nearly 2,700-square-foot home on a one-acre lot in a prime location for $420,000, with three ways to make it yours: move in and make it home, renovate it into the dream house you have been picturing, or reimagine the acre as a multi-parcel investment. Sitting right on Neptune Road, this property puts you squarely between St. Cloud and Kissimmee, two miles from the Florida Turnpike and a straight shot to Orlando, Lake Nona, and the coast. Land like this, this close in, does not come up often. The 1964 block home has 4 bedrooms and 3 full baths across roughly 2,658 square feet once you count the additions, and the layout already does the heavy lifting. A screened front porch opens to an oversized living and dining combo, walls of sliding glass to the former greenhouse, an updated kitchen with newer cabinetry and solid counters, and a family room that flows to an enclosed lanai and bonus room. The primary suite has its own en-suite bath and walk-in shower, with two more bedrooms and a second full bath on the main floor. Here is the part investors will circle: a separate upstairs quarters with its own private entrance, full living area, and full bath. Think in-law suite, long-term rental, or a home that helps pay for itself. Three ways to win here: Live in it. The bones are solid and the recent flooring and kitchen work give you a running start. Bring your vision, build real sweat equity, and end up with a one-of-a-kind acre homestead for near starter-home money. Flip it. The updates are already underway and this corridor rewards a clean, thoughtful renovation. Finish what is started and step into instant upside. Build on it. The one-acre parcel (210x200) is already assembled from multiple recorded lots in Neptune Shores and carries ORS1 residential zoning, no HOA, and a Flood Zone X designation. Run your numbers on a tear-down and subdivide into 2 to 4 new single-family lots (buyer to verify zoning, utilities, and lot-split feasibility with Osceola County). Outside is its own selling point. The grounds are a living food forest: avocado, pineapple, guava, and elderberries, plus Golden Chain trees and Rain Lilies. Add an attached one-car garage, a flex room with front and side-yard access, and a storage shed, and the utility matches the charm. Best of all, there is no HOA, so you set the rules on your acre without a board or monthly dues weighing in. Homes with this mix of location, land, and upside tend to move fast. Whether you want to move in, cash in, or break ground, 1730 Neptune Road is a rare canvas. Sold strictly as-is, ready for your vision.

1730 Neptune Road, Kissimmee
$359,000
3 Beds ⋅ 2 Baths ⋅ Windsong SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath, block pool home offering the perfect combination of style, comfort, and convenience. Situated on an oversized, fully fenced backyard, this property provides plenty of space for entertaining, pets, play, or simply relaxing by your private pool. The interior has been completely remodeled with modern finishes, creating a move-in ready home you'll love from the moment you walk in. Conveniently located just minutes from everything Kissimmee has to offer, including approximately 1 mile to AdventHealth Kissimmee, 2 miles to historic Downtown Kissimmee, and only 4 miles to The Loop, where you'll enjoy shopping, dining, and entertainment. With easy access to major highways, Orlando attractions, schools, and everyday conveniences, this is a place you'll be proud to call home. Come see for yourself why this beautiful property is the perfect place to begin your next chapter.

1240 Windway Circle, Kissimmee
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