Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida – a vibrant city that serves as the gateway to some of the most enchanting experiences in the Sunshine State! Nestled just south of Orlando, Kissimmee boasts a unique blend of small-town charm and big-city excitement, making it an ideal destination for both residents and visitors alike.

Kissimmee is renowned for its proximity to world-famous attractions, including Walt Disney World Resort, Universal Studios, and SeaWorld. However, the city offers much more than just theme parks. With its picturesque lakes, lush parks, and abundant recreational opportunities, Kissimmee is a haven for outdoor enthusiasts. Enjoy a leisurely day fishing on Lake Tohopekaliga, or explore the scenic trails of Shingle Creek Regional Park, where you can bask in the beauty of nature right in your backyard.

The city’s rich cultural heritage is reflected in its historic downtown area, featuring charming boutiques, delightful cafes, and vibrant local events. From the lively Kissimmee Main Street Farmers Market to the annual Osceola County Fair, there’s always something happening to engage the community and celebrate local traditions.

Kissimmee is also known for its diverse real estate options, catering to families, retirees, and everyone in between. Whether you’re searching for a cozy single-family home, a luxurious waterfront property, or a charming townhome, Kissimmee has it all. With its friendly atmosphere, excellent schools, and a strong sense of community, it’s no wonder that Kissimmee is a sought-after location for those looking to plant their roots in Central Florida.

Discover the magic of Kissimmee – where every day feels like a vacation!

Newest Listings in Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code

This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5576 Dennery Bay Road, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Storey Creek Ph 3b & 4 SubDv. ⋅ 34746 Zip Code

Welcome home to 4260 Pebbles Throw Dr!? This beautifully maintained 3-bedroom, 2-bathroom home is the perfect place to create new memories and enjoy the moments that matter most with family and friends. Imagine gathering together in the comfortable living room for movie nights, sharing meals and conversations, or stepping outside to your fully fenced backyard, where the family can enjoy fresh air, play, relax, and create memories together. This home has been lovingly maintained and is ready for its next chapter. But the lifestyle doesn't stop at your front door! ?? This beautiful community offers an array of amenities designed for everyone to enjoy, including a community pool, fitness center, tennis courts, playground, dog park, walking trails, and inviting outdoor areas with sofas where you can relax and spend quality time with family and friends. Convenience is another highlight! Located just miutes from Publix, gas stations, shopping, restaurants, and everyday essentials, with easy access to US-192 and approximately 30 minutes from Walt Disney World. Whether you're looking for a place to call home, a space to enjoy with your loved ones, or an investment in the heart of Kissimmee, this home brings together comfort, community, convenience, and the opportunity to create memories that last a lifetime. Come see it and imagine yourself here! ????

4260 Pebbles Throw Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5648 Seagrape Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5529 Sapote Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Westview 40s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5728 Portico Place, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Oaks 2 The SubDv. ⋅ 34746 Zip Code

Welcome home to your private oasis! Step inside to impressive 12 ft. ceilings and large windows spreading natural light throughout the home. The spacious 4-bedroom 3 bath split plan also boasts a private office/den all on one level. The interior features classic finishes making it move-in ready while allowing you to update to your personal taste over time. A beautiful formal dining room is perfect for entertaining, and the rear of the home has a spacious screened lanai overlooking the pool and the greenspace beyond. Perfect for more casual get togethers. Truly a peaceful retreat!

1954 Willow Wood Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Indian Wells Unit 7 SubDv. ⋅ 34746 Zip Code

Welcome to this beautifully located 3 bedroom, 2 bathroom home in the highly sought after Indian Wells community! Situated on a desirable waterfront lot, this home offers a wonderful combination of location, convenience, and community amenities. The spacious kitchen features an abundance of countertop and cabinet space, along with room for a comfortable dinette area, perfect for everyday meals and entertaining. Residents can enjoy a variety of community amenities, including a heated swimming pool, tennis court, basketball court, and playground. Best of all, the HOA is OPTIONAL and only $125 per year. Location truly is key! This home is conveniently situated not far from Walmart (0.6 mi), Publix (0.7 mi.), Sunrise Plaza, name brand outlet shopping, hospitals, restaurants, and Orlando’s world famous theme parks. Whether you’re looking for a short or long term rental investment, a vacation home, or your primary residence, this property offers plenty of possibilities. And theres even more to love, a 2024 ROOF adds valuable peace of mind!

5209 Broken Arrow Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code

Very close to Disney, on popular tourist corridor Highway-192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful interior unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious unit townhome boasts 1650 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and pavered driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, pool views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate, or 'lifestyle' homestead.

4440 Summer Flowers Place, Kissimmee

2 Beds ⋅ 1 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code

Beautifully Maintained Condo | Water & Sunset Views | Upgrades | Resort-Style Amenities Beautifully maintained condo offering peaceful water and sunset views and numerous upgrades throughout. Step inside to a bright, inviting interior featuring vinyl flooring throughout—no carpet—and an open living and dining area that leads to the private balcony, where you can relax and enjoy beautiful water views and Florida sunsets. The home has been thoughtfully updated with tile flooring on the balcony, an upgraded bathroom vanity and light fixture, updated kitchen sink, new window springs in both bedrooms, and updated blinds throughout. Both bedrooms feature large walk-in closets, providing excellent storage space. Another important improvement is the new roof installed in August 2025. All appliances are included, including the refrigerator, dishwasher, washer and dryer, making the home ready for its next owner. Beyond the condo, residents enjoy an impressive selection of resort-style community amenities, including two swimming pools, a clubhouse, fitness/weight room, game room, pickleball/tennis court, basketball court, children’s playground, grilling area and golf practice net. The community is gated and also offers evening security. Enjoy a peaceful community setting with beautiful grounds, water views and plenty of recreational amenities. This well-maintained condo offers an attractive combination of comfort, upgrades, views and community amenities.

8826 Dunes Court Unit 11-308, Kissimmee

5 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

SPECIAL LOT WITH A HIGHLY SOUGHT AFTER VIEW. RARE REUNION RESORT MEMBERSHIP AVAILABLE. RENTAL WINNER! HOME NEEDS NOTHING-TURN KEY! This featured property at 989 Desert Mountain Court in the highly desirable Fairway Ridge Community is located on a Cul-De-Sac and has spectacular views of the 1st hole of the World-Famous Nicklaus Golf Course Hole #1. The home has un-interrupted large golf course vistas that can be seen from the outdoor pool deck or the large second floor balcony. Once inside the home you will feel a sense of calm and welcome. The large open floor plan boasts a complete 1st floor bedroom, along with a private bath. The garage has been converted to maximize space and create more indoor entertainment zones. With a huge TV, arcade gaming, theater chairs, bar area and themed décor this garage has it all. Not to mention it even has a dedicated air conditioner to keep you and your guests cool! Deeper into the home you will find a ½ bath and laundry area. The large open living space is outlined by a generous sized kitchen, bar stool seating, a separate dining table and a picturesque view of the pool area and outdoor kitchen that is accessed by an oversized sliding glass door. The living room is comfortable, relaxing and is well appointed by updated furniture and electronics. You won't need a thing in this home! Once outside you are now living in the Florida Dream. A generous sized pool deck with great seating for guests and two umbrellas, is just the right place to snap a selfie! The second floor of the home is where you will find the loft area, additional gaming, and the remaining bedrooms. The home has an en-suite, a TOY-STORY themed bunk bedroom, a third well-appointed bedroom and a large master suite with accompanying master bath. The master suite has a large walk-in closet, along with separate vanities, and an oversized balcony that is great for a cup of coffee, or an evening glass of wine. Now my favorite part- the NEW LIST! ENTIRE INTERIOR NEW PAINT, ALL GROUT CLEANED AND SEALED, NEW CARPET, NEW PLANTATION SHUTTERS ON ALL WINDOWS, NEW FURNITURE IN COMMON AREAS, NEW OUTDOOR FURNITURE, NEW GAS COOK TOP, NEW BBQ GRILL, NEW DISHWASHER, NEW POOL HEATER 2025, NEW OUTDOOR LIGHTING. BIG RENTAL AND MEMORY MAKING POTENTIAL. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today. 80 million visitors are estimated to visit Orlando in 2026. Current reservations for 2026 are available to convey to new owner when choosing to maintain relationship with current property manager. Schedule today!

989 Desert Mountain Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code

Very close to Disney, on popular tourist corridor Highway-192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious unit townhome boasts 1650 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and pavered driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, pool views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate, or lifestyle homestead.

4436 Summer Flowers Place, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 03b SubDv. ⋅ 34759 Zip Code

Virtually Staged. NEW ROOF 3/2026 & NEW HVAC IN 8/2026! Welcome to this beautifully upgraded, stress-free, move-in-ready home with a serene wooded conservation view. This meticulously maintained residence offers 1,507 square feet of living space, 2 bedrooms, 2 bathrooms, a private study, and a 2-car garage—and truly shows like a model home. Step inside to a bright, open-concept floor plan where the kitchen, dining area, and gathering room flow seamlessly together while taking full advantage of the peaceful wooded views. The stunning kitchen has been thoughtfully upgraded with high-end quartz countertops, new sinks and fixtures, a tile backsplash, and stainless-steel appliances. Luxury Vinyl flooring extends throughout the home, complemented by additional recessed lighting and upgraded baseboards for a sophisticated, finished look. The comfortable secondary bedroom and full guest bathroom provide an inviting space for visitors, while the spacious primary suite is privately positioned at the rear of the home, creating a peaceful retreat with beautiful views. Step outside to the screened-in lanai, the perfect place to enjoy your morning coffee, relax with a good book, or take in the tranquil conservation setting without rear neighbors. With a new roof and HVAC in 2026, extensive interior upgrades, a peaceful view, and a true move-in-ready condition, this home offers the ideal combination of comfort, style, and peace of mind. Furniture and golf cart are available for purchase separately and outside of contract. And then there is the Solivita lifestyle! Residents enjoy an incredible array of resort-style amenities, including state-of-the-art fitness facilities, workout rooms, dance and aerobics studios, a business center, 14 heated swimming pools, 2 heated spas, tennis, pickleball, shuffleboard, bocce ball, billiards, an art gallery, 2 restaurants, and 2 championship 18-hole golf courses with a driving range and putting course. With an active social calendar, clubs, activities, and events, there is always something new to experience and enjoy. Conveniently located near shopping, dining, medical facilities, and healthcare, this home offers the perfect balance of luxury, privacy, convenience, and an active 55+ lifestyle. If you have been waiting for a special waterfront pool home in Portofino, this custom-designed Venetian deserves to be at the top of your list. Come discover the first-class lifestyle that awaits you in Solivita!

884 Grand Canal Drive, Kissimmee

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