Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of Central Florida with the charm of a close-knit community. Nestled just south of Orlando, Kissimmee is renowned for its proximity to world-famous attractions, including Walt Disney World Resort, Universal Studios, and SeaWorld, making it a prime location for both residents and tourists alike.

Kissimmee is more than just a gateway to theme parks; it boasts a rich history and a diverse culture that reflects the spirit of Florida. Stroll through the historic downtown area, where you can explore quaint shops, delightful cafes, and local eateries that serve up mouthwatering cuisine. The picturesque Lake Tohopekaliga offers stunning views and a plethora of outdoor activities, from fishing and boating to scenic picnics along the shore.

For families, Kissimmee provides an array of top-rated schools and family-friendly neighborhoods, ensuring a safe and nurturing environment for children to thrive. The city also hosts various community events throughout the year, fostering a strong sense of belonging among residents.

Nature enthusiasts will appreciate the nearby parks and nature reserves, perfect for hiking, bird-watching, and immersing oneself in Florida’s unique ecosystems. With a warm climate year-round, Kissimmee is ideal for those who love outdoor living.

Whether you’re looking for a new home, a vacation rental, or simply a place to explore, Kissimmee offers an enchanting blend of excitement, tranquility, and opportunity. Discover your slice of paradise in this charming city where every day feels like a vacation!

Newest Listings in Kissimmee

$740,000
6 Beds ⋅ 4 Baths ⋅ Enclave At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Welcome to 3471 Dovetail Avenue, where modern Florida living meets comfort, style, and convenience in the heart of Kissimmee. Nestled within a sought-after community, this beautifully maintained home offers spacious living, thoughtful design, and the perfect setting for creating lasting memories. Step inside to an inviting open-concept floor plan filled with natural light, seamlessly connecting the living, dining, and kitchen spaces—ideal for everyday living and entertaining alike. The well-appointed kitchen serves as the heart of the home, providing ample workspace, generous cabinetry, and a welcoming atmosphere for family gatherings and special occasions. The private owner’s retreat offers a peaceful escape, while the additional bedrooms provide flexibility for family, guests, or a home office. Every space has been designed with comfort and functionality in mind, making this home as practical as it is inviting. Step outside to your own backyard oasis, offering room to relax, entertain, or simply enjoy Florida’s year-round sunshine. Whether you’re hosting weekend barbecues, watching the kids play, or enjoying a quiet evening outdoors, this outdoor space is ready to fit your lifestyle. Perfectly positioned just minutes from shopping, dining, schools, major highways, and Orlando’s world-famous attractions, this home offers the ideal balance of neighborhood tranquility and everyday convenience. You’ll enjoy easy access to Lake Nona, Orlando International Airport, Disney, and everything Central Florida has to offer. 3471 Dovetail Avenue isn’t just a house—it’s a place to grow, gather, and truly feel at home. Schedule your private showing today and discover why this exceptional Kissimmee property is the perfect place to begin your next chapter.

3471 Dovetail Avenue, Kissimmee

$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

$355,000
4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 4 SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED, SHORT-TERM RENTAL READY & GATED – this 4-bedroom, 3.5-bath townhome in the sought-after Compass Bay community of Kissimmee offers everything you want in a vacation home, investment property or Central Florida getaway! Modern furnishings, THEMED BEDROOMS, upgraded lighting, DOUBLE-PANE WINDOWS with window treatments and a HYBRID ELECTRIC/HEAT PUMP WATER HEATER add comfort, efficiency and style. The tiled OPEN-CONCEPT MAIN FLOOR makes everyday living and entertaining easy, with a spacious living and dining area flowing into a well-appointed kitchen featuring STAINLESS STEEL APPLIANCES and a long BREAKFAST BAR with plenty of seating for casual meals. A convenient half bath off the foyer completes the first floor. All four bedrooms are upstairs, creating separation from the main living areas. The PRIMARY SUITE features its own full en-suite bath, while the SECOND BEDROOM is a JUNIOR SUITE setup with another private bath. Bedrooms three and four share a third full bathroom, and the UPSTAIRS LAUNDRY closet keeps it close to the bedrooms. Outside, enjoy the large PAVER PATIO with VINYL PRIVACY FENCING – an inviting space to relax after a long day at the parks and a COVERED FRONT PORCH that welcomes you home. Compass Bay delivers LOW-MAINTENANCE TOWNHOME LIVING in a GATED COMMUNITY with a COMMUNITY POOL and an excellent Kissimmee location. With easy access to Osceola Parkway, US-192/530, SR 535 and SR 417, you are just minutes from Central Florida’s THEME PARKS, RESORT AREAS, shopping, dining and entertainment. Whether you are looking for a fully furnished short term rental, vacation home or a place of your own near Orlando’s world-famous attractions, this Compass Bay townhome delivers the space, location and flexibility to make it happen. Call today for more information and schedule a tour!

5109 Killarney Way, Kissimmee

$415,000
2 Beds ⋅ 2 Baths ⋅ Sunset Walk Hotel Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Experience the ultimate vacation lifestyle at 3151 Sunset Walk Drive, #514, a beautifully appointed 2-bedroom, 2-bathroom condo at Embassy Suites by Hilton Orlando Sunset Walk. This 1,048-square-foot Inspiration floor plan offers a desirable corner location with views of the resort pool, bringing the vacation atmosphere right to your doorstep. Inside, the stylish kitchen features rich navy-blue cabinetry, quartz countertops with a waterfall island, and a modern design that flows seamlessly into the living space. The primary suite offers a relaxing retreat with an oversized shower and separate soaking tub enhanced with mid-century modern tile and fixtures, while the second bedroom provides comfortable accommodations for family and guests. The second bedroom can sleep two people with adjoined twin beds, both with reading lights and built-ins to store that book you’ve saved for your vacation. Beyond the condo, enjoy an impressive array of resort amenities, including a sparkling pool, splash pad, tiki bar, fitness center, complimentary made-to-order breakfast, and evening reception. Guests can also take advantage of free shuttle service to the theme parks, access to Island H2O Water Park, and the vibrant dining, shopping, and entertainment just steps away at The Promenade at Sunset Walk. Whether you're looking for a personal vacation getaway or a short-term rental investment, this property offers more than a place to stay — it's an opportunity to make the vacation part of the lifestyle.

3151 Sunset Walk Drive Unit 514, Kissimmee

$355,000
3 Beds ⋅ 2 Baths ⋅ Osprey Ridge SubDv. ⋅ 34744 Zip Code
Welcome to 4580 Gadwall Dr, a beautifully maintained 3-bedroom, 2-bathroom single-story home in the desirable Osprey Ridge community of Kissimmee! Built in 2018, this 1,651-square-foot home is a functional open layout, spacious living areas, a well-appointed kitchen with granite countertops, and a comfortable primary suite featuring a generous bedroom and walk-in closet. The home also offers a 2-car garage, interior laundry room, and a layout designed for easy everyday living. The private primary suite provides a comfortable retreat, while two additional bedrooms provide flexibility for family, guests, a home office, or personal space. All bedrooms are beautifully tiled. A 2-car garage provides convenient parking and additional storage. Beyond the home, enjoy the convenience of a location that puts you close to everything Central Florida provides. Osprey Ridge is located near Boggy Creek Road and Narcoossee Road, providing convenient access to SR 417 and the Florida Turnpike. Lake Nona’s restaurants, shopping, Medical City and major medical facilities are just minutes away, while Orlando International Airport is also conveniently accessible. Nearby recreational opportunities include East Lake Tohopekaliga, local parks, trails and the Austin-Tindall Regional Sports Complex. Move-in ready, well located, and offering the space and functionality today’s buyers are looking for — don’t miss your opportunity to make 4580 Gadwall Dr your new home! This home is priced well below market so it will go fast!

4580 Gadwall Drive, Kissimmee

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