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Founded back in the 1900s, Kissimmee is one of the cities located in Osceola County in South Florida. Kissimmee stands out with prominence that is justly deserved. It is renowned by one of the fastest growing in a section remarkable for its rapid advancement, borne by the thousands of visitors who journey through this land of potential resources and wealth.

In the 1920s the cattle industry flourished in these areas, not enough to dominate as much in the industry as citrus and other crops have. Kissimmee Airport which was constructed back in the 1940s by the U.S. Army for the involvement of the U.S. in World War II, led Kissimmee´s population to increase by 38%. In the 1970s came a big period of growth for Kissimmee, the opening of Walt Disney Worlds debut in 1971, the population doubled from this magnificent tourist attractions and later doubled again in the 1980s.

A major real estate boom started soon after the debut of Walt Disney World, many hotels, restaurants and shops sprang up to accommodate the newest industry in Kissimmee. Having a good year round temperature and also being close to some of the most beautiful beaches on the coast of Florida has helped keep the tourism industry alive and still strong today.

At TonyDavidsHomes.com we can help you locate new and resale homes in these master planned communities, adult and retirement areas as well as in golf and county club settings. If you currently own land we can also assist in helping you find a builder for your new dream home.

Contact us to help you find new homes for sale in the Kissimmee area, condos, new executive homes, town homes, luxury homes, waterfront real estate, luxury golf homes, and vacant land.

Latest Kissimmee Listings

4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Overoaks SubDv. ⋅ 34746 Zip Code

*******BEAUTIFUL HUGE PROPERTY IN A GOLF COMMUNITY WITH A BEAUTIFUL POND IN THE BACK, THIS HOME OVERLOOKS THE GOLF COURSE , HAS A LARGE LANAI WITH OUTDOOR KITCHEN FOR ENTERTAINMENT . OVERSIZE BEDROOMS AND A BIG LOFT

2270 Tournament Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code

Newly furnished and equipped 3 bedroom, 3 bath townhome in Compass Bay, with a 3-year-old A/C. Three full baths is unusual for this price point and a real advantage for both long-term and short-term rental demand. Compass Bay is one of the more versatile communities in the area — live in it full time, lease it long term, or run it as a short-term rental. The gated community has mature landscaping and a pool close to the unit, and the resident mix is a healthy blend of full-time owners and short-term guests, so it doesn't feel like a transient complex. The unit is currently operating as an Airbnb. All furnishings — over $15,000 worth, purchased new — convey with the sale. Proximity to the parks adds steady rental pull for owners who want to keep it as an income property. Whether the goal is a primary residence, a long-term rental, or a vacation rental with furnishings already in place, this one is ready to go from day one.

3087 Seaview Castle Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Heritage Key Villas Ph 1 & 2 SubDv. ⋅ 34744 Zip Code

Check out this modern open floor concept townhouse. You will be welcome by a freshly painted interior featuring 3 bedrooms and 2.5 baths. This layout is ideal for family and friends to gather. The kitchen features an island (with granite counter top), pantry, and plenty of cabinet space. The living area has a sliding door that leads to a screened patio with no rear neighbors. All bedrooms are located on the second lever, adding additional privacy to the family. The master bedroom features an en-suite bath, and built-in closet. Another full bathroom is located on the second floor for your convenience. You will love the gated community of Heritage Key. There are plenty of amenities including a clubhouse, pool table, beach volleyball, playground, pool & spa to name a few. This convenient location offers easy access to 192, shopping, and dining. You will be only minutes to the fast growing area or NeoCity, Silver Spurs Arena, and FL Turnpike. Carpets are 2 years old and have just been steamed clean; faucets in bathrooms sinks have just been replaced. See it today!

2080 Heritage Key Boulevard, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code

Discover a true gem in the sought-after community of Tohoqua and skip the wait for new construction. Only four years old, this beautifully maintained single-story home offers modern finishes, thoughtful upgrades, and exceptional value, including a newly installed fully fenced backyard. Step inside to an inviting open-concept floor plan where the stylish kitchen seamlessly flows into the dining and living areas, creating the perfect setting for entertaining or everyday living. The kitchen features stainless steel appliances, quartz countertops, designer shaker-style cabinetry, and generous prep and storage space. A versatile flex room provides endless possibilities to fit your lifestyle, whether used as a home office, formal dining room, playroom, or fitness space. The spacious owner's suite serves as a private retreat, featuring a large walk-in closet and a well-appointed en suite bathroom with dual quartz vanities, a soaking tub, and a separate walk-in shower. Two additional bedrooms provide comfortable accommodations and flexibility for family, guests, or a variety of lifestyle needs. Enjoy Florida living year-round from the screened and covered lanai overlooking the fully fenced backyard, ideal for relaxing, entertaining, or letting pets play. Additional features include a welcoming front porch, Ring video doorbell, Wi-Fi-enabled thermostat, and thoughtfully selected modern finishes throughout. Tohoqua offers an impressive collection of resort-style amenities, including a resort-style pool, clubhouse with an event room, fitness center, tennis courts, playground, scenic lakeside walking trails, and beautifully maintained green spaces that encourage an active and connected lifestyle. Conveniently located just minutes from Medical City, Lake Nona, shopping, dining, entertainment, major roadways, and top-rated schools, this exceptional home combines comfort, convenience, and community in one desirable location. Don't miss the opportunity to make this move-in-ready gem your own. Schedule your private showing today and see why you could be its next proud owner.

1739 Good Neighbor Loop, Kissimmee

8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code

Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Marbella Ph 1 SubDv. ⋅ 34744 Zip Code

Welcome to this exceptional 5-bedroom, 3.5-bathroom home located in the desirable Marbella community of Kissimmee. Built in 2020 and situated on a premium corner lot, this beautifully upgraded residence offers over 2,600 square feet of thoughtfully designed living space, blending modern style, functionality, and energy efficiency. From the moment you arrive, you'll appreciate the home's attractive curb appeal, highlighted by a paved driveway, a modern front door, and upgraded soffit lighting that enhances the exterior day and night. Inside, the open-concept floor plan is designed for today's lifestyle, featuring updated flooring throughout with no carpeting, creating a clean, contemporary feel. The heart of the home is the stunning remodeled kitchen, complete with upgraded cabinetry, a custom display cabinet, designer backsplash, a large center island with seating, and abundant prep and storage space. Flowing seamlessly into the spacious living and dining areas, this layout is ideal for everyday living and entertaining. A stylish dry bar adds the perfect touch for hosting guests or creating your own coffee or beverage station. Upstairs, a spacious loft provides the flexibility to serve as a media room, game room, home office, or additional living area. The thoughtfully designed floor plan includes five generously sized bedrooms and 3.5 bathrooms, including a beautifully remodeled guest bathroom featuring floor-to-ceiling tile finishes. This home is loaded with premium upgrades designed for comfort, convenience, and efficiency, including a solar energy system to help reduce utility costs, a whole-house salt-based water filtration system, and an under-sink reverse osmosis system that provides alkaline drinking water. Smart home features include Nest thermostats and a security camera system, offering modern convenience and peace of mind. Step outside to enjoy the expansive, fully fenced backyard, providing plenty of space for outdoor entertaining, pets, play, or even the future pool you've always envisioned. Ideally located with easy access to FL-417, this home offers exceptional convenience to everyday essentials and Central Florida's top destinations. Enjoy being just minutes from shopping, supermarkets, restaurants, the Lake Nona Medical City district, Nona Adventure Park, and Orlando International Airport, making commuting, travel, and entertainment incredibly convenient. Combining stylish upgrades, energy-efficient features, spacious living areas, and a prime location, this move-in-ready Marbella home is an outstanding opportunity you won't want to miss. Schedule your private showing today!

2824 Noble Crow Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 2 SubDv. ⋅ 34746 Zip Code

Turnkey and income-producing, this recently renovated 4-bedroom, 3-bathroom townhome is located in Storey Lake Resort, one of Central Florida’s most desirable short-term rental communities. Offered fully furnished and professionally decorated, the home features a bright open-concept layout, an updated living area, granite countertops, stainless-steel appliances, and two private suites. Step outside to your screened-in private pool and covered lanai, the perfect place to relax after a day at the parks. Currently operating as a vacation rental, this property is ready for its next owner to enjoy and generate income from day one. Storey Lake offers resort pools, lazy rivers, waterslides, clubhouses, fitness centers, mini-golf, tiki bars, playgrounds, and sports courts—all just minutes from Walt Disney World, shopping, dining, and entertainment. An exceptional opportunity for a vacation retreat or investment property near Disney. Schedule your showing today!

3080 Juliet Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Osceola Acres SubDv. ⋅ 34744 Zip Code

Welcome to this spacious 4-bedroom, 2-bath single-family home in Kissimmee, ideally located approximately 2 miles from Osceola Parkway and the Florida Turnpike — with NO HOA! Situated on a generous .37-acre lot, this home offers plenty of outdoor space, privacy, and room for entertaining. Inside, you’ll find four bedrooms, comfortable living areas, an additional den, and a screened-in back porch perfect for enjoying Florida living. Built in 1964, the home offers character and plenty of potential to personalize and make it your own. Special features include beautiful tongue-and-groove wood ceiling details, an HVAC system installed in 2021, and a roof replaced in 2019. With its convenient location, spacious interior, large lot, and no HOA, this property offers a great opportunity to create the home you’ve been looking for. Schedule your private showing today!

1212 Shawnee Drive, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

2440 Tangier Drive, Kissimmee

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