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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

5 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 2 Prcl J SubDv. ⋅ 34746 Zip Code

*New photos coming 9/18/26!* If square footage is on your wish list, 2887 Sweetspire Cir delivers plenty of it: 5 bedrooms, 3 bathrooms and 3,387 sq. ft. of living space on a 0.25-acre corner lot, plus a three-car garage and an enclosed porch. The finishes may not be the newest on the block—and that may be exactly the point. Instead of paying for someone else’s renovation choices, this home gives you the space to create your own version. Modernize the kitchen, rethink the finishes, bring in your favorite colors, or take it one project at a time. Let's talk location! Fountains Town Center is approximately a 9-minute drive, with additional shopping and services at Pleasant Hill Center about 12 minutes away. The Pleasant Hill Road corridor puts Publix, Starbucks, restaurants and everyday essentials within easy reach, while the newer Poinciana Lakes Plaza has brought even more options to the area, including Sprouts Farmers Market, TJ Maxx, Ross, Burlington, Ulta, Five Below, Petco, Crunch Fitness, Outback Steakhouse, First Watch and more. The space is already here. The corner lot is here. The three-car garage is here. Now comes the fun part: deciding what you want 2887 Sweetspire Cir to become.

2887 Sweetspire Circle, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code

ONE OF THE CLOSEST TOWNHOMES TO THE CLUBHOUSE! Located directly across the street, this exceptional 3-bedroom, 3-bathroom townhome offers one of the most convenient locations within the highly sought-after Windsor Hills Resort. Guests can enjoy a quick and easy walk to the clubhouse and resort amenities—an especially desirable feature for vacation rental guests. Welcome to a beautifully furnished vacation home just minutes from Walt Disney World! From the moment you step inside, you'll find a home designed to create a memorable Disney vacation experience. The spacious living room features a fun Disney-inspired theme, while the Toy Story-themed bedroom is sure to be a favorite among younger guests. The first-floor primary suite adds even more character with an exciting Incredibles theme. The open-concept kitchen, dining, and living area creates a comfortable gathering space for families to relax and spend time together after a day at the parks. A first-floor bedroom with a private bathroom provides added convenience and accessibility, while the upstairs ensuite bedroom offers additional privacy for guests. Durable flooring throughout the home eliminates carpet maintenance, making it especially well suited for a short-term rental. Step outside to the private screened-in lanai and enjoy the south-facing heated private pool, an ideal spot to relax and soak up the Florida sunshine year-round. As a guest or owner at Windsor Hills Resort, you'll have access to an impressive collection of resort-style amenities, including a lagoon-style pool, water park, water slides, movie theater, fitness center, arcade/game room, sports courts, playgrounds, onsite convenience store, bar and grill, and more. And the location is hard to beat. You're just minutes from Walt Disney World, with convenient access to Universal Orlando, shopping, restaurants, and countless Central Florida attractions. Whether you're looking for a vacation home, second home, or short-term rental investment, this property combines one of the best locations within Windsor Hills, themed interiors, a private south-facing pool, and strong guest appeal. Don't miss the opportunity to own one of the closest townhomes to the Windsor Hills clubhouse! Schedule your private showing today.

2592 Maneshaw Lane, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Eagle Pointe Ph 2 SubDv. ⋅ 34746 Zip Code

Turnkey pool home near Orlando's world-famous theme parks! This 4-bedroom, 2-bath home offers a spacious open floor plan, high ceilings, a private pool, and a move-in-ready setup. Currently used as an income-producing Airbnb and rental property, it offers excellent flexibility for investors, vacation-home buyers, or those looking for a primary residence. Conveniently located near Disney, Universal, shopping, dining, and major attractions. Enjoy the added benefit of low HOA fees and no rental restrictions. A great opportunity to own a versatile Florida property--schedule your showing today!

4632 Eagle Peak 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 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 corner-unit townhome boasts 1750 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, poolside 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. 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 enjoy lifestyle-living homestead.

4444 Summer Flowers Place, Kissimmee

7 Beds ⋅ 9 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Welcome to 1196 Castle Pines Court, an exceptional fully furnished 7-bedroom, 7-full-bath, 2-half-bath golf-front residence located within the exclusive gated Reunion Resort. Completely remodeled in 2025, this impressive home offers approximately 6,900 square feet of air-conditioned living space and 8,971 total square feet, combining sophisticated contemporary design with incredible spaces for entertaining. The newly redesigned kitchen showcases custom cabinetry, a walk-in pantry and a brand-new DACOR appliance package, opening seamlessly to the home’s expansive living areas. The main living room makes a dramatic statement with a large-format porcelain feature wall, custom millwork and electric fireplace. Throughout the home, the 2025 renovation continues with beautifully remodeled bathrooms featuring large-format porcelain tile, custom floating vanities with integrated sinks and sensor lighting, along with custom closets and elevated architectural finishes. A striking custom entryway features detailed millwork, large-format slabs and smoked-gray glass railing. Designed for entertaining on every level, the home features a dedicated Control4 theater with custom millwork and padded wall treatments, under-counter refrigerator and snack bar. A separate bonus room is ready for an arcade or gaming space, while the second-floor loft offers an additional sitting and TV area with billiard table. Outdoors, enjoy a private resort-style pool, expansive entertaining areas and a summer kitchen, all overlooking the 5th hole of Reunion’s Jack Nicklaus Signature Golf Course. The home is also equipped with a Culligan HANS whole-home reverse-osmosis system and is being offered fully furnished. Located within the gated Reunion Resort, residents and guests can enjoy an extensive collection of resort amenities, including championship golf, multiple dining options, tennis, miniature golf, water-park attractions and a lazy river. The home currently has an active Reunion membership. With its extensive 2025 renovation, designer finishes, entertainment spaces, golf-course setting and turnkey furnishings, 1196 Castle Pines Court offers a distinctive opportunity to experience the Reunion Resort lifestyle.

1196 Castle Pines Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code

Your ideal vacation retreat is right here in this fully furnished, tastefully designed 4-bedroom, 3-bath residence located inside the desired gated community of Paradise Palms. Paradise Palms provides a secure living environment with a 24-hour manned security gate for peace of mind. Perfectly positioned with a backyard view of the community pond and currently one of the closest units to the clubhouse with its impressive selection of resort-style amenities. The thoughtful floor plan includes an open-concept living area on the main level, along with a convenient first-floor bedroom suite. The remaining bedrooms and bathrooms are located upstairs for added privacy. The living room, dining room, and kitchen are freshly painted. The kitchen showcases granite countertops, a generous breakfast bar, and stainless steel appliances. The spacious living area is the perfect place to unwind after a day of fun, and the dining area offers access to the private pool deck. The upstairs master suite includes its own ensuite bathroom, and every bathroom features granite vanities. Outside, your covered private screened in lanai and heated pool are perfect for lounging and dining whether you prefer shade or sunshine. And when you want to enjoy the community, you’ll love the exceptional Clubhouse is just a short walk away, which features a resort-style pool and spa complete with sloped beach-entry, waterfall features, a splash area, a waterslide, cabanas, and an outdoor café. Additional amenities include tennis courts, basketball, beach volleyball, a fitness center, sauna, playground, and even a convenience store. Whether you’re searching for a personal getaway or a high-performing income-producing rental the location is unbeatable, just 2 miles from a grocery plaza and approximately 7 miles from the Disney parks. Discover why this home and the Paradise Palms community stand out as one of the best opportunities in the area! This property is active in a short-term rental program—contact the listing agent to confirm showing times.

3027 Beach Palm Avenue Unit 3027, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Fiesta Key Ph 2 SubDv. ⋅ 34746 Zip Code

AMAZING PROPERTY in Fiesta Key, 3 bd townhome with 3 full bathrooms, recently remodeled, new flooring, new painting, VERY WELL DECORATED, in the gated community of FIESTA KEY. Club with fitness center, pool and tennis court. the unit is being sold FURNISHED, ith washer and dryer as well. A must see townhome!

4871 Coral Castle Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 West SubDv. ⋅ 34758 Zip Code

Welcome to a beautifully maintained and move-in-ready home offering the perfect blend of comfort, space, and Florida living. Nestled in a peaceful and growing community, this property is ideal for families or investors seeking a stylish home with exceptional value. This property has 4 spacious bedrooms, 2 Full bathrooms, and 1/2, with a bright, Open-concept layout perfect for entertaining. Modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. Large Primary suite with walk-in closet and private bath. Laminate flooring throughout for easy maintenance and a clean, elegant look. 2 Car garage with extended driveway. This property is well maintained inside and out. Fully fenced-in, the backyard is perfect for pets or creating a private garden oasis. The covered, screened patio is ideal for relaxing or hosting BBQs. Minutes away from shopping, schools, restaurants, and medical centers. Nearby parks, lakes, walking trails, and playgrounds. Access to community pools, fitness centers, and recreational facilities. Don't miss this opportunity to own a piece of paradise in one of Poinciana's fastest-growing areas. Schedule your showing now.

766 Harland Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Celebration Charleston Place SubDv. ⋅ 34747 Zip Code

Welcome to 323 Celebration Boulevard, a beautifully renovated "ISSA BUILT" 3-story townhome offering 3 bedrooms, 2.5 baths, and an exceptionally flexible floor plan. (Room on 2nd floor that can be an additional bedroom). Extensive improvements were completed in 2018, including the removal of walls and reconfiguration of the staircase to create an open-concept first floor. Wood-look tile flooring flows throughout the main level, complemented by recessed lighting and a beautifully redesigned fireplace with custom built-ins. The custom kitchen features a deep farmhouse sink, upgraded appliances, abundant cabinetry, and plenty of deep drawers for additional storage. The second floor offers the spacious primary suite, an additional bedroom, and a versatile den that could serve as a guest room, nursery, or home office. The primary bathroom was completely redesigned with an enlarged, fully tiled shower featuring a frameless glass enclosure, a freestanding soaking tub, and new vanities. The guest bathroom was also updated with new vanities and tile. The finished third floor features a closet, updated flooring and railing, and its own variable-speed air-conditioning system with dedicated ductwork. Currently used as an office, this spacious bonus area could also serve as a bedroom, workout room, media room, or creative studio. Additional upgrades include recessed lighting throughout, an upgraded main electrical service to provide increased power to the home, and a dedicated electrical panel for the third floor. Step through the rear door to a beautiful patio with a custom-built deck, creating an inviting space for relaxing or entertaining, with convenient access to the detached two-car garage. With extensive renovations, flexible living spaces, and a desirable Celebration location, this thoughtfully updated townhome is ready to welcome its next owner!

323 Celebration Boulevard, Celebration

4 Beds ⋅ 3 Baths ⋅ Blackstone Landing Ph 2 SubDv. ⋅ 34758 Zip Code

YOUR PRIVATE POOL RETREAT IN KISSIMMEE! Welcome to 2333 Walnut Canyon Drive, a spacious two-story home in the Blackstone Landing community featuring 4 bedrooms, 3 full bathrooms, 2,520 square feet of heated living space, and 3,164 square feet of total area. Designed for comfortable everyday living and memorable gatherings, this home features inviting living areas, a spacious kitchen with abundant cabinetry and counter space, and a versatile floor plan. The primary bedroom is conveniently located on the first floor, while three additional bedrooms upstairs provide flexibility for guests, a home office, or your evolving lifestyle needs. Step outside and discover your own private backyard retreat! Enjoy a swimming pool with an electric pool heater, an expansive paver patio, and a covered lanai ideal for relaxing, dining outdoors, or entertaining. The fenced backyard adds privacy and creates an inviting setting for enjoying Florida's sunshine. Adding to the home's appeal are fully paid-off solar panels, giving you the benefit of an owned solar energy system without a solar lease or panel loan payment. The roof and central A/C system have also been updated in recent years. Located in Blackstone Landing, this Kissimmee home provides convenient access to shopping, dining, and major Central Florida roadways. More space, your own heated pool, and the freedom to enjoy the Florida lifestyle right at home. Schedule your private showing today and discover what makes 2333 Walnut Canyon Drive special!

2333 Walnut Canyon Drive, Kissimmee

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