Osceola Homes with Pickleball Court(s) Amenities

Osceola Homes with Pickleball Court(s) Amenities

Welcome to Osceola County, Florida, a vibrant and diverse community that beautifully blends the charm of small-town living with the excitement of urban amenities. Situated just south of Orlando, Osceola County is renowned for its picturesque landscapes, rich cultural heritage, and a plethora of recreational opportunities. With easy access to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy a unique lifestyle where adventure is always just around the corner.

For those seeking a home that offers both comfort and an active lifestyle, Osceola County has a remarkable selection of properties featuring pickleball courts. As one of the fastest-growing sports in the nation, pickleball is a fantastic way to stay fit, socialize, and enjoy the Florida sunshine. Imagine stepping outside your back door to a private court where you can play a quick match with friends or neighbors, all while soaking in the beautiful surroundings.

Homes with pickleball court amenities in Osceola County are designed for those who value both leisure and luxury. These properties often feature spacious layouts, modern finishes, and outdoor entertaining areas, making them perfect for hosting gatherings or simply enjoying a quiet evening under the stars. With the added benefit of being part of a community that embraces an active lifestyle, you’ll find that living here is not just about having a home; it’s about creating a lifestyle filled with fun, fitness, and friendship.

Discover your dream home in Osceola County today, where the joy of pickleball and the beauty of Florida living await you!

Newest Osceola Homes with Pickleball Court(s) Amenities

$569,900
3 Beds 3 Baths Twin Lakes Ph 2c SubDv. 34772 Zip Code
Meticulously Kept, barely lived in Marco Model-3-bedroom, 3-bathroom open & spacious, situated on a corner lot with serene water view, located in the well sought after Del Webb Twin Lakes Active lifestyle 55+ community. As you enter into the oversized front porch, perfect for relaxing. Inside thru the foyer a secondary primary bedroom with a private en-suite bath offers an ideal guest or in-law suite. Adjacent to this is a bonus/flex space, along with a third bedroom, providing versatility to fit your needs. The heart of the home is the great room, where the gourmet kitchen shines with 42" cabinets, Custom Pendant Lights, stainless steel appliances, a built-in oven, microwave, premium cooktop hood, and a natural gas cooktop with 5 burners. A butler’s pantry with shelving makes for a perfect wine or coffee station. Domestic suit with upper cabinets for extra storage. The living & dining room with cam lights, kitchen areas seamlessly flow together, enhanced by abundant natural light. Primary bedroom features tray and light. Walk-in closet with shelves. Step outside from the large sliding glass doors that tuck away to a screen-enclosed Lanai, paradise Outdoor kitchen, Palm Trees privacy and outdoor enjoyment of serene water view. Garage features extra storage in the front of the garage. Amenities include a Resort style pool and Lap Pool, and 3rd pool on the carriage house side, 20,000 square foot Gorgeous Clubhouse, Lots of Activities celebrated in this gorgeous facility, State of the art Fitness Center, Flex room, Tennis Courts, Putting Green, Walking Trails, Pickle Ball Court, Fishing, and Pontoon Boats and Jon boat to use on Live Oak Lake! The community has many active and socializing activities to keep you VERY busy!! Located Central FL close to Lake Nona Medical City, Orlando Intern. Airport, Theme Park, & Beaches. This home is truly must-see!

2699 Midsweet Avenue, St Cloud

$540,000
3 Beds 3 Baths Esplanade At Westview SubDv. 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

5676 Nevis Terrace, Kissimmee

$325,000
2 Beds 2 Baths Reunion Grande Condo SubDv. 34747 Zip Code
**LIMITED-TIME LAUNCH PRICING — secure this Reunion Grande residence at its introductory price before it returns to market-value pricing after Week 3!** Welcome to Unit #307, a fully furnished 2-bedroom, 2-bath condo currently enrolled in the Reunion Rental Program & actively producing monthly income at an average of 65% occupancy year round! With approximately 1,430 square feet, the residence features an open and inviting floor plan with upgraded finishes, crown molding, granite countertops, and a kitchen that flows seamlessly into the living and dining areas. The split-bedroom configuration creates two private bedroom suites with well-appointed bathrooms. Offered fully furnished and turnkey, #307 is positioned for immediate enjoyment and offers the flexibility of primary, second-home, or vacation-rental use. An active Reunion Resort membership is included and transferable to the new owner, providing access to Reunion's renowned resort lifestyle, including three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, the multimillion-dollar water park, resort pools, tennis and pickleball, fitness facilities, and additional amenities. Within the Reunion Grande itself, enjoy front desk concierge service, valet parking for members, 7593 Chophouse, a lobby-level sushi bar, Starbucks coffee and gift shop, plus the rooftop restaurant and pool overlooking the surrounding resort and Central Florida skyline -- enjoy daily views of the Famous Disney Fireworks from this amazing rooftop environment! Located just minutes from Walt Disney World and convenient to Orlando's other world-famous attractions, #307 combines location, flexibility, resort amenities, and a view that is difficult to replicate. **With launch pricing available for only the first three weeks, this is the opportunity to act before the property returns to market value.**

7593 Gathering Drive Unit 307, Kissimmee

$325,000
2 Beds 2 Baths Reunion Grande Condo SubDv. 34747 Zip Code
**LIMITED-TIME LAUNCH PRICING — take advantage of this introductory price before the property returns to market-value pricing after Week 3!** Welcome to Unit #706 at the Reunion Grande, an exceptional opportunity to own a fully furnished, turnkey 2-bedroom, 2-bath residence in the heart of Reunion Resort. Positioned on the 7th floor with desirable east-facing exposure, this spacious 1,430-square-foot condo offers beautiful morning light, elevated resort views, and comfortable shaded afternoons from your private balcony. Inside, an open-concept layout connects the kitchen, dining, and living spaces, while the split-bedroom design provides privacy for owners and guests alike. Offered fully furnished and ready for immediate enjoyment, this residence offers tremendous flexibility as a primary residence, second home, vacation retreat, or short-term rental opportunity. Located inside the iconic Reunion Grande, owners and guests are surrounded by resort-style conveniences including valet parking, front desk concierge service, on-site dining, Starbucks coffee and gift shop, the acclaimed 7593 Chophouse, sushi bar, and an 11th-floor rooftop restaurant and pool offering panoramic views across Central Florida, including the World Famous Disney Firework show EVERY NIGHT! Beyond the Grande, Reunion Resort encompasses approximately 2,300 acres and is home to three signature championship golf courses, resort pools, dining, fitness and recreation opportunities, and its multimillion-dollar water park. Best of all, you're approximately 6 miles from Walt Disney World with convenient access to Orlando's world-famous attractions and major highways. Whether you're looking for your own Central Florida getaway or a furnished property with vacation-rental flexibility, #706 delivers the location, lifestyle, and versatility Reunion is known for. **The launch price is available for a limited three-week window — don't wait for the price to return to market value.**

7593 Gathering Drive Unit 706, Kissimmee

$299,900
3 Beds 2 Baths Westview Pod B Neighborhood 5 Ph 1 SubDv. 34758 Zip Code
Come see this bright and inviting 3-bedroom, 2-bathroom home recently built in 2025 in Kissimmee. This move-in-ready residence blends modern design with everyday comfort, offering an easy, low-maintenance lifestyle just minutes from local shopping, dining, and major roadways. Step onto the covered front porch, an inviting spot for morning coffee, and through the front door into a bright, open-concept living space. The main living and dining areas feature a stylish tray ceiling that adds architectural interest, along with large windows that fill the rooms with natural light. Durable tile flooring runs throughout the main living areas, making cleanup a breeze. The kitchen is a true centerpiece, featuring crisp white cabinetry, sleek stainless-steel appliances, a tile backsplash, and a spacious island with bar seating, perfect for casual meals or entertaining guests. The adjacent dining area comfortably fits a full-size table, and the open flow into the living room makes this home ideal for gatherings with friends and family. The living room invites you through sliding glass doors to the backyard, creating a seamless indoor-outdoor connection. The primary suite offers a peaceful retreat with plush carpet, a ceiling fan, and plenty of natural light, while the second and third bedrooms provide flexible space for guests, family, or a home office. A dedicated large laundry room offers space for a full-size washer and dryer plus built-in shelving for extra storage. The two-car garage offers ample space for parking and storage, and the water softener conveys with the home for added value Outside, the home showcases attractive curb appeal with a paver driveway and walkway, stone accents at the entry, and a well-manicured lawn. Behind the home, unwind on the enclosed, covered lanai overlooking a large backyard and peaceful water view, a perfect spot to relax any time of the day. This home is part of Lennar at Esplanade, a new master-planned community in Kissimmee that welcomes pets, making it a great fit for owners with furry companions. Residents enjoy access to a community pool and clubhouse, a fitness center, dog park plus courts for tennis, pickleball and bocce ball, along with a spa for relaxing after a day of activity. The neighborhood sits close to Highway 17, putting the greater Orlando area within easy reach, and outdoor lovers will appreciate being a short drive from area lakes and nature trails for hiking and exploring, such as the Lake Marion Creek Wildlife Management area. Whether you're a first-time buyer, growing family, or investor, this property checks all the boxes: modern finishes, thoughtful design, and a location that puts you close to everything Central Florida has to offer. With green and energy-efficient construction plus thoughtful finishes throughout, this home offers the comfort of new construction without the wait. Come see the possibilities and make this house your own. Don't miss your chance to own this nearly new home. Schedule your private showing today!

4536 Ochos Rios Place, Kissimmee

$499,000
4 Beds 3 Baths Kindred Ph 2a SubDv. 34744 Zip Code
Welcome Home to Kindred living at its finest! Built in 2021, this impressive single-story home features 4 spacious bedrooms, 3 full bathrooms, over 2,100 sq. ft. of beautifully designed open-concept living space, and no rear neighbors! Step inside to an expansive floor plan boasting high ceilings and seamless flow between the living, dining, and chef’s kitchen areas. The open kitchen features modern finishes, a large center island, and plenty of cabinet storage—making it perfect for hosting guests or enjoying family meals. With a 3-full-bathroom layout, this floor plan offers exceptional convenience, ideal for multi-generational living, guests, or a private home office setup with its own dedicated bath. The primary suite serves as a tranquil retreat with a walk-in closet and a spa-like en-suite bathroom. Step outside to your own private backyard retreat with no rear neighbors, featuring a variety of bearing fruit trees including oranges, grapefruit, star fruit, ice cream bananas, and concord grapes. Unbeatable Neighborhood Location: Located directly on Park Side Ave, this home is within easy walking distance to the community Kindred K-8 Elementary school as well as Kindred’s main clubhouse, resort pool, and amenity complex—giving you effortless daily access right out your front door! Beyond the home, enjoy Kindred’s resort-style community amenities, including multiple pools, splash pads, fully equipped fitness centers, sports courts (tennis and sand volleyball), Soccer field, miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for smooth daily commutes. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today to experience everything about this home and community!

1621 Park Side Avenue, Kissimmee

Start Your Search