Kissimmee Homes with Pickleball Court(s) Amenities

Kissimmee Homes with Pickleball Court(s) Amenities

Welcome to Kissimmee, Florida — a vibrant city nestled in the heart of Osceola County, known for its enchanting attractions and a lifestyle that embraces both relaxation and adventure. Just a stone's throw away from the world-renowned theme parks, Kissimmee offers a unique blend of suburban charm and urban convenience, making it an ideal place to call home. With lush landscapes, scenic lakes, and a warm climate, residents enjoy a plethora of outdoor activities year-round.

One of the standout features of homes in Kissimmee is the growing trend of properties equipped with pickleball courts. This exciting sport, which combines elements of tennis, badminton, and ping-pong, has taken the community by storm, promoting an active lifestyle and social engagement among neighbors. Imagine stepping out of your backyard and onto your private pickleball court, ready for a friendly match or a casual game with friends and family.

These homes with pickleball court amenities not only provide a unique recreational outlet but also foster a sense of community, where residents can gather, play, and build lasting friendships. Whether you're a seasoned player or a curious beginner, having a pickleball court at home adds an extra layer of enjoyment to your daily routine.

Kissimmee is more than just a place to live; it's a lifestyle. With its rich culture, excellent schools, and diverse dining options, combined with the thrill of pickleball right at your doorstep, Kissimmee is the perfect backdrop for your next chapter. Discover your dream home today and embrace the vibrant community of Kissimmee!

Newest Kissimmee Homes with Pickleball Court(s) Amenities

$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
$500,000
4 Beds ⋅ 3 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home built in 2024, located in the highly desirable Seasons at Big Sky community in Kissimmee. This move-in-ready residence features a spacious open-concept floor plan, a modern kitchen with elegant granite countertops, stainless steel appliances, ample cabinet space, and a large center island perfect for entertaining. The split-bedroom layout provides added privacy, while the primary suite offers a walk-in closet and a private en-suite bathroom. Step outside to enjoy the covered lanai and fully fenced backyard, providing the perfect space for outdoor living, entertaining, pets, or family gatherings. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and schools. Don't miss this exceptional opportunity to own a nearly new home in one of Kissimmee's fastest-growing communities. Schedule your private showing today!

1383 Levy Bend Drive, Kissimmee
$644,000
5 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully appointed 4-bedroom, 3-bathroom home with a spacious second-floor bonus room and 3-car garage, ideally positioned along the 15th fairway of the prestigious Kissimmee Bay Country Club. A triple-wide brick-paver driveway and premium stacked-stone elevation create an impressive first impression. Inside, an inviting open floor plan showcases quality craftsmanship and elegant finishes, including 18-inch stone tile flooring, 8-inch baseboards, and double 10-inch crown molding. The beautifully updated kitchen features white cabinetry, a peninsula island, and luxurious quartz countertops, creating a bright, stylish, and functional space that flows seamlessly into the family room and breakfast area. Expansive windows overlook the private pool, pond, and golf course, bringing the beautiful outdoor setting into the heart of the home. The spacious primary suite offers a peaceful retreat, while the primary bath features dual vanities, a large jetted tub, and an upgraded tiled shower. Designed for both everyday living and entertaining, the home offers a separate dining room, spacious family room, generous second-floor bonus room, and an expansive pool deck with a large entertaining area finished with brick pavers. Relax poolside while enjoying beautiful views of the water and the 15th fairway. Residents of Kissimmee Bay Country Club enjoy a true resort-style lifestyle with an 18-hole golf course, clubhouse with restaurant, private community dock, dry boat storage, ski lake, tennis courts, RV storage, playground, and basic cable, internet, security night guard, irrigation water included in the HOA. A rare opportunity to enjoy luxury, comfort, breathtaking golf-course and water views, a private pool, and an exceptional resort-style lifestyle, all in one beautiful home

1771 Lee Janzen Drive, Kissimmee
$349,900
2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5b SubDv. ⋅ 34744 Zip Code
Experience low-maintenance luxury living in this beautifully upgraded 2-bedroom, 2 bath villa with a dedicated office located in one of Kissimmee's sought-after communities. Offering 1,559 square feet of thoughtfully designed open floor plan living space, this move-in-ready home blends modern style, comfort, and resort-style amenities. From the moment you arrive, the attractive paver driveway, manicured landscaping, and inviting covered entry create outstanding curb appeal. Inside, you'll find an open-concept floor plan filled with natural light, wood-look tile flooring throughout the main living areas, designer accent walls, upgraded lighting, and contemporary finishes that give the home a warm yet luxurious feel. The spacious kitchen overlooks the dining and living areas, creating the perfect setting for everyday living and entertaining. The split-bedroom layout offers privacy for both owners and guests, while the versatile office provides the ideal space for working from home, hobbies, or a reading retreat. The generously sized primary suite features a walk-in closet and a spacious en-suite bath designed for comfort and convenience. Step outside to enjoy the covered lanai with newly installed pavers, creating an inviting outdoor space for morning coffee, evening relaxation, or entertaining friends. Additional highlights include a 2-car garage, indoor laundry room, and a low-maintenance lifestyle so you can spend more time enjoying everything in the community. Conveniently located near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, and Osceola Parkway, you'll have easy access to shopping, dining, entertainment, world-famous attractions.

2726 Summer Retreat Lane, Kissimmee
$625,000
4 Beds ⋅ 4 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
FEATURING SEPARATE ONE-BEDROOM SUITE WITH KITCHEN, BATH AND PRIVATE ENTRANCE! Welcome to this exceptionally well-designed home in the exclusive gated golf community of Kissimmee Bay Country Club, which offers luxury living with stunning fairway views. This impressive 4-bedroom 3.5-bathroom residence sits on an oversized lot with a desirable brick paver circular driveway and distinctive concrete barrel tile roof. TWO BEDROOMS ARE ON THE FIRST FLOOR AND TWO BEDROOMS UPSTAIRS!! Step into the dramatic two-story foyer that opens into the formal living room with soaring 20-ft ceilings & abundant natural light. An elegant wood staircase leads to the second floor, while the formal dining room provides perfect space for hosting special occasions. The back of the home on the first floor features a completely self-contained in-law one-bedroom suite with its own private entrance that is perfect for extended family, guests or rental income. This retreat includes a full kitchen, sitting area, bedroom, full bath and patio access overlooking the golf course. A standout feature of this home is NO CARPETING. Tile and premium wide-plank engineered hard surface flooring flows seamlessly throughout, perfect for Florida's climate and allergy-conscious buyers. The home boasts impressive architectural details such as layered crown molding, arched doorways and tray ceilings. The expansive kitchen showcases cream-toned custom cabinetry with glass-front display cabinets, a shimmering glass tile backsplash with dark speckled granite countertops plus a dinette. Modern stainless-steel appliances include a built-in double wall oven, dishwasher & refrigerator providing a sleek, professional look. The primary suite is conveniently located on the first floor with a luxurious ensuite bathroom with dual vanities, a relaxing, jetted garden tub & an oversized shower. Adjacent to the kitchen is the laundry room which includes built-in cabinets, a utility sink, a closet PLUS a half-bath. Upstairs, there are two guest bedrooms that share a full bath, with one featuring a private balcony providing plenty of privacy. The heart of this home is the inviting family room, complete with a wet bar featuring rich cherry cabinetry with a stunning emerald countertop, plus a cozy wood-burning fireplace with dramatic marble surround and built-in shelving, which makes this the ideal space for creating lasting memories. Recent upgrades: new hot water heater (2024), plumbing (2023), multiple HVAC systems for zoning control (primary 2025, in-law area 2019, 2nd floor 2020). Residents of this community enjoy resort-style living with access to the 18-hole par 72 golf course designed by Lloyd Clifton, golf club with bar and restaurant, tennis, pickleball and basketball courts, RV and boat parking available, boat ramp with Lake Toho access for skiing, boating and fishing, plus a community pool. HOA also includes cable and high-speed internet. This prime location offers golf course living with practical accessibility: minutes from Orlando Int'l Airport, Disney World, medical facilities, schools, shopping & dining. Easy access to Florida Turnpike, Hwy 417 & Hwy 528 makes this ideal for year-round residents or vacation rental. This is the Florida lifestyle that you've been dreaming of; you've got to see it!

2747 Kissimmee Bay Circle, Kissimmee
$363,000
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 1d SubDv. ⋅ 34744 Zip Code
HOME MUST SELL BY THE END OF THE MONTH! OWNERS SUPER MOTIVATED! Step into effortless living in this beautifully designed 4-bedroom, 2-bathroom, 2-car garage, one-story home located in the highly sought-after Kindred community. With over 1,900 square feet of open-concept living space, this home features a beautiful chef's kitchen with a large center island, beautiful backsplash, spacious pantry, and plenty of cabinet storage space. The dining area steals the show with a designer 3D accent wall - a true statement piece at the center of the home! There are gorgeous adjustable custom shades in the living room and dining room and the same shades in the primary suite also have a blackout shade for the perfect deep sleep or afternoon cat nap! The spacious primary suite offers an en-suite bathroom with dual sinks, a walk-in shower, and a huge walk-in closet. The three additional bedrooms and full bathroom are located on the other side of the home for added privacy and provide flexibility for guests, home office, or a growing family. Enjoy extra square footage with a bonus Florida sunroom that brings in natural light and provides the perfect flex space—ideal for a morning coffee, playroom, or an office. Out back, relax in your fully fenced backyard complete with patio paver area paver sidewalks that wrap around the back and sides of the home. Such a perfect spot for entertaining, grilling, or just soaking in the Florida sunshine. This home is also equipped with energy-saving solar panels, lots of bright recessed lighting, storage closets throughout, spacious Laundry room off kitchen, and an added door in the front hallway for additional privacy for guest bedrooms. As a resident of the Kindred community, you'll have access to an abundance of amenities including resort-style pools, pickleball and tennis courts, fitness centers, playgrounds, dog park, walking and biking trails, picnic areas, and lush open spaces. The beautiful resort-style community pool is perfect for lounging or swimming laps, while the playground provides a fun and safe space to play. Located in a prime area in Central Florida, this home offers the perfect blend of tranquility and convenience. You’ll be just minutes away from shopping, dining, entertainment, schools, hospitals, Orlando International Airport and major highways, with easy access to all the world-renowned attractions of Central Florida, including Walt Disney World, Universal Studios, and SeaWorld. Whether you’re relaxing at home or exploring everything the area has to offer, this property provides the ideal setting for comfortable, modern living. This home is also conveniently located approximately 17 miles from Lake Nona and Medical City, 4 miles from NeoCity, 23 miles from Walt Disney World, 21 miles from Universal Studios Florida, and 16 miles from SeaWorld Orlando. A brand-new K-8 school is scheduled to open within the community in 2025, offering added convenience for residents. Don’t miss the opportunity to own this incredible home in the vibrant Kindred Community!

1724 Ranger Highlands Road, Kissimmee
$412,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Reserve SubDv. ⋅ 34744 Zip Code
**SELLER CONTRIBUTION TO CLOSING COSTS AVAILABLE** Great opportunity and price for this immaculately maintained home inside the GATED 55+ Tohoqua Reserve. This split floor plan 3/2 with a den / flex space which can be easily converted to a 4th bedroom, office, or living area, features luxurious details such as neutral ceramic tile floors throughout the entire home, kitchen with oversized island, 42" cabinets with crown moulding, granite countertops and stainless steel appliances, overlooking the living and dining room, for an open concept designed for entertaining, which flows seamlessly into a covered screened-in extended patio, facing a large backyard with no rear neighbors for added privacy and enjoying nature. The primary bedroom is located in the back of the home, providing a tranquil retreat which includes an en-suite bathroom featuring a fully tiled super-shower with a bench, double vanity, huge walk-in closet and quartz countertops. The remaining bedrooms are spacious and comfortable for your guests or occupants alike, and the secondary bathroom has a tub perfect for soaking and relaxing. The home is rounded off by a convenient inside laundry room with a washer and dryer, a 2 car garage with extra mounted storage space, and paved driveway for additional vehicles. The community features private amenities like a Clubhouse with Fitness Center, resort-style pool and outdoor fire pit, pickleball and bocce ball courts, dog park and more – exclusively reserved for those 55 and older. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool for younger guests, and there are more than 5 miles of trails winding throughout the community for walking, running and bicycling to enjoy the Florida Lifestyle. The Tohoqua trails connect to trails outside the community, including the Twin Oaks Conservation Area trail that takes you to the shores of Lake Tohopekaliga. For those who prefer to paddle, you can launch a canoe or kayak into the Saint Cloud Canal and go north to East Lake Tohopekaliga or south to Lake Tohopekaliga. Restaurants, shopping centers, medical facilities and major roads like the Turnpike and 192 are minutes away, and less than an hour from the East Coast beaches and theme parks. Come see this home today!

2015 Spring Shower Circle, Kissimmee
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