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 rich history, diverse culture, and proximity to some of the world’s most famous attractions. Just a stone’s throw from the magical realms of Walt Disney World and Universal Studios, Kissimmee offers a unique blend of suburban charm and adventure, making it an ideal destination for families, retirees, and everyone in between.

One of the standout features of homes in this delightful region is the inclusion of pickleball courts. As one of the fastest-growing sports in the United States, pickleball combines elements of tennis, badminton, and ping-pong, providing a fun and engaging way to stay active. Imagine stepping out of your beautifully designed home and onto your very own pickleball court, ready to enjoy a game with friends or neighbors in the warm Florida sun. This amenity not only promotes a healthy lifestyle but also fosters a sense of community among residents.

Kissimmee's neighborhoods are designed to cater to an active lifestyle, with many properties featuring private or community pickleball courts. Whether you're a seasoned player or a newcomer eager to learn, these homes offer the perfect setting to indulge in this exciting sport.

With its stunning natural landscapes, excellent schools, and a plethora of recreational activities, Kissimmee is more than just a place to live—it's a lifestyle. Discover your dream home with a pickleball court today, and experience the vibrant community that makes Kissimmee a wonderful place to call home!

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
$344,400
2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Beautiful meticulously maintained Villa in a 55+ gated community, Tohoqua Reserve. This move-in ready home features lots of upgrades. This spacious 2-bedroom, 2-bathroom home features a versatile bonus/flex room, perfect for an office, or can be easily converted into a third bedroom. Upon entering the home, you'll notice the beautiful crown molding throughout the home, and an abundance of natural light filling the living space. The open floor plan combines the kitchen, dining, and living areas, creating a beautiful open, bright and welcoming space. The kitchen features lots of storage space, a pantry, gray cabinets, quartz countertops, an island, and stainless-steel appliances. Through the triple sliding glass doors is a screened-in covered lanai, with extended pavers and artificial grass, perfect for relaxation. The large main bedroom offers a bathroom with a dual sink vanity, tile shower, linen closet, and a large walk-in closet. The 2-car garage features an upgraded epoxy floor for improved durability and sleek appearance. This community offers excellent recreational amenities, including access to 2 resort-style pools, clubhouse, tennis, pickleball courts, bocce ball court, fire pits, fitness centers, playground, and miles of outdoor scenic walking trails. Tohoqua Reserve is conveniently located near US-192 and the FL Turnpike and is within 30 minutes of Orlando International Airport and Disney World. Lots of shopping centers nearby and close to the beautiful Saint Cloud Lakefront area.

1845 Spring Shower Circle, Kissimmee
$644,000
5 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
*EXCELLENT OPORTUNITY* Pre-foreclosure- Experience resort-style living in the prestigious gated community of Kissimmee Bay Country Club. This stunning 5-bedroom, 3-bath pool home with a renovated 3-car garage offers breathtaking golf course and pond views from your private backyard oasis. Designed for both comfort and entertaining, the home features 12-14 ft ceilings, an open-concept floor plan, remodeled kitchen with quartz countertops and custom cabinetry, 18 ceramic tile throughout, and a spacious primary suite with a Jacuzzi tub and walk-in closet. Step outside to your designer pool with stone deck and spray fountains, then enjoy everything Kissimmee Bay has to offer, including private marina with access to East Lake Tohopekaliga, boat/RV storage, golf, tennis, basketball courts, playground, and more. Ideally located just 15 minutes from Orlando International Airport with easy access to shopping, dining, hospitals, schools, major highways, and Central Florida's world-famous attractions. Luxury, location, and lifestyle—all in one exceptional home. Schedule your private showing today!

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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