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

$345,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 1d SubDv. ⋅ 34744 Zip Code
Live in the beautiful town of Kindred in this perfectly maintained and upgraded ranch style home. No Carpets in the main areas, fenced in backyard and a wonderful open floor plan. The bedrooms are spacious and cozy and the yard is a great size for your furry friends or to host any events. Roof was replaced in 2024 so need to worry about any storms. Kindred offers its own fitness center, k-8 school, pool, tennis, basketball courts and plans on having its own commercial area coming soon. With this price don't delay on making an appointment to view as it wont be here for long!

1799 Partin Terrace Road, Kissimmee
$459,000
3 Beds ⋅ 2 Baths ⋅ Seasons At Big Sky Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1525 Erin Breeze Lane in Seasons at Big Sky! Built in 2024, this Azure floor plan offers 3 bedrooms, 2 baths, over 1,700 sq. ft. of living space, and over 2,500 total sq. ft. under roof on a spacious .24-acre corner lot. The covered front porch creates the perfect entry into the extended foyer. Features include wood-look tile throughout with no carpet, high ceilings, ceiling fans with remote, an open floor plan, abundant natural light, formal dining area, and a beautiful kitchen with large island, 42-inch cabinets, and walk-in pantry. The split floor plan includes a private primary suite with a huge walk-in closet, dual vanity, and walk-in shower. The laundry room is located inside the home and an extra space for a desk or coat rack as you enter from the garage. Exterior features include a screened lanai, oversized corner lot and an extended driveway with additional parking extension. Enjoy community amenities including a pool, playground, pickleball court, and walking trail. Seasons at Big Sky provides the amazing amenities with NO CDD and LOW HOA. Conveniently located in Kissimmee near the St. Cloud border.

1525 Erin Breeze Lane, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Reserve SubDv. ⋅ 34744 Zip Code
Experience the best of active 55+ living at 1989 Spring Shower Circle, a beautifully designed 3-bedroom, 2-bath home in Tohoqua Reserve, one of Kissimmee’s premier gated 55+ communities. Offering modern finishes, a flexible floor plan, and access to an impressive collection of resort-style amenities, this home provides the ideal combination of comfort, convenience, and lifestyle. With the community nearing completion, enjoy the benefits of a newer neighborhood without years of ongoing construction. Designed for comfort, style, and flexibility, this thoughtfully planned home features a versatile flex room ideal for a home office, den, hobby room, or additional living space. The chef-inspired kitchen serves as the heart of the home and showcases an expansive island, abundant cabinetry, quartz countertops, stainless steel appliances, and a spacious walk-in pantry. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating a bright and welcoming setting for entertaining or relaxing at home. The spacious primary suite offers a private retreat with a well-appointed en-suite bath and oversized walk-in closet. Two additional bedrooms provide comfortable accommodations for guests or added flexibility. Beyond the home, Tohoqua Reserve offers an amenity-rich lifestyle designed for active living and social connection. Residents enjoy a beautiful clubhouse, resort-style pool and spa, fire pits, fitness center, scenic walking trails, pickleball and tennis courts, bocce ball, and a dog park. Residents also have access to select Tohoqua amenities outside the Reserve, including an additional resort-style pool. Conveniently located near US-192 and Florida’s Turnpike, the community provides easy access to Orlando International Airport, Medical City, shopping, dining, and Central Florida’s world-famous theme parks and attractions. 1989 Spring Shower Circle delivers the perfect blend of modern comfort, resort-style amenities, and convenient Central Florida living in a vibrant 55+ community.

1989 Spring Shower Circle, Kissimmee
$510,000
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 2 Village 3 SubDv. ⋅ 34744 Zip Code
Welcome to this STUNNING 4 bed/2 bath POOL home in the GATED COMMUNITY of Villa Sol. This Energy-Efficient home is loaded with UPGRADES and character from the moment you walk through the door! Features include 2 additional DEN/OFFICE rooms, NEWER AC (2023), FULLY OWNED SOLAR PANELS, slat wall panels in the living room, modern fixtures, NEWER APPLIANCES (2023) and an open layout. The gourmet kitchen boasts QUARTZ countertops, a KITCHEN ISLAND with breakfast bar, soft-close drawers, stainless steel appliances and a built-in oven. The spacious primary suite offers an en-suite bathroom with a separate tub and shower, generous vanity space and a WALK-IN CLOSET. Step outside to your private backyard oasis, complete with a SCREEN-ENCLOSED pool (Resurfaced 2024), OUTDOOR KITCHEN with built-in grill, storage shed and plenty of covered space for entertaining! The HOA INCLUDES CABLE, INTERNET & LAWN CARE in addition to the community pool, fitness center, basketball courts, tennis/pickleball courts and clubhouse. Conveniently located near The Loop, shopping, dining, major highways and theme parks. If you’re looking for a beautiful house with incredible indoor and outdoor living, Welcome Home!

3016 Camino Real Drive S, Kissimmee
$330,000
2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5b SubDv. ⋅ 34744 Zip Code
Welcome to the desirable TOHOQUA GATED COMMUNITY! Built in 2023, this beautifully maintained 2-BEDROOM, 2-BATHROOM duplex offers modern finishes, comfortable living spaces, and an impressive selection of community amenities. LUXURY VINYL PLANK flooring flows throughout the home, creating a cohesive and easy-to-maintain interior. The thoughtfully designed floor plan provides plenty of space for both everyday living and entertaining. Enjoy Florida living from the SCREENED-IN PORCH, perfect for relaxing with your morning coffee or unwinding at the end of the day. A 2-CAR GARAGE provides ample parking and additional storage, while the included WASHER, DRYER, AND REFRIGERATOR make this home truly move-in ready. Tohoqua offers a resort-style community experience with amenities designed for residents of all ages. Enjoy the COMMUNITY POOL, CLUBHOUSE, PAVILION WITH GRILLS, PLAYGROUND, and multiple outdoor seating and gathering areas throughout the neighborhood. With inviting community spaces and convenient access to shopping, dining, major roadways, and everything the Kissimmee and Central Florida area has to offer, this newer home combines comfort, convenience, and an amenity-filled lifestyle. Schedule your showing today!

2735 Summer Retreat Lane, Kissimmee
$490,000
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
$498,000
4 Beds ⋅ 3 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
New Price Reduction! 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
SELLER MOTIVATED! GOLF, WATER VIEWS & PRIVATE POOL! Experience the best of Florida living in this beautifully appointed 4-bedroom, 3-bathroom home with a spacious second-floor bonus room and 3-car garage, ideally situated along the 15th fairway of the prestigious Kissimmee Bay Country Club. With breathtaking golf course and water views, a private pool, and exceptional upgrades, this home offers the perfect blend of elegance, comfort, and resort-style living. From the moment you arrive, the triple-wide brick-paver driveway and impressive stacked-stone elevation create an unforgettable first impression. Step inside to a bright, open floor plan showcasing beautiful craftsmanship and sophisticated details, including 18-inch stone tile flooring, 8-inch baseboards, and double 10-inch crown molding. At the heart of the home is the beautifully updated kitchen, featuring crisp white cabinetry, a convenient peninsula island, and luxurious quartz countertops. The kitchen flows seamlessly into the breakfast area and spacious family room, creating an inviting gathering space for everyday living and entertaining. Large windows frame the spectacular pool, pond, and golf course views, allowing the beautiful Florida scenery to become part of the home's interior. The spacious primary suite offers a peaceful retreat, while the upgraded primary bathroom features dual vanities, a large jetted tub, and a beautifully tiled shower. Additional living spaces include a formal dining room, generous family room, and a large second-floor bonus room offering endless possibilities for a media room, game room, home office, or additional entertaining space. Step outside and prepare to fall in love! The expansive brick-paver pool deck and large entertaining area provide the perfect backdrop for weekend gatherings, outdoor dining, or relaxing by the pool while taking in the peaceful pond and stunning 15th fairway views. And the lifestyle is just as impressive! Kissimmee Bay Country Club offers an exceptional array of amenities, including an 18-hole golf course, clubhouse with restaurant, private community dock, dry boat storage, ski lake, tennis courts, RV storage, and playground. The HOA also includes basic cable, internet, security night guard, and irrigation water. This is more than a home, it’s an opportunity to enjoy space, luxury, privacy, beautiful views, a private pool, and an incredible resort-style lifestyle in one of Kissimmee's most desirable communities. Seller is motivated! Don't miss your opportunity to make this exceptional golf-course home your own. Schedule your private showing today!

1771 Lee Janzen Drive, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5b SubDv. ⋅ 34744 Zip Code
Experience low-maintenance luxury living in this beautifully upgraded 3-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
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