Kissimmee Homes with Pickleball Court(s) Amenities

Kissimmee Homes with Pickleball Court(s) Amenities

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of theme parks with the charm of a close-knit community. Nestled just south of Orlando, Kissimmee offers residents an array of attractions, outdoor adventures, and a warm, sunny climate year-round. From the enchanting Walt Disney World Resort to the natural beauty of Lake Tohopekaliga, there’s always something to explore in this lively city.

For those seeking an active lifestyle, Kissimmee is home to a variety of homes featuring pickleball court amenities. Imagine stepping out your back door to enjoy a friendly game with neighbors or family, all while basking in the Florida sunshine. Pickleball, a sport that combines elements of tennis, badminton, and ping-pong, has become a favorite pastime for many, promoting fitness and social interaction.

Homes with pickleball courts in Kissimmee are not just about the sport; they represent a lifestyle. These properties often come with spacious layouts, modern designs, and community amenities that cater to an active lifestyle. Whether you’re a seasoned player or just looking to try something new, having a pickleball court right at home makes it easy to stay engaged and have fun.

Kissimmee’s welcoming atmosphere, coupled with its recreational offerings, makes it an ideal place for families, retirees, and anyone looking to enjoy a dynamic community. Discover your dream home with a pickleball court today and embrace the active lifestyle that Kissimmee has to offer!

Newest Kissimmee Homes with Pickleball Court(s) Amenities

$355,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
A LITTLE PIECE OF PARADISE WITH RESORT LIVING & SPRINKLED WITH A LITTLE DISNEY MAGIC.....Imagine waking up to TRANQUIL WATER VIEWS, enjoying your morning coffee on the screened lanai, and ending the day relaxing by your private splash pool while watching HOT AIR BALLOONS LAUNCH NEARBY. This beautifully FULLY FURNISHED 4 BEDROOM, 3 FULL BATH TOWNHOME offers something truly special: a peaceful setting with NO HOMES DIRECTLY BEHIND YOU, yet just a 3 MINUTE WALK TO THE CLUBHOUSE AND RESORT POOL. FULLY FURNISHED AND TURNKEY, this home is beautifully equipped with everything you need for a comfortable stay. The thoughtfully designed layout features TWO SPACIOUS OWNER SUITES, with one conveniently located on the first floor and another upstairs, along with TWO ADDITIONAL THEMED BEDROOMS perfect for family, friends or guests. ZONED FOR SHORT TERM RENTALS, you can enjoy your own Florida getaway while generating rental income when you're away. Paradise Palms Resort offers some of the most exceptional amenities that will leave a LASTING IMPRESSION on you and your guests. Featuring a 9,500 SQ. FT. CLUBHOUSE, spectacular LAGOON STYLE POOL WITH WATER SLIDE, GROTTO & SPA, kiddie splash area, TIKI BAR & GRILL, STATE OF THE ART FITNESS ROOM, SAUNA, 50 SEAT MOVIE THEATER, GAME ROOM, TENNIS/PICKLEBALL, BASKETBALL, SAND VOLLEYBALL, SEVERAL PLAYGROUNDS AND A WALKING TRAIL, and more! AS A BONUS, CABLE, INTERNET & TRASH ARE ALSO INCLUDED IN THE HOA ASSESSMENTS. Located approximately 5.5 MILES TO THE GATES OF WALT DISNEY WORLD, with shopping, fine and casual dining just around the corner, and Orlando's world famous attractions close by. Whether you're looking for a HOME, SECOND HOME, VACATION GETAWAY OR INVESTMENT PROPERTY, this is your opportunity to own a little piece of paradise where RESORT AMENITIES, WATERFRONT SERENITY AND DISNEY MAGIC COME TOGETHER. ****Recent improvements include NEW LVP FLOORING, NEW POOL HEATER, NEW POOL PUMP AND NEW DISHWASHER (2026), NEW WASHER & DRYER (2025), along with a TWICE YEARLY AC MAINTENANCE PLAN! (Last AC maintenance completed on 4/27/2026.) With these recent updates and thoughtful maintenance, this beautiful townhome is move in ready and waiting for you! Call today to schedule your private showing!

8849 Candy Palm Road, Kissimmee
$475,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Beautifully renovated 2 bedroom and 2 bathroom condo offering the look, feel, and finishes of new construction! ACTIVE TRANSFERABLE PLATINUM REUNION MEMBERSHIP AVAILABLE to the next owner. As you enter you immediately notice the EXPANSIVE open concept living and dining areas. This unit has been outfitted with luxury vinyl planking and HIGH END fixtures throughout. The NEW kitchen includes hardwood cabinets with crown moulding, quartz countertops and stainless appliances. The primary bath has had TWO spacious closets added with built-ins, dual vanity sinks, custom cabinets, and a walk-in shower. The guest bedroom has two closets within the room for added storage and the guest bathroom also has had a closet added with built-ins, dual vanity sinks, custom cabinets and walk-in shower. A reconfigured laundry room with NEW washer and dryer and a NEW wash sink for your convenience. The large windows and sliding doors provide an abundance of natural light throughout the day! As you step outside onto the patio you find fantastic panoramic views of the resort that include the driving range and the signature Tom Watson course. In addition you will enjoy watching the nightly FIREWORKS from the Disney Theme parks! This is a fantastic opportunity to utilize this condo for a primary residence, second home or vacation rental. You will appreciate the welcoming smiles of the doormen as you arrive home. There is also valet parking & front desk concierge as well as Starbucks coffee & gift shop available for your convenience. The Reunion Grande also houses many of the resorts dining options where you can enjoy fresh Sushi at the Lobby Bar, an amazing Steak at 7593 Chophouse or dinner with a view at Eleven the Rooftop restaurant. The Reunion Grande is also located adjacent to the Clubhouse with dining options and the golf pro shop for the Watson and Palmer Signature Courses. The Cove is walking distance which includes a large infinity pool, two jacuzzi tubs, bocce ball, outdoor bar & grille and fitness center. Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a waterpark complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, mini putt putt golf, world class tennis courts, pickleball courts, playgrounds, dog parks, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport.

7593 Gathering Drive Unit 707, Reunion
$295,999
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 2 SubDv. ⋅ 34758 Zip Code
Virtually Staged. Looking to impress? Open the front door to a grand feeling of spaciousness and welcome to this delightful clean and immaculate home with 9 ft high ceiling. Home is tiled throughout. It has a nice open kitchen with solid wood cabinets and all stainless steel appliances for the chef in you. Eat in kitchen and breakfast bar are overlooking the family room. The master suit's bathroom has been renovated.. Open the back door to a spacious open porch perfect to entertain family and friends. The property is fenced in for privacy, has rain gutters, newer water heater, roof and A/C . The pride of ownership shows very strong in this home. Every detail has been taken care of to make sure you will fall in love!!! This home is priced to sell and seller is motivated. This home is also close to the Poinciana Medical Center, gas stations, Publix, Walmart, banks and so much more. Call your agent today. You will be glad you did. See you soon.

149 Aurora Lane, Kissimmee
$212,900
2 Beds ⋅ 2 Baths ⋅ Palm Villas Condo SubDv. ⋅ 34747 Zip Code
LOCATION, FLEXIBILITY & TURNKEY OPPORTUNITY! Welcome to this fully furnished 2-bedroom, 2-bathroom property ideally located in Kissimmee, just 15 minutes from Central Florida’s world-famous theme parks and close to shopping, dining, entertainment, and major roadways. Whether you’re looking for an investment property, vacation home, second home, or primary residence, this property offers exceptional flexibility. Best of all, it comes FULLY FURNISHED and ready to enjoy, allowing you to skip the setup and start taking advantage of its income potential right away. One of the property’s standout features is its peaceful setting with NO REAR NEIGHBORS, offering added privacy and beautiful views of the natural reserve area. Imagine starting your morning with a cup of coffee or unwinding in the evening with a glass of wine while enjoying the quiet surroundings and Florida lifestyle. The community offers an excellent selection of amenities, including a swimming pool, fitness center, pickleball and tennis courts, BBQ areas, and recreational spaces—all while being conveniently located near everything the Orlando and Kissimmee area has to give you. PRIME LOCATION, FULLY FURNISHED, PRIVATE REAR SETTING, AND MULTIPLE USE POSSIBILITIES—an excellent opportunity for investors and buyers looking for a property they can enjoy while taking advantage of one of Central Florida’s most desirable vacation destinations. Schedule your showing today!

8838 Coral Palms Court Unit B, Kissimmee
$450,000
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code
Welcome to your Reunion retreat! This beautifully maintained 3- Bedroom, 2.5 bath home located in the highly sought after Reunion resort community. The property offers an inviting open-concept floor plan, a private pool and peaceful pond view front from master room and front of the property. Imagine the lifestyle with convenient access to golf, dining, recreation and major central Florida attraction.

7766 Linkside Loop, Reunion
$399,000
2 Beds ⋅ 2 Baths ⋅ Solivita Ph 02d SubDv. ⋅ 34759 Zip Code
**See the FULL LENGTH MATTERPORT VIDEO on Tour Link 1.** Stunning Solivita Carnegie – Impeccably Maintained & Upgraded on an Oversize Corner Lot! Welcome to this impressive Carnegie in the highly sought-after 55+ community of Solivita. This home has been meticulously maintained and thoughtfully upgraded, offering the perfect blend of comfort, style, and functionality for the discerning buyer.Step into a true chef’s dream kitchen featuring new appliances, convenient pull-out drawers, a spacious center island with power outlets, a GE Profile Café oven, and beautiful upgraded quartz countertops. The open floor plan flows effortlessly, highlighted by ceramic tile laid on the diagonal throughout the living areas and soft carpeting in the primary bedroom. Designer neutral paint colors, upgraded lighting and ceiling fans, and crown molding throughout create a polished, move-in-ready atmosphere.The primary suite is accessed through elegant French doors and boasts dual his-and-hers walk-in closets with built in hampers in the bathroom. A welcoming front screened entry with a leaded-glass inset door sets a refined tone from the moment you arrive.One of the standout features is the $45,000 TEMO All-Season Room—an exclusive addition designed with an atrium ceiling, dual-pane windows, wood ceiling beams, and natural-color vinyl plank flooring. Fully insulated with a shingle roof and engineered to meet hurricane standards up to 140 mph, this versatile space is climate-controlled by a top-of-the-line Mitsubishi 12,000 BTU energy-efficient HVAC unit. Beyond the sunroom, enjoy an additional screened lanai surrounded by lush, upgraded landscaping that provides exceptional privacy on this oversize corner lot. Whole house surge protector. Painted 3/25. Solivita – Where to Retire Magazine’s Top 50 Master-Planned Community. Make Solivita your home and experience the celebrated active-adult lifestyle on 4,200 acres with 150,000 sq. ft. of exceptional amenities. Located in Kissimmee, Florida (approximately 50 minutes from Walt Disney World and Orlando International Airport), Solivita offers the perfect Florida lifestyle. Community Highlights:36 holes of championship golf (Stonegate Golf Club membership or pay-as-you-play)14 heated pools17 pickleball courts, 9 tennis courts, 4 bocce ball courts, 4 shuffleboard courts, and 3 horseshoe pitsSoft ball diamond & field, billiards room, corn hole, and community garden2 state-of-the-art amenity centers with updated fitness equipment, yoga studio, and meeting rooms3 restaurantsMiles of bike paths, 2 dog parks (small & large), and a tot-lot playground. Over 250 resident clubs. HOA Benefits:Full landscaping and irrigation maintenance for common areas and individual homesites. Road maintenance throughout the community24/7 security with gate guards, mobile patrols, and Polk County Sheriff presence. Automated gate access via license plate readers, Fiber-optic internet and TV service. Convenient New Shopping Across the Street -Poinciana Lakes Plaza (opened Summer 2024) is located directly across from Solivita’s main gate and features Sprouts Farmers Market, T.J. Maxx, Ross, Burlington, Rack Room Shoes, Five Below, Ulta, Outback Steakhouse, First Watch, Five Guys, Urgent Care, dentist, TD Bank, Petco, Hair Cuttery, and more retailers still to come.Don’t miss this magnificent Carnegie. Come live and play in paradise—schedule your private showing today and make Solivita your home.

105 Cupola Loop, Kissimmee
$570,000
5 Beds ⋅ 5 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. SPACE, PRIVACY & RESORT-STYLE LIVING IN BELLALAGO! Welcome to 1711 Windward Oaks Ct, an impressive 5-bedroom, 5.5-bath residence situated on an oversized 0.46-acre cul-de-sac lot in the sought-after gated community of Bellalago. Offering exceptional space, privacy and versatility, this home is ideal for a growing household, frequent guests or multigenerational living, with a generous bedroom and bathroom configuration that allows everyone to enjoy their own space. The expansive floor plan features multiple living areas designed for comfortable everyday living and entertaining, while the three-car garage provides plenty of room for vehicles, storage, bikes and recreational gear. One of the home's standout features is the oversized enclosed porch overlooking beautiful open green space. Whether enjoying morning coffee, gathering with family and friends or simply unwinding at the end of the day, this peaceful outdoor living area provides a wonderful extension of the home with added privacy and tranquil views. Beyond the home, Bellalago delivers the Florida lifestyle with an impressive array of resort-style amenities. Residents enjoy multiple pools, including a Junior Olympic pool, an interactive water park, fitness facilities, tennis and pickleball courts, basketball and volleyball, playgrounds, a dog park, walking and recreational areas, clubhouse facilities and community activities. On-site dining adds even more convenience and creates a great place to gather and socialize without leaving the neighborhood. Bellalago's location along beautiful Lake Tohopekaliga brings waterfront recreation right into the community, with fishing areas, boardwalks and private boat-ramp access for residents to enjoy boating and the outdoors. Everyday conveniences are also close at hand, with shopping, dining and services located just outside the community. With nearly half an acre, a desirable cul-de-sac setting, five bedrooms, five-and-a-half bathrooms, a three-car garage, expansive indoor and outdoor living spaces, peaceful green-space views and an exceptional resort-style community, this home offers much more than square footage—it offers the space and flexibility to fit today's lifestyle.

1711 Windward Oaks Court, Kissimmee
$3,195,000
5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee
$420,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to the Four Seasons of Orlando's 55+ Community in Kissimmee, Florida just minutes from the Disney Theme Parks. This is a "Sandpiper" Villa with two bedrooms and two full baths plus a bonus room that can be an office or third bedroom. You will enjoy the spacious open concept living with sliders out to your own private heated pool. The caged lanai is extended with plenty of sunshine coming in. The Four Seasons is intertwined within Mystic Dunes Golf Course which makes for an interesting property lay-outs. We have a gate access over to the golf course and can enjoy lunch or dinner at the restaurant. You will also enjoy the two heated pools with a lap lane and hot tub. The clubhouse features a large ballroom, kitchen, game rooms, meeting rooms, gym and excercise room. Come join our community, it sure is a special place to live and minutes to the Disney Parks.

1896 Flora Pass Place, Kissimmee
$474,000
4 Beds ⋅ 3 Baths ⋅ Solivita Ph 5-A SubDv. ⋅ 34759 Zip Code
Virtually Staged. Like-New Calabria Model with Water & Conservation Views and Private In-Law Suite! Welcome to this beautifully maintained 2019 Calabria model featuring 4 bedrooms, 3 bathrooms, a private in-law suite with separate entry, and stunning water and conservation views on a . Ideally located just minutes from the Village Amenities Center, this home offers the perfect combination of comfort, privacy, and convenience. Enter through the screened-in front walkway, where you’ll find the private entrance to the in-law suite as well as the impressive leaded-glass front door. Inside, you’ll discover a spacious open-concept living, dining, and kitchen area designed to take full advantage of the beautiful water and conservation views. The large kitchen features a generous eat-at island/bar, abundant cabinetry with convenient pull-out drawers, beautiful quartz countertops, and a walk-in pantry. The adjoining dining area provides a wonderful view of the screened lanai, water, and conservation area. The spacious primary bedroom offers a tray ceiling, ceiling fan, and a peaceful private view of the water and conservation area. The luxurious primary bath features dual sinks, a large custom walk-in shower, and an enormous walk-in closet with enough room to feel like a small bedroom. Two additional guest bedrooms are located on the opposite side of the home, providing privacy for family or guests. These rooms can also easily be used as den, office, or flex spaces, with a conveniently located bathroom between them. The private in-law suite is accessed through its own separate entrance from the screened front walkway and includes a full bathroom, making it ideal for extended family, overnight guests, or a private retreat. Step outside to the screened and covered lanai, where you can relax and enjoy peaceful water and conservation views. It’s the perfect spot for morning coffee, entertaining, or simply enjoying the Florida lifestyle. The spacious two-car garage provides plenty of storage, along with a golf cart hookup and attic storage space. Additional benefits include windows, doors, and construction features designed to meet current hurricane-code standards, which will qualify the home for available new-home and hurricane-protection insurance discounts. The property is also NOT in a flood zone (Zone X). This exceptional Calabria model combines a desirable floor plan, private in-law suite, beautiful views, abundant storage, and a fantastic location near the Village Amenities Center. A must-see home that truly feels like new! The HOA provides exceptional value by covering landscaping maintenance, irrigation, cable TV, and high-speed Internet, allowing you to enjoy a low-maintenance lifestyle in this desirable community. Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully 2 equipped fitness centers, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, and shopping center.

163 Olympus Way, Kissimmee
$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
$770,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Covered Extended Lanai | Pond View | Oversized Garage. New Construction - Model Home Available Now! Welcome to the Pallazio at 4364 Curacao Place in Esplanade at Westview! Blending elegant design with everyday comfort, this thoughtfully crafted home offers a spacious open-concept layout centered around a stunning great room, gourmet kitchen, and casual dining area that flow seamlessly to an expansive outdoor living space. The private primary suite serves as a peaceful retreat, while two secondary bedrooms, a versatile flex room, and formal dining space provide flexibility for work, hosting, or relaxation. With abundant natural gathering spaces and inviting details throughout, this home is designed to make every day feel warm, effortless, and beautifully connected. Additional Highlights Include: upgraded appliance package, 4-foot garage extension and paved back yard. MLS#O6432402 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.

4364 Curacao Place, Kissimmee
Start Your Search