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 a stone's throw away from the world-renowned attractions of Orlando, Kissimmee offers a unique lifestyle enriched by sunny weather, scenic lakes, and a plethora of recreational activities. Whether you’re exploring the enchanting landscapes of nearby parks or indulging in the local dining scene, there’s always something exciting to discover.

For those seeking a home that complements an active lifestyle, Kissimmee boasts a selection of properties featuring pickleball court amenities. This fast-growing sport, known for its fun and friendly atmosphere, is perfect for families and individuals alike. Imagine waking up to the sun shining through your windows and stepping outside to enjoy a friendly game with neighbors or friends right in your backyard. Homes with pickleball courts not only offer a fantastic way to stay fit but also foster a sense of community where social connections thrive.

These properties often come equipped with spacious layouts, modern designs, and lush outdoor spaces, making them ideal for both relaxation and recreation. Whether you’re a seasoned player or just looking to learn, having a pickleball court at home opens the door to countless hours of enjoyment and camaraderie.

Experience the best of Kissimmee living with a home that embraces both comfort and activity. Discover your dream property today and start making lasting memories in this enchanting city!

Newest Kissimmee Homes with Pickleball Court(s) Amenities

$649,900
4 Beds ⋅ 5 Baths ⋅ Solivita Ph 07c SubDv. ⋅ 34759 Zip Code
This exquisite Custom Venetian Estate Pool model is ideally located near the Palms Resort Amenities Center on an extra-large conservation lot, offering an exceptional combination of privacy, space, and luxury. From the moment you arrive, the home makes a stunning impression with a gated courtyard, custom stone planters, screened entryway, and elegant double leaded-glass doors. Inside, the welcoming great room features beautiful overhead beams, a custom bookcase designed for a 75-inch TV, which is included, and expansive views of the pool, lanai, and peaceful conservation area. The open-concept design creates an ideal setting for both entertaining and everyday living. The chef’s kitchen is designed to impress, featuring a large eat-at bar, Quartz countertops, solid-wood cabinetry, cooktop, double ovens, and an abundance of counter and storage space. The adjoining breakfast nook overlooks the pool and conservation area, providing a serene setting to enjoy your morning coffee. The spacious primary suite offers private conservation views and a luxurious spa-inspired bathroom with dual vanities, split double walk-in closets, a soaking tub, and a large walk-in shower. Bedroom 2 features a Murphy bed and private en-suite bath, while Bedroom 3 also includes an en-suite bath. The separate guest cottage in=law suite provides exceptional privacy for visitors and features its own full bathroom and walk-in shower. Additional interior highlights include a spacious den/study with double-door entry and a formal dining room accented by a dramatic double tray ceiling. Step outside to the oversized covered lanai and experience your own private resort-style retreat. The custom pool and spa are surrounded by an extended screened enclosure, lush landscaping, and tranquil conservation views, creating the perfect environment for relaxing or entertaining. The spacious 3-car garage provides ample room for vehicles, golf carts, and additional storage. Notable upgrades include a brand-new roof installed in July 2025, new Casita HVAC, 2024 water heater, 2026 Pool Deck painted, 2025 pool motor, water softener, hurricane shutters, whole-house generator, crown molding, Plantation shutters, lightning rods, and roll-up shade screens on the lanai. This exceptional Venetian Estate Pool home offers the rare combination of luxury, privacy, functionality, and resort-style outdoor living. Beautifully maintained and move-in ready, it is an extraordinary opportunity for those seeking an elevated lifestyle in Solivita. 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.

141 Lemon Grove Drive, 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
$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
$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
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