Kissimmee/Celebration Homes with Pickleball Court(s) Amenities

Kissimmee/Celebration Homes with Pickleball Court(s) Amenities

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where charm meets adventure in the heart of Osceola County. Nestled just minutes from the world-renowned Walt Disney World Resort, this vibrant area boasts a unique blend of tranquility and excitement, making it an ideal place to call home. With its picturesque landscapes, lush parks, and an array of dining and shopping options, Kissimmee and Celebration offer a lifestyle that is both relaxed and invigorating.

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 is a fantastic way to stay active and socialize with neighbors. Imagine stepping out of your beautifully designed home to enjoy a friendly match on your very own court. Whether you're a seasoned player or a beginner, these homes cater to all skill levels, ensuring fun for the entire family.

The homes in Kissimmee and Celebration are not only equipped with pickleball courts but also offer a range of modern amenities and spacious layouts. From charming single-family homes to elegant townhouses, you'll find properties that suit every lifestyle. With the warm Florida sun shining down and the vibrant community spirit surrounding you, it's easy to see why Kissimmee and Celebration are sought-after destinations for homebuyers.

Discover the perfect blend of leisure and luxury in Kissimmee and Celebration, where your dream home awaits—complete with a pickleball court to enjoy endless days of fun and fitness!

Newest Kissimmee/Celebration Homes with Pickleball Court(s) Amenities

$749,000
3 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Ph 1 SubDv. ⋅ 34747 Zip Code
Experience the best of 55-plus living with this hard-to-find opportunity in an exceptional setting at Four Seasons at Orlando. Beautifully decorated and tastefully fully furnished, this residence has the feel of a model home. A recently added private pool and spa open to an unobstructed view of the 10th green of Mystic Dunes Golf Club, while a panoramic screen enclosure enhances the connection to the surrounding landscape. Twenty-three fully owned solar panels add another significant advantage. Built in 2019, the three-bedroom, two-and-one-half-bath residence offers 2,194 square feet of single-level living designed for comfort and entertaining. The extended floor plan features 10-foot ceilings, crown molding, a tray ceiling and abundant natural light. A 12-foot sliding glass door connects the main living area to the lanai. The kitchen centers around an oversized island with granite countertops, 42-inch cabinetry, a gas cooktop, stainless steel appliances and pantry. Cookware, dishes, glassware, small appliances and kitchen essentials are included, making it easy to settle in from day one. Step outside to your own private Florida retreat. Completed in March 2024, the large private pool and integrated spa provide generous space to swim, relax and entertain while enjoying the golf course setting. The 725-square-foot extended lanai expands the outdoor living experience with a built-in outdoor kitchen and comfortable furnishings. Beyond the backyard, the property's cul-de-sac location is surrounded by the golf course and mature trees, adding to the open feel of the setting. Immediately enjoy the efficiency of the solar system, with recent electricity costs of approximately $500 annually based on historical expense records. Monitor solar production and performance directly from your smartphone. A protective barrier over the panels helps protect them from golf-ball impact. Take advantage of a thoughtfully connected smart home, especially convenient for year-round or seasonal living. Manage lighting and access remotely from your smartphone. Intrusion and fire protection, along with water sensors throughout the residence, provide additional peace of mind while you are home or away. An 85-inch television paired with an excellent indoor-outdoor sound system creates an impressive entertainment experience. A Pure Touch water filtration and softening system, plus a Rinnai tankless gas water heater, add everyday comfort and convenience. The two-car garage offers an epoxy floor, storage, electrical surge protection, an installed electric-vehicle charging adapter and included garden and do-it-yourself tools, with space for vehicles or a golf cart. Simply arrive and start enjoying your Florida home. High-end, nearly new furnishings, coordinated decor and outdoor furnishings are included, allowing for an easy transition into a primary or secondary residence. Four Seasons at Orlando extends the experience beyond the home with extensive recreational and social amenities, with activities coordinated by a dedicated Lifestyle Director. Association-maintained landscaping and irrigation leave more time to enjoy the Florida lifestyle. The community is approximately 10 minutes from the Walt Disney World entrance and 30 minutes from Orlando International Airport.

7969 Hanson Bay Place, Kissimmee
$275,000
2 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Windsor Hills Resort, one of Central Florida’s premier short-term rental and vacation destinations. This light and bright second-floor unit features newly refinished kitchen cabinets and modern LVP flooring throughout all common areas, creating a fresh, clean, and vacation rental-ready home. Fun Disney theming is featured throughout the condo, making it an instant hit with vacationing families and a standout in the short-term rental market. This building enjoys one of the most convenient yet private locations in Windsor Hills, just a one-minute walk to the clubhouse, lagoon-style pool, waterpark, fitness center, and all recreational facilities. Guests and owners love the easy access to amenities without being directly in the center of activity. The open-concept living and dining space flows seamlessly to the screened lanai, offering a peaceful spot to enjoy morning coffee or unwind after a day at the parks. The primary king suite includes its own private bath and a spacious walk-in closet, providing comfort and privacy for owners or guests. The second bedroom also features a large walk-in closet, and the hall bath offers a convenient walk-in shower, ideal for guests of all ages. Windsor Hills is a 24-hour guard-gated community located just minutes from Walt Disney World. Owners and guests enjoy world-class amenities including a heated lagoon-style pool, water slides, hot tub, fitness center, movie theater, game room, tennis, basketball, volleyball, playgrounds, and a convenient on-site market. Windsor Hills consistently has the strongest demand for vacation rentals in the entire Disney corridor, making this property an exceptional opportunity for investors seeking reliable occupancy and premium nightly rates. Whether you're looking for a personal retreat, a full-time residence, or a high-performing short-term rental, this updated Windsor Hills condo delivers comfort, convenience, and resort-style living in one of the most desirable communities near Disney.

7664 Comrow Street Unit 202, Kissimmee
$300,000
4 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Four bedrooms in a condo is already hard to find. Add in two garages, two covered carports and two private storage units, and this one starts to look a whole lot different from the typical condo. Located on the second floor inside gated Legacy Dunes, this renovated 4-bedroom, 2-bath unit has no carpet, with LVP flooring throughout. The kitchen has been updated with white shaker-style cabinetry, a Samsung® stainless steel appliance suite including a Flex Duo range, plenty of counter space and a breakfast bar that opens to the main living area. The living and dining spaces flow together nicely, with sliding doors leading out to a screened balcony for a little extra room to sit outside and enjoy the Florida weather. The primary bedroom has its own private bath and walk-in closet, and one of the three additional bedrooms has a walk-in closet of its own. With four bedrooms total, there’s plenty of flexibility for family, guests or a home office. There’s also an interior laundry room. Legacy Dunes is gated and packed with amenities, including two community pools, a clubhouse, fitness center, game room, tennis, pickleball and basketball courts, sand volleyball, playground, walking trails, BBQ areas and a golf practice area. Short-term rentals are permitted too, giving you options whether you’re looking for a primary home, Florida getaway or investment property. And the location makes that flexibility even better. You’re just off US-192, approximately four miles from Disney property, with Margaritaville Resort Orlando, Sunset Walk and Island H2O nearby, plus plenty of restaurants, shopping and entertainment along the 192 corridor. You’ll also have easy access to SR-429, Hwy 27 and I-4 when you need to get anywhere else in Central Florida. Renovated, four bedrooms, no carpet, two garages, two covered carports and two private storage units. Add in a gated community with a seriously good amenity lineup and a location minutes from some of Central Florida’s biggest attractions, and this is a whole lot more than your typical condo.

8809 Dunes Court Unit 202, Kissimmee
$176,950
2 Beds ⋅ 1 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Two bed one bath with conservation view.** Luxury Living in Gated Community of Legacy Dunes **. HOA Includes Water, wi fi ,trash collection. Open living room with a private screened patio. This unit is located in a gated community with resort style amenities, lush landscaping and beautiful ponds. The Condominium features 2 fantastic Pools, one heated, Large recently remodeled Clubhouse, Tots Play Zone, Barbeque Area, Extensive refurbished Fitness Center, Gated card Access, Laundry Facility, Playground, Tennis Courts, and much more. Minutes away from Disney and main highways. Do not look further, this is the one!. Legacy Dunes offers resort style condos that can be used as a full time residence or for short or long term rental with income potential. .Two resort styled pools, fitness center, clubhouse , tennis court, children's playground area, picnic areas and outdoor grills.

8919 Legacy Court Unit 18204, Kissimmee
$369,900
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Fantastic 2-bedroom, 2-bathroom corner unit featuring an oversized balcony with breathtaking golf course views and a spectacular nightly view of the Disney fireworks! This beautiful condo is being offered fully furnished and includes an ACTIVE MEMBERSHIP which is transferrable to the next owner, PLATINUM AVAILABLE, making it an exceptional opportunity for both personal enjoyment or investment. The spacious, open concept layout features crown moulding throughout and a beautifully appointed kitchen with rich hardwood cabinetry, stainless appliances, a decorative backsplash, granite countertops, and a convenient breakfast bar. Both bedrooms are equipped with two closets providing an abundance of storage. and have luxury vinyl flooring. The bathrooms are thoughtfully enhanced with decorative shiplap accents, adding warmth and character. 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 offers several delicious dining experiences including a Sushi Bar & the 7593 Chophouse both located on the Lobby Level. On the 11th floor there is a rooftop restaurant & bar to enjoy your favorite cocktail or relax by the fireplace and pool. Located adjacent to the hotel, enjoy the Golf Clubhouse, Spa, the Seven Eagles Pool Pavilion & fitness center. This condo can be a primary residence, second home or vacation rental property. Great location in the heart of Reunion, a Must See! Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways.

7593 Gathering Drive Unit 801, Reunion
$630,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 8427 Secret Key Cove, a beautifully renovated and professionally designed 7-bedroom, 4.5-bathroom home located in the highly sought-after Emerald Island Resort in Kissimmee, Florida. This fully furnished single-family residence offers nearly 2,900 sq. ft. of living space and is currently operating as a successful short-term rental just 4 miles from Walt Disney World. Step inside to find an open-concept layout with plenty of space for entertaining, relaxing, or hosting guests. The home features themed bedrooms that add a playful, family-friendly charm, a private screened-in pool perfect for soaking up the Florida sun, and a garage thoughtfully converted into a game room to keep everyone entertained. Every bedroom includes a Smart TV, and the home comfortably accommodates up to 16 guests. The kitchen is fully equipped, making it ideal for both short and extended stays. As part of the gated Emerald Island Resort community, owners enjoy an impressive array of amenities included in the monthly HOA fee. These include access to two heated resort-style pools, a well-equipped fitness center, a relaxing sauna, and a poolside tiki bar for laid-back afternoons. The resort also features putt-putt golf, scenic nature trails, tennis and basketball courts, a playground, a sand volleyball court, and 24/7 manned security at the gated entrance. HOA dues also cover lawn maintenance, private road upkeep, and trash pickup, making ownership as easy and convenient as possible. With its prime location near US-192, I-4, shopping, dining, and top attractions, this home is perfect for investors or families seeking a vacation getaway with strong rental income potential.

8427 Secret Key Cove, Kissimmee
$278,900
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 3a & 3b SubDv. ⋅ 34747 Zip Code
Experience luxury, comfort, and resort-style living in this spectacular fully furnished 3 bedroom, 2.5 bathroom modern condo located in the highly sought after Spectrum at Reunion Resort. Designed with an open concept layout and high ceilings, this beautiful condo combines contemporary style with a modern feel. The spacious living area provides an abundance natural light and features modern finishes throughout the entire unit. The gourmet kitchen boasts elegant quartz countertops, grey soft-close cabinetry, stainless appliances, and has a large island with breakfast bar perfect for casual meals, entertaining, or gathering with family and friends. Step through the sliding glass doors from the living area onto the oversized private balcony, where you can enjoy your morning coffee or unwind while taking in beautiful afternoon sunsets. The vinyl privacy fence adds an extra level of comfort and seclusion. The luxurious primary suite features a comfortable king size bed, dual vanity sinks, a spacious walk-in shower, and a spacious walk-in closet. Two additional beautifully appointed guest bedrooms share a convenient Jack-and-Jill bathroom also with dual sinks and stone countertops, making this condo ideal for friends and family rot enjoy. The unit is located close to the state of the art amenity complex. Spectrum owners and guests enjoy access to a private clubhouse complete with a fitness center, large resort-style pool, and jacuzzi. The condo is just steps from Reunion Resort's multi-million-dollar water park, featuring a lazy river, water slides, kids' splash area, zero-entry pool, beach volleyball, and tiki bar. For added convenience, guests can take advantage of complimentary daily shuttle service to Walt Disney World, Universal Orlando, and SeaWorld. Whether you're looking for the perfect vacation rental property, second home or primary residence this stunning Spectrum condo offers the ideal combination of modern luxury, comfort, privacy, and unbeatable resort amenities. Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 14 pools throughout the community, putt putt golf, world class tennis courts, pickleball courts, playgrounds, 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.

7770 Sandy Ridge Drive Unit 114, Reunion
$241,000
2 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Welcome to 8901 Legacy Court #2-201, a beautifully furnished lake-view condo tucked inside the gated, resort-style community of Legacy Dunes. Positioned on the second floor as an end unit, this 2-bedroom, 2-bath residence offers 1,110 square feet, a desirable split-bedroom floor plan, peaceful water views, and a location that puts some of Central Florida's most popular destinations within easy reach. Inside, fresh interior paint, vaulted ceilings, and natural light create a bright and comfortable atmosphere. The open living and dining areas provide plenty of room to gather and feature built-in shelving along with sliding glass doors that bring the outdoors into view. Just beyond, the screened balcony overlooks the lake and fountain, framed by mature landscaping for a relaxing backdrop whether you're enjoying your morning coffee or winding down after a day out. The kitchen offers a functional layout with a breakfast bar, closet pantry, and LG stainless steel appliances. Several of the home's appliances have also been updated in recent years, including an approximately 4-year-old electric range, 5-year-old refrigerator, microwave and dishwasher, and an approximately 1-year-old washing machine. Washer and dryer are included, adding to the home's move-in-ready convenience. The split floor plan is especially appealing, offering two spacious bedroom suites, each complete with its own private bathroom and walk-in closet. This arrangement provides wonderful separation and privacy for owners, family, or guests, while one of the bathrooms remains conveniently accessible from the main living area. Additional updates and conveniences include a roof approximately one year old, an Arlo Wi-Fi doorbell/camera, and some smart-home-compatible appliances. As an end unit, the residence enjoys an added sense of privacy, with ample guest parking conveniently located near the building. Legacy Dunes makes everyday Florida living feel like a getaway. Residents enjoy multiple swimming pools, a clubhouse, fitness center, tennis courts, and additional recreational amenities, with many of the community features within easy walking distance of this condo. Even more everyday conveniences are incorporated through the HOA, including water, Wi-Fi, lawn care, pest control, and five-day valet trash pickup directly outside the residence on Monday, Tuesday, Thursday, Friday, and Saturday. Located near shopping, dining, major roadways, entertainment, and Central Florida's renowned attractions, this furnished condo offers the flexibility to serve as a full-time residence, Florida retreat, or investment opportunity. With its lake and fountain views, end-unit positioning, two-suite layout, newer roof, included furnishings, and extensive resort amenities, 8901 Legacy Court #2-201 brings together comfort, convenience, and the Florida lifestyle in one inviting package.

8901 Legacy Court Unit 201, Kissimmee
$695,000
3 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Welcome home to this gorgeous golf course front pool home in the Four Seasons at Orlando 55+ Resort Style Gated Golf Community!! With over 2,700 square feet of living space, this 2022 built "Saint Lucia Bonus" model offers 3 bedrooms, 3 full baths, an office/den (or potential 4th bedroom), and upstairs 12'x20' living area. With 10' high ceilings and 8' interior doors, natural light flows throughout the home. The chef's kitchen is the center of attention overlooking the dining area, living room with tray accent ceilings, and beautiful screened in swimming pool on the golf course- hole #3. Wood plank tile can be found in most of the main living areas with carpeted bedrooms for a cozy feel. Kitchen features include 42" solid wood cabinetry with crown molding, quartz countertops, classic subway tile backsplash, stainless appliances gas cook top, large pantry and so much more! There's even space just outside the kitchen for overflow to create a butler's pantry, wine bar, etc. The main floor primary en-suite features it's own access to the pool and patio and oversized bathroom with both shower and soaking tub. Every bedroom is spacious and there is plenty of storage throughout the home. The community showcases two gorgeous palm tree lined heated pools and clubhouse offers year-round activities from pickle ball to bocce ball, fitness center and ballroom dancing to billiards and of course the Mystic Dunes 18-hole golf course. Designed by former PGA Tour player and TV analyst Gary Koch, the Par-72, 7,012-yard course features two distinct styles- a British Isles links-style front nine and a Carolina "low country" style back nine. You don't need to leave your neighborhood for things to do, but just beyond the gates is everything Orlando has to offer from theme parks, world class dining experiences, shopping, and easy drive to some beautiful beaches. Let the true Florida lifestyle surround you inside and out!

7748 Four Seasons Boulevard, Kissimmee
$355,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 4b SubDv. ⋅ 34747 Zip Code
Enjoy this upscale, fun filled resort lifestyle at K. Hovnanian's FOUR SEASONS at ORLANDO'S 55+ private gated community located only 7-8 miles from the Disney Theme Parks. You will experience endless sunshine one beautiful day after day in this outdoor paradise. You will also love this "SANDPIPER" Villa (1583 sq. ft). Open concept kitchen (with beautiful cabinets and quarts counter tops), dining and great room. The primary bedroom and the second bedroom are on separate ends of the Villa which allows for complete privacy. The office with french doors can also be used as a 3rd bedroom. All rooms have wood like tile flooring and French Doors out to the backyard. There are so many activities for you to enjoy here at the Four Seasons, two beautiful pools, one with a lap lane and hot tub. If you like pickle ball you will love joing the teams and competitions. The clubhouse offers, coffee station, lounge, pool and ping pong room, kitchen, ballroom, card room,nice size gym and yoga room. Many owners enjoy riding around the community in their golf carts visiting neighbors and enjoying the community. New gutters installed, driveway sealed and power washed. Screened in Lanai just installed.

2042 Key Bay Trail, Kissimmee
$349,900
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to this beautiful 2-bedroom, 2-bathroom villa offering 1,437 square feet of comfortable, low-maintenance living in the highly desirable Four Seasons at Orlando, one of Central Florida's premier 55+ resort communities. Designed with both elegance and functionality in mind, this spacious home features a modern kitchen with stunning granite countertops, abundant cabinetry, and a convenient pantry. Granite countertops continue throughout both bathrooms, adding a touch of luxury and style. The spacious primary suite offers a private retreat complete with dual sinks, a generous walk-in closet, and plenty of room to relax. Additional walk-in closets provide ample storage throughout the home. Step outside to the covered lanai, the perfect place to enjoy your morning coffee, entertain guests, or simply unwind while taking in Florida's beautiful weather. Located just minutes from Walt Disney World, Four Seasons at Orlando encompasses everything a 55+ community should be. Residents enjoy a state-of-the-art clubhouse and an exceptional resort lifestyle featuring three swimming pools, tennis courts, pickleball courts, bocce ball courts, a crafting room, and so much more. A full-time activities director keeps the fun going seven days a week with a vibrant calendar of social events, clubs, and activities, making it easy to stay active, engaged, and connected.

1908 Flora Pass Place, Kissimmee
$419,999
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 1 SubDv. ⋅ 34747 Zip Code
Step into this stunning, fully upgraded home that blends elegance, comfort, and privacy. The spacious kitchen is a showstopper, featuring quartz countertops, an oversized island, soft-close cabinetry, and stainless steel appliances — perfect for both everyday living and entertaining. Gorgeous wood-plank tile floors flow throughout, complemented by crown molding for a refined touch. Relax on the covered, screened-in lanai, where you’ll enjoy peaceful views and complete privacy with no rear neighbors. The home’s location within the community is ideal — quiet, convenient, and just a short drive to Disney and area attractions. Located in a premier 55+ community, residents enjoy resort-style amenities including a golf course, sparkling pools, tennis, pickleball, and bocce courts, a state-of-the-art fitness center, and a beautiful clubhouse offering a full calendar of social activities and events. This home is truly move-in ready and waiting for you to start your next chapter in style!

2160 Antilles Club Drive, Kissimmee
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