Kissimmee/Celebration Homes with Tennis Court(s) Community Features

Kissimmee/Celebration Homes with Tennis Court(s) Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the magic of the Sunshine State meets the charm of small-town living. Nestled in Osceola County, Kissimmee is renowned for its vibrant community, picturesque landscapes, and proximity to world-famous attractions such as Walt Disney World. Just a stone's throw away lies the idyllic town of Celebration, a master-planned community that boasts beautiful tree-lined streets, quaint shops, and delightful dining options, all wrapped in a warm, welcoming atmosphere.

For those seeking an active lifestyle, the homes in Kissimmee and Celebration offer an array of community features, including private tennis courts that cater to both casual players and seasoned pros. Imagine stepping out of your beautifully designed home and onto the court, ready to enjoy a friendly match with neighbors or hone your skills in the Florida sun. These communities not only provide access to tennis facilities but also foster a sense of camaraderie among residents, making it easy to form lasting friendships.

As you explore the real estate options in this captivating area, you’ll discover a variety of homes that blend modern comfort with classic elegance. Whether you’re looking for a cozy single-family residence or a luxurious estate, Kissimmee and Celebration offer something for everyone. Embrace the Florida lifestyle, where every day feels like a vacation, and make your dream of owning a home with a tennis court a reality in this vibrant community. Experience the perfect blend of leisure and luxury, right here in Kissimmee and Celebration!

Newest Kissimmee/Celebration Homes with Tennis Court(s) Community Features

$399,900
Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
Exceptional opportunity to build in one of the most desirable locations within Reunion Resort. This golf-front homesite in the established Homestead neighborhood overlooks the Tom Watson Signature Golf Course and is ideally positioned close distance to the Reunion Grande, Golf Clubhouse, Seven Eagles Pool Pavilion, dining and more. The 55' x 125' homesite offers the perfect setting to design and build your own custom residence, vacation home or investment property while enjoying beautiful golf course views and easy access to the heart of the resort. Reunion Resort is one of Central Florida's premier gated golf communities, featuring three Signature golf courses designed by Arnold Palmer, Tom Watson and Jack Nicklaus, along with an impressive collection of resort amenities. Located just minutes from Walt Disney World with convenient access to I-4 and SR 429. With its golf-front setting, established neighborhood and proximity to Reunion's main resort amenities, 1221 Radiant offers a combination of location and views that is becoming increasingly difficult to find.

1221 Radiant Street, Kissimmee
$285,000
3 Beds ⋅ 3 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to Seven Eagles at Reunion Resort! This beautifully updated 3-bedroom, 3-bath condo offers a unique and flexible floor plan ideal for multi-generational living, shared living, or those looking to generate rental income while maintaining their own private space. With two bedrooms on the first floor and the main living area upstairs, the layout provides the opportunity to live upstairs while renting or sharing the downstairs space. The home features luxury vinyl plank flooring throughout, fresh interior paint, a bright open-concept living area, and a refreshed kitchen with refinished cabinetry. Appliances, including the washer and dryer, were replaced in 2023. Additional upgrades include a 2023 tankless water heater and replaced upstairs A/C system. Upstairs, enjoy private balconies overlooking a peaceful, tree-lined walkway shaded by mature landscaping. The walkway offers convenient access to the community pool, tiki bar and fitness center, adding to the relaxed resort-style setting. Downstairs, enjoy two private covered porches—one in the front and one in the back, offering additional outdoor spaces to relax. Located in the heart of Reunion Resort, residents enjoy an impressive selection of amenities including multiple community pools, clubhouse, fitness center, restaurant, tennis courts, playgrounds, dog park and gated 24-hour security. Cable, internet, water, sewer, exterior and grounds maintenance are also included. Flexible lease terms and short-term leases are allowed, making this an excellent option for relocation, extended stays, multi-generational households or shared living arrangements. Conveniently located near Disney, shopping, dining and Central Florida’s major attractions.

7510 Seven Eagles Way, Kissimmee
$249,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee
$749,000
7 Beds ⋅ 7 Baths ⋅ Solara Residence SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional, fully furnished vacation home in one of Solara Resort’s most desirable and convenient locations. Positioned on a wide homesite directly across from a beautiful park and community pond, this impressive 7-bedroom, 6.5-bathroom residence offers 4,093 square feet of thoughtfully designed living and entertainment space, all just a few steps from Solara’s Grand Clubhouse and resort amenities. The owners have made a substantial investment in renovations, furnishings, décor and entertainment upgrades, creating a polished, turnkey experience that stands apart from typical vacation homes. The expansive open-concept main level provides plenty of room for guests to gather, dine and relax. The spacious kitchen features stone countertops, modern appliances, generous cabinetry and an open connection to the main living and dining areas. The home offers 2 private primary suites, including a first-floor suite with direct access to the pool area and a second primary suite upstairs. A large second-floor gathering area gives guests additional space to spread out and enjoy the home. The entertainment-focused design includes themed bedrooms, arcade games, a movie room, a pool table and multiple spaces created specifically for memorable vacation experiences. Outside, enjoy a private heated pool and spa, pool lighting and a spacious paved deck designed for relaxing in the Florida sunshine. The home’s location near the clubhouse makes it especially convenient for vacationing guests while still providing the privacy and comfort of a single-family residence. Solara Resort is a gated, short-term-rental community offering a zero-entry resort pool, splash pad, FlowRider surf simulator, restaurant, pool bar, coffee bar, fitness center, basketball court, beach volleyball, full-size soccer field, playground and indoor and outdoor gathering areas. Whether used as a vacation rental investment, second home or personal retreat near Walt Disney World, this beautifully upgraded and fully furnished Solara residence delivers the space, location, amenities and guest experience today’s buyers are looking for.

1720 Sawyer Palm Place, 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
$479,990
4 Beds ⋅ 3 Baths ⋅ Indian Creek Ph 4 SubDv. ⋅ 34747 Zip Code
** UPDATED 4 BEDROOM, 3 BATH HEATED POOL HOME IN INDIAN CREEK! ** **FEATURING: * A STUNNING HEATED POOL & HOT TUB * HUGE SCREENED IN LANAI *OPEN FLOOR PLAN *SPLIT-BEDROOM *NEWER ROOF *NEWER A/C *GEORGEOUS FLOORING * CHEF'S KITCHEN *PRIVACY FENCE & MORE! ** **LOCATION, LIFESTYLE & INVESTMENT POTENTIAL! ** Enjoy the best of both worlds—peaceful living in the desirable Indian Creek community while being just minutes from **WALT DISNEY WORLD, MAJOR THEME PARKS & ENTERTAINMENT, SHOPPING, RESTAURANTS AND MAJOR HIGHWAYS. JUST MINUTES OUT OF ORLANDO** **Relax in your private Florida retreat with a HEATED POOL & HOT TUB or enjoy the spacious living areas and charming character this home offers. Currently used as an **AIRBNB/VACATION RENTAL** this property presents an excellent opportunity for buyers seeking a vacation home with income-producing potential. ** **Whether you're looking for a vacation getaway, investment property, or place to call home, this charming Indian Creek pool home offers the location, features and flexibility you've been looking for. **DON'T MISS THIS ONE! **

2660 Oneida Loop, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo SubDv. ⋅ 34747 Zip Code
Welcome to one of the most extensively renovated condos in Windsor Hills! This beautifully updated 3-bedroom, 2-bathroom Santa Anna floor plan offers 1,450 square feet of living space and is the largest condo floor plan in the community. The interior has been completely transformed with a bright, modern design. The kitchen wall was removed to create an open-concept layout connecting the kitchen, dining and living areas, while the redesigned kitchen features Italian-inspired cabinetry, quartz countertops with a waterfall edge, and updated appliances. Luxury vinyl plank flooring and recessed lighting continue throughout the main living areas, giving the condo a clean and contemporary feel. Both bathrooms have been beautifully remodeled with ceramic tile, floating Italian-style cabinetry, quartz countertops and modern finishes. The spacious split-bedroom layout includes walk-in closets and provides plenty of room for owners and guests alike. The condo is being offered fully furnished with designer-selected furniture, making it truly turnkey and ready to enjoy as a vacation home, short-term rental investment, or Florida getaway. Located just minutes from Walt Disney World, Windsor Hills is one of the area's most established gated resort communities. Owners and guests enjoy a resort-style pool and water park, hot tub, fitness center, movie theater, game room, playgrounds, tennis, basketball and volleyball courts, an onsite marketplace and grill, and 24-hour gated security. HOA services include water, cable TV and internet. If you've been waiting for a Windsor Hills condo that stands apart from the typical unit, this is it—an exceptionally spacious floor plan with a high-end renovation, stylish furnishings and a location close to everything Central Florida has to offer.

7675 Comrow St Unit 204, Kissimmee
$580,000
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
Located in the exclusive Magic Village Yards, a luxury gated resort community just minutes from Walt Disney World®, this stunning 4-bedroom, 4-bathroom residence offers the perfect combination of comfort, sophistication, and excellent investment potential. Designed for short-term rentals, this property is ideal as a vacation home or income-producing asset in one of Central Florida’s most desirable areas. The residence features a spacious open-concept floor plan, abundant natural light, a fully equipped modern kitchen with stainless steel appliances, and elegant living and dining areas designed for both relaxation and entertaining. Each bedroom includes its own private bathroom, providing comfort and privacy for both owners and guests. The property also features a private patio, perfect for enjoying Florida’s outdoor lifestyle. Sold fully furnished and professionally decorated, the home is ready for immediate use or rental income generation. Interior features include upscale finishes, an in-unit washer and dryer, high-speed internet, and flat-screen TVs throughout the property, ensuring a premium experience for guests. Magic Village Yards offers resort-style amenities, including 24-hour gated security, concierge services, a clubhouse, heated swimming pool and spa, fitness center, on-site restaurant, housekeeping services, and professional property management options. Its prime location places the community just minutes from Disney parks, major attractions, shopping, dining, and entertainment, with convenient access to major highways and Orlando International Airport. With strong year-round demand for short-term rentals, this property represents an excellent opportunity for investors seeking high occupancy potential in an established vacation rental market, as well as for buyers looking for a luxurious second home near Orlando’s world-famous attractions.

3065 Rockefeller Way, Kissimmee
$698,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee
$549,000
3 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Welcome to refined Florida living in the sought-after Four Seasons at Orlando 55+ community. Set on a **premium conservation-view homesite within walking distance of the clubhouse and amenities**, this beautifully upgraded Dominica model offers 2,360 square feet of thoughtfully designed living space and exceptional indoor-outdoor living. The home features **2 bedrooms, 2.5 bathrooms, and a dedicated office with a closet that can function as a third bedroom**. The private guest suite includes its own full bath, while the expanded primary suite offers **2 walk-in closets with custom built-ins** and an upgraded bath with dual vanities, granite countertops, and an oversized walk-in shower. The kitchen features **GE Profile appliances, enhanced lighting, additional outlets, and a redesigned pantry with custom shelving**. The laundry room includes added cabinetry and storage, while the office is enhanced with **wall-to-wall book shelves and a large custom desk**. Additional garage shelving and a separate storage area provide even more functionality. A true highlight is the private outdoor living space. **Seamless corner glass sliders** open to an expansive covered lanai overlooking the peaceful conservation setting. The custom summer kitchen includes a **gas grill, 2 burners, refrigerator, sink, and ample storage**, representing an estimated $17,000 investment. The beautifully landscaped yard features approximately **40 to 50 recently added plants**, professionally maintained pavers, and significant **drainage and erosion improvements already completed**. The home has been exceptionally well maintained and shows beautifully. **Furniture is negotiable, and TVs may remain.** Jimmy Buffett and Disney-themed memorabilia and media do not convey. Residents of **Four Seasons at Orlando** enjoy 24-hour guarded entry, a 13,000-square-foot clubhouse, 2 resort-style pools, spa, fitness center, tennis, pickleball, and bocce courts. HOA fees include exterior landscaping for truly low-maintenance living. Just minutes from **Walt Disney World®**, dining, shopping, and entertainment, this home combines a premium location, conservation views, meaningful upgrades, and resort-style living in one exceptional residence. **Schedule your private showing today and experience Four Seasons living for yourself.**

7789 Four Seasons Boulevard, Kissimmee
$655,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully furnished and turnkey, making it completely move-in or rental-ready from day one. Whether you are looking for a short-term rental investment or a primary residence where family and friends can spread out, this property delivers comfort, luxury, and convenience. From the moment you walk through the front door, the open-concept layout feels welcoming and effortless. The main floor features durable tile flooring throughout the main living areas, centered around a kitchen with rich cabinetry, stone countertops, and a large island where everyone naturally gathers. Just off the main space, slide open the glass doors to your private, screened outdoor oasis, featuring a crystal-clear pool, relaxing spa, and covered brick-paver lanai perfect for outdoor dining and evening relaxation. Thoughtful main-floor planning sets this home apart. The main level includes a private primary bedroom suite, as well as a second full bedroom and guest bathroom—ideal for guests who prefer to avoid stairs or for multi-generational living arrangements. Upstairs and across all bedrooms, you will find newly updated low-maintenance LVP flooring. For added entertainment, the full garage game room comes ready for fun with billiards and air hockey. Beyond the home, the neighborhood offers a complete resort lifestyle. The community amenities include a zero-entry pool with a water slide, lazy river, clubhouse, fitness center, bar and lounge, convenience store, tennis courts, playground, private rentable cabanas and more. The HOA fee simplifies daily living by covering high-speed internet, cable TV, daily trash pick-up, and full lawn maintenance. The location places you close to Central Florida's top attractions. You are approximately 25 minutes from Walt Disney World, minutes from shopping and dining at Posner Park, and close to the dining, shopping, and entertainment options at the Promenade at Sunset Walk, as well as nearby championship golf at ChampionsGate and major roadways like I-4 and US-27. Opportunities like this don't wait long—reach out now to claim your piece of Central Florida resort living today!

1610 Lima Avenue, 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
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