Kissimmee Homes with Tennis Court(s) Community Features

Kissimmee Homes with Tennis Court(s) Community Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where sunshine and adventure collide! Known for its close proximity to world-famous attractions like Walt Disney World and Universal Studios, Kissimmee offers a unique blend of excitement and tranquility. With its picturesque parks, scenic lakes, and rich cultural heritage, this charming city is perfect for families, retirees, and everyone in between.

One of the standout features of Kissimmee is its thriving real estate market, particularly in communities that boast exceptional amenities such as homes with tennis courts. Imagine waking up in your beautifully designed home, stepping outside to find a well-maintained tennis court just a stone's throw away. These communities not only encourage an active lifestyle but also foster a sense of camaraderie among neighbors who share a passion for the sport.

Living in a Kissimmee tennis court community means you can enjoy year-round sunshine while perfecting your serve or engaging in friendly matches with friends and family. Many of these homes also feature spacious backyards, modern kitchens, and open floor plans, making them ideal for entertaining guests after a day of play.

Beyond the courts, residents can take advantage of Kissimmee's diverse dining options, shopping districts, and recreational activities. Whether you're exploring the natural beauty of nearby parks or indulging in local cuisine, life in Kissimmee is all about balance and enjoyment. Embrace the Florida lifestyle and discover your dream home in this enchanting city today!

Newest Kissimmee Homes with Tennis Court(s) Community Features

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

5 Beds ⋅ 7 Baths ⋅ Sunset Pointe SubDv. ⋅ 34744 Zip Code

Welcome to 1516 Sunset Pointe Place, an extraordinary luxury estate nestled within the exclusive gated Sunset Pointe community. Perfectly positioned on a beautifully landscaped half-acre corner lot overlooking a tranquil pond, this exceptional residence offers 4,966 square feet of elegant living space, 5 spacious bedrooms, each with its own private en-suite bathroom, 2 half bathrooms, a media/bonus room, and an oversized 3-car garage. Designed for both sophisticated entertaining and everyday comfort, the home showcases soaring ceilings, designer chandeliers, rich wood, tile, and carpet flooring, three HVAC systems, and a spectacular chef's kitchen featuring premium appliances, custom cabinetry, an oversized island, luxury finishes, and a convenient pot filler above the cooktop. The owner's retreat offers a spa-inspired bath with a Jacuzzi tub, oversized walk-in shower, his-and-her walk-in closets, and an elegant mirror gallery. Outdoors, enjoy a screen-enclosed resort-style pool, summer kitchen, mature tropical landscaping, and peaceful pond views that create your own private oasis. Beyond the home, residents enjoy one of Central Florida's premier luxury lifestyles. Located just minutes from Lake Tohopekaliga (Lake Toho), Brownie Wise Park, and the award-winning St. Cloud Lakefront, you'll enjoy world-class boating, bass fishing, kayaking, waterfront parks, beaches, marinas, nature trails, dining, and year-round community events. The property is also ideally situated near NeoCity, Central Florida's internationally recognized 500-acre technology and innovation district, featuring semiconductor manufacturing, artificial intelligence, robotics, advanced research facilities, the future AdventHealth Medical Campus, the exciting NeoCity City Center, and NeoCity Academy, a National Blue Ribbon STEM school preparing students for tomorrow's high-tech careers. Conveniently located near Florida's Turnpike, US-192, US-441, Osceola Parkway, SR-417, Lake Nona Medical City, Orlando International Airport, Walt Disney World, premier shopping, fine dining, healthcare, and top-rated schools, this remarkable estate offers an exceptional blend of luxury, privacy, recreation, and long-term investment potential in one of Central Florida's fastest-growing and most desirable communities.

1516 Sunset Pointe Place, Kissimmee

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

3 Beds ⋅ 2 Baths ⋅ Club Cortile Ph 06 Condo SubDv. ⋅ 34746 Zip Code

This End Unit is on the 2nd floor, the 3 bedroom, 2 bathroom condo with a screened balcony is Fully Furnished, Ready Move In! It is located in the professional managed beautiful "Club Cortiile" Gated community which has many amenities including a large inground pool, spa, tennis court, playground, and much more. The area is close to the entrance of world most well-known theme park: Walt Disney World, which offers both business and entertainments convenience. Sam's Wholesale Club is just around the corner in walking distance from the community, nearby shopping plazas full of named fast food chains, restaurants and specialty stores. Wal-Marts stores are on both east and west sides within 3 miles distance, Target, Marshall Depts. and Publix Supermarket are all around the corners which provide many employment opportunities. This area is in the convenience of all major expressways (417 Greenway, Osceola Parkway) and highways (Hwy 192, 535) which leading to Kissimmee/Orlando business districts and east/west coasts!

2806 Club Cortile Circle Unit B, Kissimmee

5 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1908 Howard Mesa Drive, Kissimmee

6 Beds ⋅ 6 Baths ⋅ Cove At Storey Lake SubDv. ⋅ 34746 Zip Code

This 6 bedroom floorplan has been spllited into 8 bedroom floorplan. 4300 Prologue Way offers the polished comfort and resort lifestyle that today’s Central Florida vacation buyers and guests are looking for. The interior is designed for easy luxury, with a spacious open-concept living area, large smart-TV gathering space, a fully equipped dine-in kitchen with stainless steel appliances, tile flooring in the main areas, and a layout that supports both privacy and large-group entertaining. Outdoor living is a major highlight, with a screened private pool area, quality patio furniture, and a summer kitchen with built-in BBQ, creating a true indoor-outdoor vacation experience. Located inside Kissimmee’s highly desirable Storey Lake Resort, the property benefits from one of the area’s strongest short-term rental locations, just minutes from Disney, Universal, Disney Springs, shopping, dining, outlets, and major Orlando attractions. Storey Lake’s resort-style amenities, including clubhouse features, pool/water-park style recreation, fitness, and family-friendly gathering spaces, further elevate the property’s appeal as both a personal getaway and an income-producing vacation investment.

4300 Prologue Way, Kissimmee

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

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

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

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

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

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 2 SubDv. ⋅ 34747 Zip Code

Fully Furnished First Floor Condo Near Disney! This beautifully maintained 3 bedroom, 2 bathroom FIRST FLOOR condo in the gated Wyndham Palms Resort Community offers exactly that lifestyle, with the added benefit of being FULLY FURNISHED and APPROVED for SHORT TERM RENTALS and AIRBNB. Whether you are searching for a vacation home, an income producing investment, or a primary residence close to the parks, this property is ready to deliver from day one. The open concept layout centers around a kitchen with STAINLESS STEEL APPLIANCES (2025), flowing easily into the living and dining spaces. NEW LUXURY VINYL PLANK FLOORING, FRESH PAINT, and REPLACED WINDOWS throughout give the home a clean, updated feel, while BRAND NEW LIVING ROOM FURNITURE means it is truly move in ready. The split bedroom design offers privacy for owners and guests alike, and a dedicated office space adds flexibility for remote work or managing your rental. Both bathrooms feature new shower doors for a fresh, modern touch. Imagine mornings on your private patio with coffee in hand, evenings by the resort pool, and easy access to Walt Disney World whenever the mood strikes. Step outside and you are directly across from the clubhouse, where residents enjoy 24 hour guard gated security, a resort style pool, splash pad, jacuzzi, sand volleyball, tennis and basketball courts, a movie theater, game room, and more. Location is everything here. You are minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, Sunset Walk, Celebration, Old Town, championship golf, and Orlando International Airport, with quick access to US 192, SR 429, I 4, and Osceola Parkway. This is more than a condo. It is a chance to own a piece of the Central Florida lifestyle, fully turnkey and ready for you to enjoy

2307 Butterfly Palm Way Unit 104, Kissimmee

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