Kissimmee Homes with Tennis Court(s) Exterior Features

Kissimmee Homes with Tennis Court(s) Exterior Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, renowned for its enchanting blend of culture, recreation, and family-friendly attractions. Just a stone's throw away from the magical realm of Walt Disney World, Kissimmee is a premier destination for those seeking a perfect balance of excitement and tranquility. With its picturesque landscapes, warm climate, and friendly atmosphere, Kissimmee offers a lifestyle that is both relaxed and invigorating.

For homebuyers looking for a touch of luxury, Kissimmee boasts an array of stunning residences featuring exterior amenities like private tennis courts. Imagine stepping out of your beautifully appointed home to enjoy a game of tennis under the Florida sun, surrounded by lush greenery and the serene sounds of nature. These homes not only provide a space for recreation but also foster a sense of community, where neighbors can gather for friendly matches or simply enjoy the outdoors.

Kissimmee’s real estate market offers a diverse selection of homes, from charming single-family residences to expansive estates, all designed with your comfort and lifestyle in mind. With tennis courts as a desirable exterior feature, these properties cater to active families and sports enthusiasts alike, ensuring that leisure and fitness are always just steps away.

Whether you’re drawn to the allure of nearby attractions or the prospect of a home with a tennis court, Kissimmee is a place where dreams come to life. Discover the perfect home in this enchanting city and embrace a lifestyle filled with sunshine, sports, and endless possibilities!

Newest Kissimmee Homes with Tennis Court(s) Exterior Features

$474,900
4 Beds ⋅ 3 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
TURNKEY short-term rental business for sale, 2nd vacation home, or lovely primary home for your family. YOU CHOOSE!! Sale of this New 2025 home build will come with all future bookings for this property AND ALL WARRANTIES!! 1st floor features a deep and open 1st floor floorplan tastefully staged for your imagination. A chef-ready kitchen awaits with a nice sized pantry and defined dining area. 1st floor master suite removes w/ laundry facilities for your visitors/in-laws. Home has been tastefully staged to spark you imagination. 2nd floor features an upstairs bonus loft w/ it's own walk-in closet can customize into a game room, home office or an extra sitting space for guests! All other bdrms are upstairs including another master bedroom. The community features luxury resort style living. amenities including a waterparks complete with 7pools, Tennis Courts, Playground, 10 restaurants, and much MUCH MORE!! Close to all major theme parks (located 5mins from Disney parks), championship golf courses, shopping, downtown Orlando areas, and dining. Long & Short term rentals are allowed. **Also eligible for the GOVERNMENT BACKED Rent to own program** Easy to Show!! Call now to book your appt!

7745 Somersworth Drive, Kissimmee
$265,000
2 Beds ⋅ 3 Baths ⋅ Summerfield Twnhms SubDv. ⋅ 34741 Zip Code
Welcome to 2448 Summerfield Way, Kissimmee, FL — a beautifully updated 2-bedroom, 2-bathroom condo that is move-in ready and perfectly positioned in the heart of Central Florida. From the moment you step inside, you will notice the thoughtful updates throughout that make this home truly turnkey. Whether you are settling in for the first time or adding to your investment portfolio, this property delivers the comfort, style, and value that today's buyers are looking for. The location is one of this home's greatest assets. Centrally situated with easy access to all major highways, you are just minutes from Walt Disney World, Universal Studios, SeaWorld, Orlando International Airport, The Loop Mall, premier dining, and world-class shopping. Everything Central Florida has to offer is practically at your doorstep. This is the kind of property that appeals to everyone — first-time buyers, families, and investors alike. Rental demand in this corridor is among the strongest in the region, making this an excellent income-producing opportunity as well. Updated. Centrally located. Move-in ready. Do not wait — properties like this at this price point in this location do not stay on the market long. Schedule your private showing today

2448 Summerfield Way, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Villas At Somerset The SubDv. ⋅ 34746 Zip Code
Virtually Staged. Move-In Ready First-Floor Condo – Resort-Style Living & Investment Opportunity! Welcome home to this move-in ready first-floor condo, offering the perfect opportunity for both investors and primary homeowners. Enjoy a resort-style lifestyle with exceptional community amenities, including tennis courts, basketball courts, a fitness center, community pool, clubhouse, and more. This well-maintained condo provides convenient first-floor living with easy access and a comfortable layout designed for everyday enjoyment. Whether you are looking for a full-time residence, vacation home, or investment opportunity, this property offers flexibility to meet your needs. The seller is open to long-term rental opportunities, making this an attractive option for investors seeking rental potential. Don’t miss the opportunity to own a condo in a desirable community with great amenities and a convenient location. Schedule your showing today!

2723 N Poinciana Boulevard Unit 153, Kissimmee
$227,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! This fully furnished 3-bedroom, 2-bath condo offers approximately 1,268 square feet in a gated resort community just minutes from Walt Disney World. Suitable for personal occupancy, a vacation home, or short- or long-term rental use, subject to applicable association rules, licensing, and governmental requirements. Documented 2023 updates include the A/C system, luxury vinyl flooring, interior paint, granite countertops, bathroom vanities and sinks, kitchen sink, dishwasher, and washer/dryer. Televisions were updated in 2025. Community amenities include gated entry, resort-style pool, clubhouse, sports courts, movie theater, arcade, and bar. Conveniently located near Disney-area attractions, shopping, dining, entertainment, major roadways, and Orlando-area airports. Sale price, terms, and closing timeline require the seller’s lender approval. Buyer must verify measurements, property condition, included furnishings, HOA fees and assessments, rental requirements, licensing, insurance, financing, and association information.

8107 Coconut Palm Way Unit 201, Kissimmee
$164,000
1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo with a bonus room, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the first floor with direct access to parking. This unit has been fully renovated with laminate flooring throughout the entire unit. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Unit is VACANT. Move-in ready.

2208 Antigua Place Unit 914, Kissimmee
$475,000
3 Beds ⋅ 4 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
LOCATION, LOCATION, LOCATION! Just minutes from Walt Disney World, this stunning fully furnished vacation home is located in the highly sought-after Magic Village Resort. Whether you're looking for a luxury vacation retreat or a high-performing investment property, this home is an exceptional opportunity. Enjoy world-class resort amenities, including a spectacular swimming pool, fitness center, concierge services, a convenience store, conference facilities, and an on-site restaurant offering both indoor and outdoor dining. This turnkey property has an established rental history with excellent guest reviews and strong year-round rental potential. Its prime location provides convenient access to Disney, championship golf courses, shopping, dining, and Orlando's top attractions. Don't miss this opportunity to own a luxury vacation home in one of Central Florida's premier resort communities!

7540 Brooklyn Drive, Kissimmee
$575,000
8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
$260,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
Resort-style living in the guard-gated Venetian Bay Villages just minutes from Walt Disney World, offering a spacious 4-bedroom, 3-bathroom townhome ideal for a primary residence, vacation home, or short-term rental investment. This two-story townhome-style condominium offers approximately 1,470 square feet of living space with a functional layout designed for comfort and flexibility. The open-concept living and dining area flows into the kitchen, creating a welcoming space for entertaining family and guests. The primary bedroom suite is conveniently located on the first floor, while three additional bedrooms upstairs provide ample space for guests, family members, or vacation renters. Located within the desirable Venetian Bay Villages resort community, residents enjoy access to a wide range of amenities including multiple community pools, tennis courts, basketball courts, volleyball courts, playgrounds, a clubhouse with fitness center, picnic and grilling areas, and beautifully maintained grounds inside a 24-hour guard-gated community. Conveniently situated in the heart of Central Florida, the property is just minutes from Disney World, Universal Studios, Disney Springs, The Loop shopping and dining district, major highways, and Orlando International Airport. Short-term rentals are permitted with a minimum one-week lease period, making this an excellent opportunity for investors or those seeking a vacation home near Orlando’s top attractions. Whether you're looking for a Kissimmee investment property, vacation retreat, or full-time residence, this Venetian Bay Villages home offers the perfect combination of location, lifestyle, and income potential.

4021 Venetian Bay Drive Unit 101, Kissimmee
$139,500
1 Beds ⋅ 1 Baths ⋅ Cascade At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Stop Renting and Start Building Equity! This beautifully maintained 1-bedroom, 1-bath condo with water view in the desirable gated Cascades at Kissimmee offers the perfect blend of comfort, convenience, and value. Featuring an open floor plan with water view, abundant natural light, a stylish kitchen with breakfast bar, in-unit washer and dryer, a spacious walk-in closet, and a screened balcony with extra storage overlooking the community pond. Enjoy resort-style amenities including a swimming pool, fitness center, tennis courts, clubhouse, and peaceful pond views. Ideally located just minutes from The Loop, shopping, dining, major highways, Orlando International Airport, and world-famous attractions. Whether you're a first-time homebuyer, downsizing, or looking for a great investment opportunity, this move-in-ready condo is an exceptional value. Schedule your private showing today!

2231 Cascades Boulevard Unit 304, Kissimmee
$325,000
3 Beds ⋅ 3 Baths ⋅ Fiesta Key SubDv. ⋅ 34746 Zip Code
Beautiful fully furnished 3-bedroom, 2.5-bath townhome located in the gated resort-style community of Fiesta Key! This move-in-ready property features an upgraded kitchen with quartz countertops, ceramic tile flooring on the first floor, luxury vinyl flooring upstairs, and no carpet throughout. The spacious primary suite offers a double-sink vanity. Enjoy resort-style amenities including a clubhouse, fitness center, community pool, playground, tennis courts, and gated entry. Conveniently located just minutes from Walt Disney World, shopping, dining, major highways, and Orlando’s top attractions. Zoned for short-term rentals, making it an excellent opportunity as a primary residence, vacation home, or investment property.

1204 S Beach Cir, Kissimmee
$255,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village P3 SubDv. ⋅ 34741 Zip Code
Welcome to this beautiful 4-bedroom, 2-bath home located in the highly sought-after Venetian gated community in Kissimmee! Offering 24-hour guard-gated security and resort-style amenities, this home combines comfort, convenience, and an exceptional lifestyle. The spacious floor plan features generous living areas, well-sized bedrooms, and plenty of natural light, making it perfect for everyday living, entertaining, or as a vacation home. The community offers a resort-style swimming pool, basketball court, tennis courts, clubhouse, playground, and beautifully maintained common areas. Ideally situated just minutes from Disney, major highways, shopping, dining, golf courses, and Orlando's top attractions, this property is perfect as a primary residence, second home, or investment opportunity. Don't miss your chance to own in one of Kissimmee's premier gated communities. Schedule your private showing today!

4012 Santa Maria Drive Unit 101, Kissimmee
$229,900
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 4 SubDv. ⋅ 34747 Zip Code
A rare turnkey investment and vacation home opportunity in the guard-gated Windsor Palms Resort, just minutes from Walt Disney World, golf, shopping, and dining. Fully furnished and completely renovated in 2025, this move-in-ready 3-bedroom, 2-bath condo is ready to generate rental income or serve as your personal getaway from day one. The unit sits within easy walking distance of the clubhouse, so the pool, spa, and fitness center are all just steps away. The 2025 updates include a new Carrier HVAC, water heater, and stainless steel kitchen appliances, plus a complete matching kitchen package with coordinated dinnerware, glassware, cookware, and silverware. Durable luxury vinyl tile flooring throughout the main living areas, fresh neutral paint and all-new furnishings flow throughout — sofas, bedroom sets, mattresses, and a new dryer — and every bed is dressed in new linens with backup sets for easy rental turnovers. The building exterior, hallways, and doors were also freshly painted, enhancing the community's overall curb appeal. The spacious, open floor plan features two king bedrooms and a third bedroom with two twin beds. Every detail has already been completed, allowing the next owner to begin renting immediately without the expense or hassle of furnishing or updating the home. Resort amenities include 24-hour gated security, a resort-style pool and spa, clubhouse, fitness center, movie theater, arcade and game room, tennis, basketball and volleyball courts, and a playground. Ready to enjoy or rent from day one — schedule your private showing today.

2302 Butterfly Palm Way Unit 301, Kissimmee
Start Your Search