Kissimmee Homes with Tennis Court(s) Exterior Features

Kissimmee Homes with Tennis Court(s) Exterior Features

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of its theme parks with the tranquility of suburban living. Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, family-friendly attractions, and a warm, welcoming community. With its close proximity to Walt Disney World, Universal Studios, and a wealth of outdoor activities, Kissimmee is an ideal destination for those seeking a lively lifestyle infused with endless entertainment.

For homebuyers looking for a unique property that offers both luxury and leisure, our selection of homes with tennis courts is truly exceptional. Imagine stepping into your own private oasis, where you can enjoy a friendly match or hone your skills right in your backyard. These homes are designed with outdoor living in mind, featuring beautifully landscaped gardens and spacious patios that invite relaxation and social gatherings.

Kissimmee's real estate market boasts a variety of architectural styles, from modern estates to charming single-family homes, all equipped with tennis courts to elevate your lifestyle. Whether you're an avid player or simply enjoy the elegance of having a court at your disposal, these properties provide a perfect balance of sport and leisure.

In addition to the tennis amenities, residents of Kissimmee benefit from a plethora of parks, shopping centers, and dining options, all while enjoying the sunny Florida climate. Discover the joy of living in a community that caters to both your active lifestyle and your desire for comfort. Explore our listings today and find your dream home in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Tennis Court(s) Exterior Features

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code

Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! Explore the possibilities offered by this FULLY FURNISHED, three-bedroom, two-bath condominium with approximately 1,269 square feet of living space in a gated resort community near Walt Disney World. The functional layout is suitable for personal occupancy, vacation-home use, or potential short- or long-term rental operation, subject to association rules, licensing, governmental requirements, and buyer verification. Windsor Palms offers a convenient location near Central Florida attractions, shopping, dining, entertainment, and major roadways. This opportunity may appeal to an investor, second-home purchaser, or buyer seeking an affordable entry into the Kissimmee resort market. Property is being sold as a short sale and all terms, including purchase price and closing timeline, are subject to the seller’s lender approval. Buyer must independently verify property condition, measurements, furnishings, HOA fees, assessments, rental eligibility, licensing, association financials, insurance, financing availability, and potential income. No rental revenue, occupancy, appreciation, or return on investment is represented or guaranteed.

8107 Coconut Palm Way Unit 201, Kissimmee

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

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

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

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

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

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

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

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

2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5b SubDv. ⋅ 34744 Zip Code

Experience low-maintenance luxury living in this beautifully upgraded 2-bedroom, 2 bath villa with a dedicated office located in one of Kissimmee's sought-after communities. Offering 1,559 square feet of thoughtfully designed open floor plan living space, this move-in-ready home blends modern style, comfort, and resort-style amenities. From the moment you arrive, the attractive paver driveway, manicured landscaping, and inviting covered entry create outstanding curb appeal. Inside, you'll find an open-concept floor plan filled with natural light, wood-look tile flooring throughout the main living areas, designer accent walls, upgraded lighting, and contemporary finishes that give the home a warm yet luxurious feel. The spacious kitchen overlooks the dining and living areas, creating the perfect setting for everyday living and entertaining. The split-bedroom layout offers privacy for both owners and guests, while the versatile office provides the ideal space for working from home, hobbies, or a reading retreat. The generously sized primary suite features a walk-in closet and a spacious en-suite bath designed for comfort and convenience. Step outside to enjoy the covered lanai with newly installed pavers, creating an inviting outdoor space for morning coffee, evening relaxation, or entertaining friends. Additional highlights include a 2-car garage, indoor laundry room, and a low-maintenance lifestyle so you can spend more time enjoying everything in the community. Conveniently located near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, and Osceola Parkway, you'll have easy access to shopping, dining, entertainment, world-famous attractions.

2726 Summer Retreat Lane, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Villa Del Sol/Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Beautifully remodeled 2-bedroom, 2-bathroom condo in the heart of Kissimmee! Zoned for short-term rentals, this turnkey property is perfect as a vacation home, investment, or primary residence. Featuring brand-new appliances, a new A/C, new water heater, and stylish modern finishes throughout. Conveniently located near Disney, shopping, dining, and major highways. Don't miss this incredible opportunity!

2217 Grand Cayman Court Unit 1223, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Blossom Park Villas A Condo SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained condo located at 3032 Parkway Blvd #101 in the heart of Kissimmee. This inviting property features a well-designed layout with 2 bedrooms and 2 bathrooms, offering both comfort and functionality for everyday living or a vacation-style lifestyle. The open-concept living and dining area provides a bright and welcoming space, seamlessly connecting to a well-equipped kitchen with ample cabinetry and workspace. The primary suite offers a private retreat with its own bathroom, while the additional bedrooms are spacious and versatile—ideal for family, guests, or a home office. Located on the first floor, this unit offers convenient access and a comfortable living experience. The community features resort-style amenities, which may include a pool, fitness center, tennis courts, and beautifully maintained grounds. Ideally situated just minutes from major attractions such as Walt Disney World, as well as shopping centers, restaurants, and entertainment options along US-192. Easy access to I-4 allows for quick travel to Downtown Orlando, Universal Studios, and other Central Florida destinations. This property is a great opportunity for primary residence, vacation home, or investment. Schedule your showing today!

3032 Parkway Boulevard Unit 101, Kissimmee

Start Your Search