Osceola Homes with Tennis Court(s) Exterior Features

Osceola Homes with Tennis Court(s) Exterior Features

Welcome to Osceola County, Florida—a vibrant and picturesque region that perfectly blends natural beauty with urban convenience. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and a plethora of recreational opportunities. With attractions like the enchanting Kissimmee Lakefront Park and the thrilling adventures of nearby Walt Disney World, residents enjoy a lifestyle filled with excitement and leisure.

One of the most sought-after features in Osceola County's real estate market is homes with tennis courts. Imagine stepping out into your own backyard to play a match or enjoy a leisurely game with friends and family. These properties not only offer the luxury of private tennis courts but also enhance your lifestyle by promoting health and wellness. Whether you’re an avid player or simply enjoy watching the game, having a tennis court at home provides unparalleled convenience and enjoyment.

The homes in Osceola County featuring tennis courts boast exquisite designs and spacious layouts, perfect for entertaining guests or enjoying quiet evenings. Many of these properties are situated in serene neighborhoods, surrounded by lush greenery and scenic views, providing an idyllic backdrop for your active lifestyle.

In Osceola County, you can experience the ultimate blend of comfort, leisure, and community. Discover your dream home with a tennis court today, and embrace a life where every day feels like a vacation in this charming corner of Florida!

Newest Osceola Homes with Tennis Court(s) Exterior Features

$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
$570,000
5 Beds ⋅ 5 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. SPACE, PRIVACY & RESORT-STYLE LIVING IN BELLALAGO! Welcome to 1711 Windward Oaks Ct, an impressive 5-bedroom, 5.5-bath residence situated on an oversized 0.46-acre cul-de-sac lot in the sought-after gated community of Bellalago. Offering exceptional space, privacy and versatility, this home is ideal for a growing household, frequent guests or multigenerational living, with a generous bedroom and bathroom configuration that allows everyone to enjoy their own space. The expansive floor plan features multiple living areas designed for comfortable everyday living and entertaining, while the three-car garage provides plenty of room for vehicles, storage, bikes and recreational gear. One of the home's standout features is the oversized enclosed porch overlooking beautiful open green space. Whether enjoying morning coffee, gathering with family and friends or simply unwinding at the end of the day, this peaceful outdoor living area provides a wonderful extension of the home with added privacy and tranquil views. Beyond the home, Bellalago delivers the Florida lifestyle with an impressive array of resort-style amenities. Residents enjoy multiple pools, including a Junior Olympic pool, an interactive water park, fitness facilities, tennis and pickleball courts, basketball and volleyball, playgrounds, a dog park, walking and recreational areas, clubhouse facilities and community activities. On-site dining adds even more convenience and creates a great place to gather and socialize without leaving the neighborhood. Bellalago's location along beautiful Lake Tohopekaliga brings waterfront recreation right into the community, with fishing areas, boardwalks and private boat-ramp access for residents to enjoy boating and the outdoors. Everyday conveniences are also close at hand, with shopping, dining and services located just outside the community. With nearly half an acre, a desirable cul-de-sac setting, five bedrooms, five-and-a-half bathrooms, a three-car garage, expansive indoor and outdoor living spaces, peaceful green-space views and an exceptional resort-style community, this home offers much more than square footage—it offers the space and flexibility to fit today's lifestyle.

1711 Windward Oaks Court, Kissimmee
$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
$329,997
3 Beds ⋅ 2 Baths ⋅ Championsgate Condo 4 Ph 34 SubDv. ⋅ 33896 Zip Code
Turnkey 3-bed, 2-bath condo in the heart of ChampionsGate — built in 2023 and sold fully furnished, move-in or rent-ready from day one. This single-story unit lives large at 1,788 sq ft with an attached garage, in-unit laundry, and a full stainless appliance package. Located inside a guard-gated community built for resort-style living: the Oasis Clubhouse brings a lazy river, waterslide pool, splash park, movie theater, arcade, and fitness center right to your doorstep, plus two Greg Norman championship golf courses. Under 5 minutes off I-4 Exit 58, twenty minutes to Disney, minutes to Universal, SeaWorld, and Margaritaville Resort Orlando, with Posner Park shopping and dining just down the road. Whether you're chasing a short-term rental income play or a low-maintenance second home near the parks, this one checks every box — with easy interstate access buyers will actually notice.

8853 Cabot Cliffs Drive Unit 104, Davenport
$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
$249,000
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
$548,000
5 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 3 SubDv. ⋅ 33896 Zip Code
Stunning FULLY FURNISHED luxury Single home investment opportunity near Disney! This beautifully decorated home has 5 bedrooms, 5 bathrooms, stainless steel appliances, a washer, a dryer, a private pool, and a comfortable jacuzzi. It is located in the magnificent resort community of Champions Gate. From the open floor plan with a large living room and modern kitchen with high-quality rooms decorated. Just 8 miles from Disney Springs, Champions Gates offers pools, a lazy river, three golf courts, tennis, and volleyball. Tiki bar, movie theater, and restaurants are part of the community of your future home. The short-term rental license allows you to make high profits for vacation rentals. Schedule your showing as soon as possible. See for yourself !!

8987 Backswing Way, Davenport
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