Osceola Homes with Tennis Court(s) Exterior Features

Osceola Homes with Tennis Court(s) Exterior Features

Welcome to Osceola County, Florida—a vibrant and diverse region that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and an array of recreational activities. With its proximity to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy a lifestyle filled with adventure and excitement, making it an ideal place for families and individuals alike.

One of the standout features of many homes in this picturesque county is the inclusion of private tennis courts. Imagine stepping out of your beautifully designed home and onto your own court, where you can enjoy a friendly match with friends or hone your skills in the comfort of your backyard. Homes with tennis courts not only offer a unique sporting experience but also create an inviting atmosphere for gatherings and outdoor entertaining.

These properties often boast spacious layouts, lush landscaping, and luxurious amenities, making them perfect for those who appreciate an active lifestyle. Whether you're a seasoned player or a beginner looking to learn, having a tennis court at home encourages a healthy lifestyle and fosters a sense of community.

Osceola County's real estate market is thriving, with a variety of homes available that cater to tennis enthusiasts and those seeking an active lifestyle. Explore the charm of Osceola County, where your dream home with a tennis court awaits, offering you the perfect backdrop for both relaxation and recreation. Discover the joy of living in a place where every day feels like a vacation!

Newest Osceola Homes with Tennis Court(s) Exterior Features

$800,000
8 Beds ⋅ 5 Baths ⋅ Stoneybrook South Ph G-1 SubDv. ⋅ 33896 Zip Code
Welcome to this beautifully furnished 8-bedroom, 5-bathroom home located in the highly sought-after ChampionsGate community in Davenport. Whether you’re looking for a spacious vacation home, a personal residence, or an investment property with short-term rental potential, this home offers an excellent opportunity. The open and spacious floor plan provides plenty of room for family and guests, with bedrooms conveniently located on both levels. The second floor features an additional living area, along with a private movie room that creates the perfect space for relaxing and enjoying time with family and friends. The kitchen is equipped with modern stainless-steel appliances and a large breakfast bar overlooking the dining and living areas, making it ideal for entertaining. The home is being offered fully furnished, providing a convenient turnkey opportunity for the next owner. If desired, future reservations may also be available to transfer with the property when continuing with the existing property management company. Step outside to your own private pool and spa, complete with a child safety fence for added peace of mind. The outdoor space provides a great setting for enjoying the Florida sunshine or relaxing after a day at the nearby attractions. Owners and guests also have access to the exceptional amenities at the ChampionsGate Oasis Clubhouse. Enjoy the resort-style pool, lazy river, water park, tiki bar, restaurant, outdoor grill area, game room, movie theater, cabanas, and sand volleyball courts. The clubhouse also offers a state-of-the-art fitness center and stretch room for those looking to stay active. Golf enthusiasts will appreciate the ChampionsGate Country Club and its beautiful golf course, while the property's convenient Davenport location puts you close to Central Florida's world-famous theme parks, shopping, dining, and entertainment. With its spacious layout, private pool and spa, extensive resort amenities, and strong short-term rental appeal, this ChampionsGate home is an opportunity you won’t want to miss!

9158 Scramble Drive, Davenport
$569,900
2 Beds ⋅ 2 Baths ⋅ Del Webb Sunbridge Ph 2a SubDv. ⋅ 34771 Zip Code
Luxury, move-in-ready home on a premium pond & conservation homesite in the sought-after, guard-gated Del Webb Sunbridge 55+ community—just minutes from Lake Nona. This beautifully upgraded residence offers 2 bedrooms, a dedicated Flex Room/Home Office, 2 bathrooms, and over 1,943 sq. ft. of thoughtfully designed living space with an open-concept layout, high ceilings, and abundant natural light. The gourmet kitchen features premium KitchenAid® stainless-steel appliances, natural gas cooktop, Stellar Snow™ quartz countertops, Korbett soft-close cabinetry, under-cabinet lighting, designer pendant lighting, a walk-in pantry, and a large center island overlooking the living area and tranquil pond views. The spacious primary suite includes a walk-in closet and a beautifully upgraded bath with quartz countertops and floor-to-ceiling tile. The guest bath offers matching premium finishes. Additional upgrades include elegant tile flooring throughout, built-in speakers in the Great Room and screened lanai, whole-house water filtration and softener, Thermacell LIV® Smart Mosquito Repellent System, pre-wire for a future pool/spa, epoxy-coated garage floor, LG washer, natural gas dryer, and natural gas water heater. Lawn maintenance and high-speed internet are included. Enjoy resort-style amenities at the 27,000 sq. ft. Hammock Club featuring a clubhouse, tavern, fitness center, resort pool, resistance pool, pickleball, tennis, walking trails, dog park, and a full calendar of social activities. Conveniently located near Lake Nona, Orlando International Airport, Medical City, shopping, dining, and Brightline Orlando Station. Skip the wait for new construction and enjoy a professionally upgraded, move-in-ready home on one of Del Webb Sunbridge's desirable premium homesites.

6391 Shimmering Shores Lane, St Cloud
$369,000
5 Beds ⋅ 3 Baths ⋅ Westview Pod B Neighborhood 2a & 2b Ph 1 SubDv. ⋅ 34758 Zip Code
2025-BUILT 5-BEDROOM HOME – ONLY $369,000 – JUST 19 MILES FROM MAGIC KINGDOM! Exceptional value! Offered at $369,000, this beautiful 2024-built, 5-bedroom, 3-bathroom home with a 2-car garage is one of the lowest-priced homes of its size and age in the area. The spacious open-concept floor plan features a modern kitchen with quartz countertops, stainless steel appliances, a large center island, and a great room ideal for everyday living and entertaining. A first-floor bedroom with a full bathroom provides excellent flexibility for guests, extended family, or a home office. Enjoy a private backyard overlooking lake and conservation views with no rear neighbors. Energy-efficient construction provides additional comfort and potential savings on utility costs. Community amenities currently include a pool, playground, and dog park, with additional resort-style amenities planned, including a clubhouse, fitness center, café, sports courts, rock-climbing wall, and lap pool. Conveniently located approximately 19 miles from Magic Kingdom, with easy access to shopping, dining, schools, major highways, and Central Florida attractions. 5 Bedrooms | 3 Full Bathrooms | 2-Car Garage | Built in 2024 | Lake & Conservation Views | No Rear Neighbors | $369,000 Excellent opportunity for buyers looking for space, newer construction, location, and exceptional value in Central Florida.

5618 Gingham Drive, Kissimmee
$330,000
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Turnkey 4BR/3.5BA End-Unit Villa in Regal Oaks Resort — Miles to Disney Renovated and carpet-free throughout, this 4-bedroom, 3.5-bath end-unit townhome in the gated Regal Oaks Resort offers sleeping capacity for up to 10 — an ideal short-term rental investment, second home, etc, just miles from the Walt Disney World entrance and walking distance to Old Town and Fun Spot. The home is currently operating as a successful short-term rental and conveys fully furnished — a true turnkey opportunity for a buyer to assume operations at closing. Each bedroom is fully furnished with a flat-screen TV, dresser, and closet. The home includes a spacious living area, fully equipped kitchen, and full-size washer/dryer. Dual master suites provide flexibility and privacy: a first-floor master with a Disney Mickey Mouse theme, queen bed plus extra-long twin, and full en-suite bath; and a second-floor master with a king bed, en-suite bath, walk-in closet, and private balcony. Two additional upstairs bedrooms share a third full bath. A half bath completes the main floor. Ownership includes access to Regal Oaks' resort-style clubhouse amenities: pools with water slides, spa, fitness center, tiki bar, on-site restaurant, game room, tennis courts, convenience shop, etc. Unbeatable location: several miles to Disney, 8.5 to SeaWorld, 12.3 to Universal. Old Town and Fun Spot are walkable; Celebration Town Center is 3 miles; Publix is 1.2 miles and Super Target 3 miles. Multiple golf courses and dinner shows are within 3–12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to verify all room dimensions, square footage, HOA fees, lease restrictions, HOA regulation, etc

2700 Camaro Drive, Kissimmee
$330,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Fully furnished and beautifully decorated 3-bedroom townhome in Regal Oaks at Old Town, a gated resort community where short-term rentals are permitted, just approximately 3 miles from the entrance to Walt Disney World. This two-story home features a spacious screened patio overlooking a wooded area, offering exceptional privacy and a peaceful setting for relaxing or entertaining. It offers 3 bedrooms and 2.5 baths. The open-concept main level features a granite kitchen with wood cabinetry and stainless-steel appliances, flowing into the dining and living areas. Sliding glass doors open to a screened lanai with a private hot tub, an upgraded feature beyond the standard unit in the community. A convenient half bath completes the first floor. The home features durable hard-surface flooring throughout with no carpet, and the interior was freshly painted in 2025. Upstairs, the primary suite includes a private bath with dual sinks, while two additional bedrooms share a second full bath. A full-size washer and dryer are also included. Owners and guests enjoy access to the extensive Regal Oaks resort amenities, including multiple pools with water slides, a spa, poolside bar, on-site restaurant and market, fitness center, tennis courts, game room, and gated entry. Currently operating as a short-term rental with an established booking history, the property is offered fully turnkey. The sale includes furniture, televisions, wall art, mirrors, décor, linens, towels, cookware, dinnerware, small appliances, and the existing appliances, washer, and dryer. The buyer may continue the existing rental operation, use the home as a personal vacation property, occupy it directly, or enjoy a combination of personal use and rental income. Prime location near Orlando's top attractions: Old Town adjoins the community, Fun Spot is approximately 0.5 mile away, Publix is about 1.2 miles, Celebration and Super Target approximately 3 miles, Premium Outlets approximately 7 miles, SeaWorld approximately 8.5 miles, and Universal Orlando approximately 12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to independently verify all room dimensions, square footage, HOA fees, lease and rental restrictions, and regulations, etc.

5710 Olga Street, 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
$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 residence for you & your family. YOU CHOOSE!! Both Long and short-term leasing is permitted. Ideal for Airbnb, VRBO, and related sites. This home was built to accommodate small and large families: 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. **available warranties included.** The community was designed to make everyday life here feel like a vacation! Featuring 5 Star resort-style amenities featuring a 5-acre resort waterpark, 7pools, Tennis Courts, a Playground, 10 restaurants, and much MUCH MORE!! Ideally located close to all major theme parks (just a short drive away from all Disney parks, Disney Springs, Universal Studios & resorts, Sea World, etc), attractions (signature championship golf courses, shopping, downtown Orlando areas, dining, Champions Gate), major Highways (I-4, turnpike, 417, & 429), 30mins from Orlando International Airport. Around the clock security/surveillance throughout the entire gated community complete w/ a guarded entrance & regular patrols by security personnel throughout the neighborhood and all access points. **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
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