Osceola Homes with Tennis Court(s) Community Features

Osceola Homes with Tennis Court(s) Community Features

Welcome to Osceola County, Florida, a vibrant and picturesque region nestled in the heart of Central Florida. Known for its stunning natural landscapes, rich cultural heritage, and proximity to the world-renowned attractions of Orlando and Kissimmee, Osceola County offers a unique blend of urban convenience and serene suburban living. With its beautiful lakes, sprawling parks, and diverse wildlife, residents enjoy an active outdoor lifestyle year-round, making it a perfect place for families, retirees, and everyone in between.

One of the standout features of homes in Osceola County is the exclusive communities that boast private tennis courts. Imagine stepping out of your luxurious residence and onto a pristine court, ready to enjoy a friendly match or perfect your serve. These communities not only offer tennis facilities but also foster a sense of camaraderie among neighbors who share a passion for the sport. Whether you’re a seasoned player or a beginner looking to learn, these neighborhoods provide the perfect environment to enhance your skills while enjoying the Florida sunshine.

In addition to tennis courts, many of these homes feature resort-style amenities such as swimming pools, fitness centers, and beautifully landscaped common areas, creating an idyllic setting for relaxation and recreation. With a variety of architectural styles and floor plans available, you’re sure to find the perfect home that meets your needs and lifestyle.

Experience the charm of Osceola County and discover a community where luxury meets leisure, and where every day feels like a vacation. Your dream home with a tennis court awaits!

Newest Osceola Homes with Tennis Court(s) Community Features

$419,900
5 Beds ⋅ 4 Baths ⋅ Stoneybrook South North Prcl Ph 1 SubDv. ⋅ 33896 Zip Code
**MOTIVATED SELLER!** Seller is offering **$1,000 toward Buyer’s closing costs with a full-price offer!** Let’s get to the point—this one checks the boxes! Beautiful, **MODERN, BRIGHT, AND FULLY FURNISHED**, THIS RARE **5-BEDROOM, 4-BATHROOM END-UNIT** OFFERS THE PERFECT COMBINATION OF SPACE, PRIVACY, AND RESORT-STYLE LIVING. Being an END UNIT MEANS MORE PRIVACY, EXTRA NATURAL LIGHT, AND PEACEFUL VIEWS OF THE NATURE BEHIND THE PROPERTY a wonderful bonus when you want to enjoy the resort lifestyle without feeling surrounded. The smart 5-bedroom/4-bathroom layout is especially attractive for larger families, groups, or guests who appreciate having their own space and independence. great condition, stylish modern interiors, and a full range of resort entertainment and amenities, and you have a property that is truly ready to enjoy from day one. The community offers a true resort-style lifestyle, with amenities like golf, tennis courts, a lazy river, water slides, a beach-style pool, spa, fitness center, and more—many of them included in the HOA. The home is currently part of a short-term rental program. There’s plenty more to say… but this home is much better seen in person! Call or text to schedule your private showing.

302 Ocean Course Avenue, Davenport
$875,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
First floor primary bedroom plus upstairs ensuite in desirable Artisan Park. This charming 4-bedroom, 3.5-bath Coastal-style with 2,587 square feet of living space, this home features double front porches and a floor plan designed for comfortable everyday living. The primary suite is conveniently located downstairs, while three additional bedrooms are upstairs, including one with a private bathroom. As you enter the home, you're greeted by a separate dining room and living room, creating a welcoming and traditional entry space. As you continue toward the back of the home, the layout opens into the kitchen and family room, creating a comfortable gathering space for everyday living. The backyard patio provides a great spot for outdoor dining and entertaining, or simply relaxing and enjoying the Florida weather. The home also features fully owned solar panels. Residents of Artisan Park have exclusive access to the private clubhouse, featuring a restaurant and bar, fitness center, and resort-style pool, along with a variety of social events held throughout the month.

1114 Tapestry Drive, Celebration
$229,999
2 Beds ⋅ 2 Baths ⋅ Promenades At Bellatrae Condo Ph 25 Bldg 48 SubDv. ⋅ 33896 Zip Code
Virtually Staged. This beautifully maintained Spoonbill floor plan offers 1,797 square feet of thoughtfully designed living space and is ideally situated at the end of a quiet cul-de-sac with a west-facing rear exposure overlooking peaceful conservation views. Featuring 2 bedrooms, 2 bathrooms, a versatile den, and an attached 1-car garage, this lightly lived-in second home is move-in ready. The open-concept great room boasts soaring vaulted ceilings, creating a bright and spacious atmosphere that's perfect for entertaining or everyday living. The kitchen is beautifully appointed with granite countertops, stainless steel appliances, upgraded cherry cabinetry, and ample workspace for the home chef. Unwind on the screened lanai as you enjoy tranquil conservation views and watch colorful hot air balloons drift across the evening sky. Bella Trae offers an exceptional, maintenance-free lifestyle with lush landscaping, elegant architecture, and a luxurious amenity center. Residents enjoy access to a resort-style pool, state-of-the-art fitness center, pickleball and tennis courts, and a vibrant calendar of community activities. Conveniently located in Champions Gate, you'll have easy access to premier shopping, dining, golf courses, grocery stores, and major highways including US-27 and I-4, making travel throughout Central Florida effortless.

1218 Bella Cara Court, Davenport
$679,000
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee
$165,000
2 Beds ⋅ 2 Baths ⋅ Blossom Park Villas Condo SubDv. ⋅ 34747 Zip Code
Welcome to 3038 Blossom Park, Unit 306, a bright 2-bedroom, 2-bathroom condo in a convenient Kissimmee location near Celebration and I-4. The home features new vinyl plank flooring, abundant natural light, dark matte fixtures, updated vanities and mirrors in both bathrooms and an updated kitchen with refreshed cabinetry. A laundry closet with a washer and dryer is conveniently located next to the kitchen. Both bedrooms have walk-in closets, providing generous storage space, while the functional layout offers plenty of potential for additional improvements and personal touches. The community offers a clubhouse, pool, tennis courts and sidewalks. With easy access to major roadways, shopping, dining, entertainment, and Central Florida attractions, this condo is an appealing opportunity for a primary residence, vacation getaway, or long-term investment property.

3038 Parkway Boulevard Unit 306, Kissimmee
$540,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school.

5676 Nevis Terrace, Kissimmee
$648,800
5 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to this exceptional home in Solara Resort. This is a rare opportunity! Although located in one of Orlando’s most sought-after short-term rental communities, this home has never been used as a vacation rental. It has had only one owner and has been enjoyed exclusively by the same family since it was built. The home has been very well cared for and remains in outstanding condition. The first floor features a large suite, perfect for the owners or guests. Upstairs, there is a loft that can be used as a media room, game room, or family lounge, plus another spacious suite and three additional bedrooms. Two of the bedrooms share a convenient Jack and Jill bathroom. Offered fully furnished and move-in ready, this home is located just minutes from Walt Disney World, Universal Orlando, shopping, dining, and entertainment. Solara Resort offers great amenities including a clubhouse, resort-style pool, splash park, FlowRider® surf simulator, fitness center, sports courts, playgrounds, restaurant, café, and 24-hour gated security. Perfect as a primary residence, vacation home, or investment property with excellent short-term rental potential.

9083 Sunshine Ridge Loop, Kissimmee
$770,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Covered Extended Lanai | Pond View | Oversized Garage. New Construction - Model Home Available Now! Welcome to the Pallazio at 4364 Curacao Place in Esplanade at Westview! Blending elegant design with everyday comfort, this thoughtfully crafted home offers a spacious open-concept layout centered around a stunning great room, gourmet kitchen, and casual dining area that flow seamlessly to an expansive outdoor living space. The private primary suite serves as a peaceful retreat, while two secondary bedrooms, a versatile flex room, and formal dining space provide flexibility for work, hosting, or relaxation. With abundant natural gathering spaces and inviting details throughout, this home is designed to make every day feel warm, effortless, and beautifully connected. Additional Highlights Include: upgraded appliance package, 4-foot garage extension and paved back yard. Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school. MLS#

4364 Curacao Place, Kissimmee
$299,000
2 Beds ⋅ 2 Baths ⋅ Birchwood Nbhds B & C SubDv. ⋅ 34773 Zip Code
Welcome home to this adorable cottage nestled in the heart of the community! Relax and unwind on the inviting front porch before stepping inside to an open and airy floor plan designed for comfortable everyday living. This charming home features 2 bedrooms and 2 bathrooms with a desirable split-bedroom layout, offering added privacy for both owners and guests. The kitchen is equipped with beautiful 42-inch wood cabinets and overlooks the spacious living and dining areas, making it perfect for entertaining. The serene owner's suite opens to a peaceful garden, creating a private retreat to enjoy your morning coffee or evening relaxation. A private rear porch leads to the detached 2-car garage with convenient alley access, adding to the home's charm and functionality. Don't miss this wonderful opportunity to own this delightful cottage home! Ideally located near Harmony Community School, this home offers golf-cart-friendly access through a nearby tunnel to Harmony Middle and Harmony High School. Residents enjoy exceptional amenities including Buck Lake with community pontoon boats, kayaks, canoes, and a fishing pier, along with resort-style pools, dog parks, playgrounds, walking trails, a fitness center, and bike paths. Enjoy easy golf cart rides to the neighborhood coffee shop, pizza restaurant, and Mexican dining. Conveniently located near Orlando International Airport, Medical City in Lake Nona, and Florida’s East Coast beaches, Harmony offers the perfect blend of lifestyle, nature, and location. Don’t miss your opportunity to own this move-in-ready home — schedule your private showing today! Buyer to verify all room measurements.

3333 Bracken Fern Dr, St Cloud
$3,199,999
11 Beds ⋅ 13 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee
$345,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring extending through the living areas, bedroom and closets, along with beautiful French doors, window blinds and draperies, upgraded ceiling fans and lighting throughout, and an elegant upgraded dining room light fixture. The kitchen features a stylish backsplash, additional cabinetry and cupboards, an added bank of drawers for convenient storage, decorative cabinet and drawer pulls, and an exhaust fan over the stove. These thoughtful additions provide both functionality and an attractive finished look. The laundry room offers additional cabinetry and storage, decorative hardware, a coordinating backsplash and plumbing already in place for a laundry sink. Both bathrooms feature attractive finishes, including a guest shower and an upgraded beveled-edge finish in the primary shower. Enjoy Florida's beautiful weather from the screened-in lanai, creating an inviting additional space for morning coffee, relaxing, entertaining family and friends, or simply enjoying the Florida lifestyle. Additional improvements include gutters and upgraded garage shelving, providing even more convenient storage and organization. And the lifestyle doesn't stop at your front door. Four Seasons offers an outstanding resort-style 55+ lifestyle within a guard-gated community, complete with an impressive clubhouse offering a wide variety of activities and social opportunities, oversized swimming pools, fitness center, pickleball courts, tennis courts, golf, and much more. Whether you enjoy staying active, playing golf, relaxing poolside, participating in community activities, or spending time with friends at the clubhouse, Four Seasons offers something for virtually every lifestyle. With extensive upgrades already completed, generous living and storage space, outstanding community amenities, and a desirable Kissimmee location, this home offers the opportunity to simply move in and start enjoying everything Central Florida has to enjoy. This is more than a home—it's the Florida lifestyle you've been looking for. Schedule your private showing today and experience Four Seasons for yourself!

1667 Key Bay Trail, Kissimmee
$325,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**LIMITED-TIME LAUNCH PRICING — secure this Reunion Grande residence at its introductory price before it returns to market-value pricing after Week 3!** Welcome to Unit #307, a fully furnished 2-bedroom, 2-bath residence offering one of the most compelling features in Reunion: direct, unobstructed views toward Walt Disney World from your own private balcony, where you can take in spectacular Florida sunsets and nightly Disney fireworks. Offering approximately 1,430 square feet, the residence features an open and inviting floor plan with upgraded finishes, crown molding, granite countertops, and a kitchen that flows seamlessly into the living and dining areas. The split-bedroom configuration creates two private bedroom suites with well-appointed bathrooms, making the layout equally suited for personal use, vacationing, or hosting guests. Offered fully furnished and turnkey, #307 is positioned for immediate enjoyment and offers the flexibility of primary, second-home, or vacation-rental use. An active Reunion Resort membership is included and transferable to the new owner, providing access to Reunion's renowned resort lifestyle, including three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, the multimillion-dollar water park, resort pools, tennis and pickleball, fitness facilities, and additional amenities. Within the Reunion Grande itself, enjoy front desk concierge service, valet parking for members, 7593 Chophouse, a lobby-level sushi bar, Starbucks coffee and gift shop, plus the rooftop restaurant and pool overlooking the surrounding resort and Central Florida skyline. Located just minutes from Walt Disney World and convenient to Orlando's other world-famous attractions, #307 combines location, flexibility, resort amenities, and a view that is difficult to replicate. **With launch pricing available for only the first three weeks, this is the opportunity to act before the property returns to market value.**

7593 Gathering Drive Unit 307, Kissimmee
Start Your Search