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, known for its enchanting blend of natural beauty, thrilling attractions, and a warm, welcoming community. Just a stone's throw away from the world-renowned theme parks, Kissimmee offers a unique lifestyle that balances excitement with tranquility. With its stunning lakes, lush parks, and a rich tapestry of cultural experiences, this city is a haven for families and individuals seeking an idyllic place to call home.

One of the standout features of homes in Kissimmee is the availability of properties boasting private tennis courts. Imagine stepping out of your back door and onto your very own court, where you can practice your serve or enjoy a friendly match with friends and family. These homes with tennis courts provide not only a space for fitness and recreation but also create an inviting atmosphere for entertaining guests or unwinding after a long day.

The architectural styles of these residences vary, ranging from modern designs to charming traditional homes, each offering spacious layouts and beautiful outdoor spaces perfect for enjoying Florida's year-round sunshine. With the added luxury of a tennis court, you can embrace an active lifestyle while enjoying the comfort of your own home.

Kissimmee is more than just a location; it’s a community filled with opportunities for adventure, relaxation, and connection. Whether you’re a tennis enthusiast or simply seeking a home that offers a unique blend of leisure and luxury, Kissimmee is the perfect place to find your dream property. Come explore the possibilities today!

Newest Kissimmee Homes with Tennis Court(s) Exterior Features

2613 Play Hard Alley, Kissimmee
$340,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua-Ph 1 SubDv. ⋅ 34744 Zip Code
Beautiful home located in the desirable Tohoqua community of Kissimmee (34744)! This stunning property features a modern two story layout with a light filled open concept living and dining area designed for seamless everyday living and entertaining. The well appointed kitchen includes sleek countertops, spacious cabinetry, and a central island. Upstairs bedrooms provide comfort and privacy, including a spacious primary suite with a private full bathroom. Residents enjoy fantastic resort style community amenities including a luxury clubhouse, resort pool, fitness center, tennis courts, playground, and scenic walking trails. Ideally situated with quick access to Florida's Turnpike and US 192, ensuring an easy commute to Lake Nona Medical City, Orlando International Airport, local dining, and shopping. Schedule your private showing today!

2613 Play Hard Alley, Kissimmee
265 Goldenrain Drive Unit 265, Celebration
$489,000
4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Updated home OPPORTUNITY IN CELEBRATION, FL! 4 Bedrooms | 2.5 Bathrooms | 2,091 Sq. Ft of living space in the desirable Celebration community Welcome to 265 Goldenrain Dr, Celebration, FL! Enjoy a spacious layout with room to relax, entertain, and make yourself at home. Conveniently located near parks, shopping, dining, public transportation, and Central Florida attractions, enjoy the Celebration lifestyle. Whether you're searching for a primary residence or an investment property, this home is worth a closer look.

265 Goldenrain Drive Unit 265, Celebration
2836 Osprey Cove Place Unit 201, Kissimmee
$222,000
3 Beds ⋅ 2 Baths ⋅ Osprey Cove/The Oaks Ph X SubDv. ⋅ 34746 Zip Code
Discover this beautifully renovated top-floor (second level) 3-bedroom, 2-bathroom corner unit condo nestled in the gated community of Osprey Cove at The Oaks in Kissimmee. This turn-key property features porcelain wood-look tile flooring throughout, granite countertops, stainless steel appliances, and a handy in-unit laundry room. The roof was replaced by the HOA in 2019, and the AC Unit was replaced in 2021. Situated near major attractions like Disney World and convenient shopping and dining options, this condo offers excellent potential as a primary residence, vacation home, or income-producing rental. Schedule your private tour today!

2836 Osprey Cove Place Unit 201, Kissimmee
2817 Almaton Loop Unit 304, Kissimmee
$325,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 6 SubDv. ⋅ 34747 Zip Code
A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey furnished property is not only a proven income-producing investment but also a fantastic vacation home. This property has delivered consistent returns generating approximately $35,000-$38,000 per year in rentals. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800) Location is everything — and this one delivers. The condo is just 2.5 miles from the iconic “Welcome to Walt Disney World” arch at Walt Disney World Resort, making it incredibly attractive to vacation guests. Windsor Hills Resort is known for its true resort-style offerings, including Lagoon-style pool, Water Park with Slides, Fitness Center, Clubhouse, Movie Theater, Arcade, Tennis and Pickleball courts and 24-hour gated security With close proximity to Disney, dining, shopping (including Walmart), and major highways, this property checks every box. Whether you're looking for a high-performing investment property or a magical getaway just minutes from Disney, this condo offers the best of both worlds.

2817 Almaton Loop Unit 304, Kissimmee
1604 Columbia Arms Circle Unit 216, Kissimmee
$226,000
3 Beds ⋅ 2 Baths ⋅ Columbia Arms Condo SubDv. ⋅ 34741 Zip Code
Enjoy peaceful lake views from this spacious 3-bedroom, 2-bathroom condo located on the second floor of a gated community. The unit features brand-new carpet throughout all living areas, creating a fresh and inviting atmosphere. The kitchen comes fully equipped with a refrigerator, range, range hood, dishwasher, garbage disposal, washer, and dryer, offering convenience and functionality from day one. In addition, this unit is privileged with an independent storage garage, perfect for extra storage or for generating additional income for the owner through rental. The community offers exceptional amenities, including a swimming pool, fitness center, playground, pickleball courts, basketball court, and an in-ground spa—ideal for those seeking an active and balanced lifestyle. Its location is unbeatable, close to schools, shopping centers, restaurants, gyms, daycares, pharmacies, hospitals, banks, and major commercial areas. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. The unit is currently occupied with a tenant. Owner is motivated.

1604 Columbia Arms Circle Unit 216, Kissimmee
9055 Treasure Trove Lane Unit 204, Kissimmee
$239,900
3 Beds ⋅ 2 Baths ⋅ Caribe Cove Condo Ph 4 SubDv. ⋅ 34747 Zip Code
Enjoy the best of Central Florida living just a short drive from Walt Disney World® Resort! Welcome to Caribe Cove, This spacious 3-bedroom, 2-bathroom condo offers a flexible opportunity for those looking for a Florida getaway, primary residence, or short-term rental property. The open-concept layout provides plenty of space to relax and entertain, with a well-appointed kitchen overlooking the dining and living areas. The desirable split-bedroom floor plan offers added privacy, while generously sized bedrooms and bathrooms provide comfortable accommodations. One of the highlights of this unit is its beautiful lagoon view. Step outside to the screened balcony and enjoy the peaceful scenery—an inviting setting for morning coffee or simply relaxing after a day enjoying Central Florida. Caribe Cove offers resort-style living with convenient access to Highway 192, theme parks, shopping, dining, entertainment, and the many attractions of the Kissimmee/Orlando area. The community currently allows short-term rentals, offering additional flexibility for owners. Buyers should independently verify current rental restrictions, requirements, and applicable regulations.

9055 Treasure Trove Lane Unit 204, Kissimmee
2166 Fleming Mist Place, Kissimmee
$455,000
5 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
INTERACTIVE VIRTUAL TOUR AVAILABLE. Welcome to this spacious, fully furnished 5-bedroom, 4.5-bath townhome offering 2,294 square feet of thoughtfully designed living space in the highly desirable, guard-gated Solara Resort. Built in 2021 and approved for short-term rentals, this property is currently operating as an active vacation rental and generating rental income, making it an attractive opportunity for investors seeking an established, income-producing property. The open-concept floor plan features a spacious kitchen and family room overlooking the covered, screened-in patio and private pool—perfect for relaxing and entertaining. The first floor includes a private primary suite, while the second level offers four additional bedrooms and a versatile loft, providing plenty of space and privacy for family members and guests. Solara Resort delivers an exceptional vacation experience with a Grand Clubhouse, heated resort-style pool, FlowRider surf simulator, splash pad, fitness center, restaurant and bar, playground, basketball and sand volleyball courts, soccer field, teen lounge, poolside cabanas, and more. Conveniently located approximately 8 miles from Walt Disney World and close to Orlando’s renowned theme parks, shopping, dining, golf, and entertainment. This turnkey property combines generous accommodations, a private pool, resort-style amenities, an established rental presence, and excellent short-term rental potential in one of Central Florida’s most popular vacation communities. Rental history and future booking information may be available upon request.

2166 Fleming Mist Place, Kissimmee
2203 Key West Court Unit 422, Kissimmee
$199,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Welcome to your perfect Florida getaway or permanent paradise at Villas Del Sol at Kissimmee. Nestled in the heart of Kissimmee, this stunning two-bedroom, two-bathroom condo offers the ultimate blend of modern comfort and vacation style living, just minutes from Orlando’s world famous theme parks, premier dining and entertainment. The fully equipped kitchen features contemporary finishes and flows seamlessly into the dining and living area. The thoughtful split-floorplan design ensures maximum privacy for both bedrooms. The spacious primary suite is a private retreat, complete with an en-suite bathroom and water view of the pool. The second bedroom is equally inviting and offers direct private access to a full bathroom, creating a functional and flexible layout ideal for guests, roommates, or multi-generational living. NOTE: SOLD FULLY FURNISHED A standout feature of this property is the assigned private closed garage located within the same building, providing exceptional convenience, security, and valuable extra storage—an uncommon and highly desirable benefit. Beyond the front door, the community offers a premier resort lifestyle. Spend your sunny afternoons lounging by one of the two sparkling, resort-style swimming pools, or stay active and healthy in the state-of-the-art fitness center without ever leaving the property! This sought after community also has a tennis court, walking sidewalks, playground and a designated grilling area! Whether you are looking for a lucrative short-term rental investment, a vibrant second home, or a low-maintenance primary residence, this condo delivers the quintessential sunshine state experience! Ideally located just minutes from The Loop, with access to a wide variety of shopping, dining, entertainment, and major retail stores including Publix, Walmart Supercenter, and ALDI. Conveniently located near local schools such as Flora Ridge Elementary School, Kissimmee Middle School, and Osceola High School. Easy access to major roadways including Osceola Parkway, US-192, and Florida’s Turnpike allows seamless connectivity to Orlando, Walt Disney World Resort, and Orlando International Airport. The community offers flexible rental opportunities, including both short-term and long-term leasing options. An excellent opportunity for a primary residence, second home, or investment property in Central Florida.

2203 Key West Court Unit 422, Kissimmee
8974 Sugar Palm Road, Kissimmee
$385,000
4 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 3b SubDv. ⋅ 34747 Zip Code
Beautiful 4-bedroom, 3.5-bath townhouse located in the popular Paradise Palms Resort community in Kissimmee. This property offers a spacious and functional floor plan with comfortable living and dining areas, making it well suited for vacation use or as an investment opportunity. The community allows short-term rentals, offering flexibility for owners and investors. Conveniently located near Walt Disney World, major Central Florida attractions, shopping, dining, and entertainment. Paradise Palms Resort offers a variety of community amenities for residents and guests to enjoy. A great opportunity to own a vacation property in one of Central Florida’s most desirable tourism areas. Schedule your showing today!

8974 Sugar Palm Road, Kissimmee
4367 Pebbles Throw Drive, Kissimmee
$475,900
4 Beds ⋅ 3 Baths ⋅ Storey Creek Ph 6 SubDv. ⋅ 34746 Zip Code
**BEAUTIFUL HOME WITH INDEPENDENT MOTHER-IN-LAW SUITE IN STOREY CREEK!** Discover this exceptional opportunity in the highly desirable Storey Creek community in Kissimmee, FL 34746. This home offers the perfect combination of comfortable family living and income potential, with tenants already in place and generating rental income from day one, subject to verification of lease terms and income. The main home features **3 bedrooms, 2 full bathrooms, plus a versatile loft/office**, providing additional space for a home office, study, or flex area. The home features ceramic tile flooring throughout the main living areas, carpeted bedrooms, a beautiful white kitchen with quartz countertops, and comes complete with all appliances. A true highlight is the **separate and fully independent mother-in-law suite**, featuring its own private entrance, a convenient kitchenette, refrigerator, dishwasher, washer and dryer, plus a private bedroom and full bathroom. This unique layout is ideal for extended families, guests, multigenerational living, or buyers seeking additional rental income potential. Enjoy **NO REAR NEIGHBORS** and the privacy of an open view behind the property. Storey Creek offers an impressive resort-style lifestyle with a spectacular clubhouse, resort-style pool, playground, pet park, state-of-the-art fitness center, tennis courts, basketball courts, soccer areas, and more. Conveniently located near highly rated public schools and charter schools, many within approximately 10 minutes, as well as supermarkets, restaurants, Walgreens, shopping, and everyday conveniences. **A COMPLETE HOME WITH AN INDEPENDENT SUITE, FULL APPLIANCE PACKAGE, EXISTING RENTAL INCOME, AND A COMMUNITY WITH AMENITIES FOR THE WHOLE FAMILY.** A fantastic opportunity for a growing or multigenerational family, an investor, or anyone looking for flexibility and additional income potential in one of Kissimmee's sought-after communities. **Schedule your showing today!**

4367 Pebbles Throw Drive, Kissimmee
8103 Coconut Palm Way Unit 103, Kissimmee
$299,000
3 Beds ⋅ 2 Baths ⋅ Windsor Palms / Wyndham Palms SubDv. ⋅ 34747 Zip Code
Welcome to 8103 Coconut Palm Way, Unit 103, a recently fully renovated, furnished 3-bedroom, 2-bath ground-floor condo in Kissimmee's resort-style Windsor Palms community. Offering approximately 1,268 square feet, this turnkey home features hardwood flooring, in-unit laundry, central air, and a fully equipped kitchen. Already a highly performing short-term rental, it's minutes from shopping, dining, and Central Florida's major attractions, making it an ideal investment, vacation home, or primary residence.

8103 Coconut Palm Way Unit 103, Kissimmee
2706 Rivkin Drive, Kissimmee
$325,000
5 Beds ⋅ 3 Baths ⋅ Broadmoor SubDv. ⋅ 34758 Zip Code
Welcome to 2706 Rivkin Dr, a beautifully remodeled 5-bedroom, 3-bath home offering nearly 2,300 square feet of air-conditioned living space and one of the largest floor plans in the community. Seller is willing to pay $10,000 towards buyers closing cost with full price sale! Enjoy peaceful water views and Florida sunsets from the screened porch. Home also has a shed. The flexible private in-law suite, complete with its own entrance, is ideal for extended family, guests, or potential rental income. In addition to the interior being completely remodeled, major outdoor updates include a new roof and A/C in 2020. Best of all, you own the land. The HOA covers ground maintenance, cable, and internet, plus access to community amenities including a clubhouse, tennis courts, pool and basketball court. Located in a beautiful Kissimmee community, this home offers exceptional space, including high vaulted ceilings flexibility, and value. Schedule your private showing today! Elementary middle and high school 3 miles and under.

2706 Rivkin Drive, Kissimmee
Start Your Search