Kissimmee Homes with Tennis Court(s) Exterior Features

Kissimmee Homes with Tennis Court(s) Exterior Features

Located in Osceola County, Florida, Kissimmee is a vibrant city that offers a perfect blend of natural beauty, entertainment, and a thriving real estate market. Known for its close proximity to world-renowned theme parks and stunning natural landscapes, Kissimmee is a popular choice for both residents and tourists alike.

One of the appealing features of Kissimmee is its abundance of homes with tennis court(s) as an exterior feature. For those who enjoy an active lifestyle and a love for the sport, these properties provide the perfect opportunity to practice and enjoy tennis right in the comfort of your own backyard. Whether you're a professional player or simply enjoy a friendly game with friends and family, having a tennis court at home adds a touch of luxury and convenience to your lifestyle.

Kissimmee offers a wide range of homes with tennis court(s) as an exterior feature, catering to different budgets and preferences. From spacious estates with multiple courts to cozy single-family homes with a single court, there is something to suit every buyer's needs. These homes often come with other desirable amenities, such as swimming pools, outdoor entertainment areas, and lush landscaping, providing an all-inclusive package for those seeking an active and luxurious lifestyle.

Living in a home with a tennis court(s) exterior feature not only allows you to enjoy the sport at your convenience but also adds value to your property. These homes are highly sought after by buyers and can provide a competitive advantage in the real estate market.

If you're looking for a home in Kissimmee with a tennis court(s) exterior feature, you'll find a variety of options to choose from. With its ideal location, stunning natural beauty, and an array of amenities, Kissimmee is the perfect place to call home for tennis enthusiasts and those seeking a high-quality lifestyle.

Newest Kissimmee Homes with Tennis Court(s) Exterior Features

7516 Marker Avenue, Kissimmee
$599,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
OVER $80,000 IN 2026 UPGRADES! FULLY FURNISHED DISNEY-AREA VACATION HOME WITH PRIVATE POOL & SPA! Discover this beautifully updated 6 BEDROOM, 6 BATHROOM SHORT-TERM RENTAL PROPERTY in the highly desirable, gated ENCORE AT REUNION RESORT, just minutes from WALT DISNEY WORLD and Orlando's world-famous theme parks. Offering 5 BEDROOMS WITH PRIVATE ENSUITE BATHROOMS, spacious living areas, and an established vacation rental history, this TURNKEY INVESTMENT OPPORTUNITY is ideal for investors, second-home buyers, or families seeking their own Florida vacation retreat. Recent improvements include NEW KITCHEN COUNTERTOPS, UPDATED BACKSPLASH, FRESHLY PAINTED CABINETRY, NEW REFRIGERATOR, NEW LIVING ROOM FURNITURE, UPDATED DECOR, and NEW WINDOW TREATMENTS. The interior was painted in 2025 and the EXTERIOR FRESHLY PAINTED IN 2026. Step outside to your PRIVATE HEATED POOL AND SPA, featuring an EXPANDED BRICK-PAVER POOL DECK completed in 2026, an oversized backyard, and beautiful NEW TROPICAL LANDSCAPING with THREE PALM TREES. Enjoy the resort lifestyle with access to Encore's WATER PARK, CLUBHOUSE, RESTAURANT & BAR, FITNESS CENTER, SPORTS COURTS, and available theme park shuttle services. HOA services include 24-HOUR MANNED GATED SECURITY, INTERNET, CABLE, LANDSCAPING, IRRIGATION, VALET TRASH, and PEST CONTROL. Whether you're searching for a DISNEY VACATION HOME, ORLANDO INVESTMENT PROPERTY, or INCOME-PRODUCING SHORT-TERM RENTAL, this fully furnished home offers an exceptional combination of location, upgrades, and resort amenities. THE UPGRADES ARE DONE. THE VACATION EXPERIENCE IS READY! SCHEDULE YOUR PRIVATE SHOWING TODAY!

7516 Marker Avenue, Kissimmee
2200 San Vittorino Circle Unit 108, Kissimmee
$199,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
Minutes to Disney, Fully Furnished 4bed 3bath townhouse, quiet, gorgeous and space, totally updated on 2019….easy to rent $1850 around per month, or use as airbnb short rentals with high return…..great opportunity for investment, vacation home or residence…. 4 swimming pools, Large Clubhouse, Spa, Gym, Tennis Courts, basketball,volleyball court & movie theatre and business center, 24 hours serious gated guard community.... Conveniently located near shopping, restaurants, and Central Florida tourist attractions.( Finished, furniture included, thousands future bookings is free to transfer to new owner)

2200 San Vittorino Circle Unit 108, Kissimmee
1066 Park Ridge Circle, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
MOTIVATED SELLER – BRING YOUR BEST OFFER! Welcome to a turnkey 3-bedroom, 2.5-bathroom vacation villa offering 1,291 heated sq. ft. in the highly sought-after, 24-hour guard-gated Lake Berkley Resort. Offered fully furnished and professionally decorated, this home is already performing as a proven income producer within an established Short-Term Rental program, so you can start earning from day one. Pride of ownership shows throughout. The home has been meticulously maintained, and the HOA recently replaced the roof, a major upgrade that means lower future costs and real peace of mind for the next owner. The smart, functional floor plan comfortably accommodates groups with three bedrooms and two and a half baths, maximizing guest comfort, rental appeal and repeat bookings. Location is everything, and this one delivers: just minutes from Walt Disney World, Universal Orlando, and Kissimmee’s best dining and shopping. Guests and owners enjoy resort-style amenities without the upkeep of a private pool, including a grand clubhouse, heated community pool, fitness center, tennis courts, sand volleyball, and a scenic fishing pier on the private lake. Please note: HOA rules limit leases to a maximum of 4 months of occupancy, and pets are permitted for homeowners only, preserving the resort’s high standards and peaceful atmosphere. Due to strong rental occupancy, showings are subject to vacancy and require advance notice. Call today to schedule and submit your offer before this opportunity is gone!

1066 Park Ridge Circle, Kissimmee
4021 Venetian Bay Drive Unit 103, Kissimmee
$195,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
INVESTOR ALERT! INCOME-PRODUCING PROPERTY! Excellent investment opportunity in the desirable Venetian Bay Villages resort-style community in Kissimmee! This 3-bedroom, 2-bath condo is ALREADY RENTED FOR $1,800 MONTHLY, GENERATING $21,600 IN ANNUAL GROSS RENTAL INCOME! Major improvements include REPLACED HVAC SYSTEM, WATER HEATER, AND ELECTRICAL PANEL COMPONETS, offering added value and peace of mind! Enjoy outstanding rental flexibility, from short-term stays with a 7-day minimum to annual leases, subject to association requirements. This 24-hour guard-gated community features multiple swimming pools, a clubhouse, fitness center, tennis and basketball courts, and playgrounds. PRIME LOCATION NEAR ALL MAJOR CENTRAL FLORIDA THEME PARKS, INCLUDING WALT DISNEY WORLD, UNIVERSAL ORLANDO, AND SEAWORLD! Just minutes from The Loop shopping center, restaurants, entertainment, and major highways. IMMEDIATE RENTAL INCOME, MAJOR UPGRADES, AND EXCELLENT INVESTMENT POTENTIAL! Don't miss this opportunity!

4021 Venetian Bay Drive Unit 103, Kissimmee
2210 Grand Cayman Court Unit 1733, Kissimmee
$180,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Virtually Staged. Welcome to Villa Del Sol! Whether you're looking for a place to call home, a Florida getaway, or an investment opportunity, this 2-bedroom, 2-bathroom condo offers flexibility, comfort, and a convenient location. With 1,026 square feet of living space, the unit features laminate flooring throughout the main living areas, carpeted bedrooms, and a kitchen with shaker-style cabinets, granite countertops, and plenty of storage. One of the biggest advantages of this property is its rental flexibility, allowing both short-term and long-term rentals. Enjoy it as your primary residence, use it as a vacation retreat, or take advantage of its income-producing potential. Villa Del Sol offers community amenities including swimming pools, tennis courts, a playground, and outdoor spaces to enjoy the Florida sunshine. The location is another highlight, with The Loop shopping and dining destination nearby, along with convenient access to Disney theme parks, other Central Florida attractions, restaurants, and major roadways. Whether you're buying for yourself or adding to your investment portfolio, this condo offers a great combination of location, lifestyle, and opportunity. Schedule your private showing today!

2210 Grand Cayman Court Unit 1733, Kissimmee
3024 Parkway Boulevard Unit 304, Kissimmee
$158,900
1 Beds ⋅ 1 Baths ⋅ Blossom Park Villas A Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. Step into a turn-key piece of paradise just minutes from the Magic! This beautifully maintained, renovated 1-bedroom, 1-bathroom condo offers the ultimate setup for a short-term rental investment, vacation getaway, or low-maintenance secondary home. The interior features a bright, inviting open floorplan with modern updates throughout, offering comfort and convenience from day one. Unbeatably located roughly 5 miles from Walt Disney World, you are positioned minutes from Disney Springs, Universal Studios, Epic Universe, top-tier shopping, dining, and major highways (I-4 and US-192) for easy travel to Orlando International Airport. Hassle-free ownership is built right in, as the HOA dues cover electricity, water, internet, cable TV, trash, exterior maintenance, and community amenities—including a resort-style pool, clubhouse, fitness center, and tennis courts. A fantastic opportunity to own renovated, high-demand real estate in the heart of Orlando's attraction corridor!

3024 Parkway Boulevard Unit 304, Kissimmee
1116 Sunset View Circle Unit 103, Kissimmee
$379,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 6 SubDv. ⋅ 34747 Zip Code
LUXURY 3-SUITE GROUND-FLOOR GOLF-FRONT CONDO IN REUNION RESORT! Welcome to a turn-key 3BR/3BA condo where each bedroom has its own en-suite bathroom. It comes fully furnished, and the furniture, housewares and linens are in such immaculate condition that you’ll feel as if everything was delivered yesterday. The ground-floor location gives easy access and opens onto an expansive, sheltered private patio overlooking the par-3 15th hole of the Tom Watson Signature Course, with southwest exposure for beautiful sunsets over the fairway. Inside, the open-concept split floor plan keeps the primary suite apart from the two additional bedrooms, a great layout for a winter getaway or for hosting guests. VALUABLE CLUB MEMBERSHIP INCLUDED WITH SALE! An active Reunion Club membership transfers with the $7,500 deposit waived for the next owner. Short-term rentals are approved in one of Central Florida’s premier resorts. Inside the 2,300-acre gated community you’re close to 3 private signature golf courses, a water park, several neighborhood pools, tennis and pickleball courts, a fitness center, mini-golf, and on-site restaurants and lounges, with a new resort spa planned (opening date TBD). Minutes from Disney and major highways. An excellent investment or vacation getaway!

1116 Sunset View Circle Unit 103, Kissimmee
2308 Silver Palm Drive Unit 105, Kissimmee
$228,500
3 Beds ⋅ 2 Baths ⋅ Windsor Palms Condo Ph 10 SubDv. ⋅ 34747 Zip Code
PRICED TO SELL! FIRST-FLOOR CONDO WITH CONSERVATION VIEWS—JUST MINUTES FROM WALT DISNEY WORLD! Enjoy comfort, convenience, and a peaceful setting in this fully furnished 3-bedroom, 2-bath condo with a Brand New AC. Located on the first floor with beautiful conservation views, this inviting retreat offers an open-concept living and dining area with plenty of space to gather, relax, and make lasting memories. The versatile floor plan works beautifully as a double-primary setup, making it especially appealing for two families vacationing together. A spacious kitchen offers ample cabinetry and counter space, while the primary bedroom features a private bathroom and a generous walk-in closet. Set within a guard gated community, residents and guests can enjoy resort-style amenities including a swimming pool, tennis courts, playground, fitness center, jacuzzi, pool table, on-site convenience store, movie theater, and more. Internet, water, cable, and gym access are included. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions, this condo is the perfect retreat for enjoying resort-style living. Schedule your private tour today!

2308 Silver Palm Drive Unit 105, Kissimmee
4005 Venetian Bay Drive Unit 108, Kissimmee
$249,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
WELCOME TO VENETIAN BAY VILLAGES! Discover this charming, FULLY FURNISHED, two-story condominium located in a beautiful GATED, RESORT-STYLE COMMUNITY in the heart of Kissimmee! Perfect for a primary residence, vacation getaway, or investment opportunity, this property allows SHORT-TERM RENTALS WITH A MINIMUM STAY OF 7 DAYS! Step inside to a bright, inviting interior with a fully equipped kitchen, breakfast bar, spacious bedrooms, tasteful furnishings, and comfortable living spaces. Move-in ready and beautifully presented, this home offers convenience and flexibility from day one! Enjoy RESORT-STYLE AMENITIES, including a sparkling community pool, fitness center, playground, and beautifully landscaped surroundings. Conveniently located near Disney attractions, shopping, dining, entertainment, and major highways. Whether you’re looking for your Florida retreat or an income-producing investment opportunity, this property offers the perfect combination of LOCATION, LIFESTYLE, AND RENTAL FLEXIBILITY! SCHEDULE YOUR PRIVATE SHOWING TODAY!

4005 Venetian Bay Drive Unit 108, Kissimmee
4751 Clock Tower Drive Unit 104, Kissimmee
$267,900
2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 1 Ph 4 SubDv. ⋅ 34746 Zip Code
Welcome to 4751 Clock Tower Drive, Unit 104, Kissimmee, Florida, where resort-style living meets investment potential. This fully furnished 2-bedroom, 2-bathroom condominium in the sought-after Storey Lake community is ready for its next owner. Thoughtfully furnished and set up for short-term rental use, this property offers an appealing opportunity for investors seeking a vacation rental property or buyers looking for a Florida getaway that can also serve as an income-producing asset. The open-concept floor plan creates a welcoming atmosphere, with a functional kitchen featuring granite countertops, 42-inch cabinetry, and a stylish backsplash. The kitchen flows into the living and dining areas, providing a comfortable space for relaxing after a day exploring Central Florida. A covered lanai offers additional space to unwind, while the two-bedroom, two-bathroom layout provides flexibility for personal enjoyment and guest accommodations. An included storage unit adds valuable convenience and extra space for storing personal belongings or rental supplies. Storey Lake offers an exciting resort-inspired lifestyle with amenities that include swimming pools, a lazy river, waterslides, miniature golf, a fitness center, sports courts, and a tiki bar. Conveniently located near Walt Disney World, Disney Springs, popular shopping destinations, restaurants, and Central Florida's world-famous attractions, this property puts guests and owners close to the entertainment and experiences that make the area so desirable. Whether you're expanding your real estate portfolio, entering the vacation rental market, or searching for a fully furnished Florida retreat, this turnkey opportunity combines convenience, community amenities, and a desirable Kissimmee location. Enjoy the flexibility of owning a property designed for short-term rental use in one of Central Florida's popular resort communities. Schedule your showing today!

4751 Clock Tower Drive Unit 104, Kissimmee
4004 Santa Maria Drive Unit 101, Kissimmee
$239,900
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 3 SubDv. ⋅ 34741 Zip Code
Welcome to Venetian Bay Villages! This completely updated 4-bedroom, 3-bathroom end-unit condo is move-in ready, featuring a spacious floor plan, modern updates throughout, and a new A/C (2024). This desirable model also features a wraparound patio, providing additional outdoor living space. Enjoy the convenience of low-maintenance living, with roof and exterior maintenance handled by the condominium association. Venetian Bay Villages is a 24-hour manned guard-gated community offering resort-style amenities, including multiple swimming pools, a clubhouse, fitness center, tennis, basketball and volleyball courts, playgrounds, and picnic areas. Ideally located near The Loop shopping and dining district, major highways, entertainment, and Central Florida's world-famous attractions. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this property has plenty to offer. Schedule your private showing today!

4004 Santa Maria Drive Unit 101, Kissimmee
5004 Laguna Bay Circle Unit 54, Kissimmee
$220,000
3 Beds ⋅ 2 Baths ⋅ Villas At Laguna Bay Condo SubDv. ⋅ 34746 Zip Code
Incredibly Charming 3-Bedroom, 2-Bathroom Condo – Strategically Situated in Kissimmee! It's just minutes from Publix, Target, Sam’s Club, and major roads like W Irlo Bronson Memorial Highway and I-4, making commuting and daily errands a breeze! Enjoy the community amenities such as the pool, hot tub/spa, Tennis Courts, Playground, and more! In addition to all these great benefits, short term and long term rental is also permitted making this an exceptional option as a long term investment! Schedule a tour and make this beautiful home yours today!

5004 Laguna Bay Circle Unit 54, Kissimmee
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