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, where sunshine and charm come together to create a lifestyle that is as inviting as it is exhilarating. Known for its close proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee offers a unique blend of urban conveniences and natural beauty, making it an ideal place to call home.

One of the standout features of homes in Kissimmee is the opportunity to enjoy outdoor amenities that elevate your living experience. Picture yourself unwinding after a long day on your private tennis court, surrounded by lush landscaping and the warm Florida sun. Homes with tennis courts in Kissimmee not only provide a space for friendly matches and family fun but also serve as a fantastic way to stay active and socialize with neighbors.

These residences often boast spacious yards, perfect for entertaining guests or enjoying quiet evenings under the stars. Many of these homes are designed with modern aesthetics and luxurious finishes, ensuring that your living space is both comfortable and stylish. Whether you're a seasoned player or just looking to pick up a new hobby, having a tennis court at your doorstep adds an exciting dimension to your lifestyle.

With its warm climate, friendly community, and a plethora of recreational opportunities, Kissimmee is more than just a place to live—it's a vibrant community where your dreams can flourish. Come explore the homes with tennis courts that await you in this enchanting city and discover the perfect blend of leisure and luxury!

Newest Kissimmee Homes with Tennis Court(s) Exterior Features

$299,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Priced to sell, fully furnished 3-bedroom, 2.5-bath townhome located in the gated resort-style community of Encantada, just minutes from Walt Disney World. This well-maintained home features a spacious open floor plan with tile flooring in the main living areas, a fully equipped kitchen, and a private screened-in patio with a pool, perfect for relaxing after a day at the parks. Upstairs, you’ll find all three bedrooms, including a generous primary suite with an en-suite bath. Encantada offers exceptional amenities, including two community pools, a clubhouse, fitness center, walking trails, and a lakefront pier. Zoned for short-term rentals, this property is ideal as a vacation home, investment property, or full-time residence. HOA fees cover cable, internet, exterior maintenance, and access to all community amenities. Don't miss this opportunity to own a piece of paradise near Orlando’s top attractions. Equal Opportunity Housing.

8517 Bay Lilly Loop, Kissimmee
$299,800
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to 2725 Coupe Street, a fully furnished, turnkey 3-bedroom, 3-bathroom townhome located in the highly sought-after Regal Oaks Resort, just minutes from Walt Disney World and a short walk from the shopping, dining, and entertainment of Old Town Kissimmee. Whether you're searching for a vacation home, second home, or income-producing short-term rental, this property offers an outstanding combination of location, flexibility, and resort-style living. The thoughtfully designed floor plan is ideal for owners and vacation guests alike. The first floor features a queen bedroom and full bathroom, providing convenient accommodation without the need to use stairs. Upstairs you'll find a spacious king bedroom with private ensuite, along with a second bedroom featuring two twin beds and its own ensuite bathroom. The home also includes a fully equipped kitchen, comfortable living and dining areas, in-unit washer and dryer, multiple TVs, and is being offered fully furnished and ready for its next owner. Step outside to your private screened patio and hot tub, the perfect place to relax after a day at the theme parks. As an added advantage for investors, the property is already established as a vacation rental, giving a new owner the opportunity to continue operating in one of Central Florida's most popular tourism destinations. Regal Oaks provides an impressive collection of resort amenities, including a large, heated resort-style pool, dual waterslides, jacuzzi, poolside bar, restaurant, fitness center, tennis courts, business center, clubhouse, and gated entry. Even better, the resort amenities are only a short walk from the home. Location is where this property truly shines. Old Town is within walking distance, Walt Disney World is approximately 5 miles away, and Universal Orlando is approximately 13 miles away, with countless restaurants, shopping destinations, golf courses, and Central Florida attractions nearby. With its prime location, private hot tub, flexible 3-bedroom/3-bath layout, full furnishings, established vacation-rental use, and extensive resort amenities, this home offers the complete package. Schedule your private showing today and discover why Regal Oaks continues to be a favorite among Central Florida vacation-home owners and guests.

2725 Coupe Street, Kissimmee
$250,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Villages Condo Phase 3 SubDv. ⋅ 34741 Zip Code
EXCELLENT INVESTMENT OPPORTUNITY OR FLORIDA VACATION HOME! Welcome to 2260 San Vital Dr #108, a spacious 4-bedroom, 3-bathroom residence located in the desirable guard-gated resort community of Venetian Bay Villages in Kissimmee. This property offers an excellent combination of comfort, convenience, and investment potential, with short-term rentals permitted. “Beautifully updated property featuring three completely renovated bathrooms with new flooring. The entire second floor has also been upgraded with new flooring, replacing all previous carpeting. The home features a desirable dual-primary-suite floor plan, with one primary en-suite conveniently located on the first floor and a second private primary suite upstairs. The main level offers an open living and dining area with high ceilings and abundant natural light, along with a functional kitchen and breakfast bar. Two additional bedrooms share a full bathroom, providing plenty of space for family and guests. Property is offered unfurnished. Venetian Bay Villages offers an impressive selection of resort-style amenities, including 24/7 guard-gated security, four community swimming pools, a clubhouse, fitness center, movie theater, game room/arcade, business center, tennis and basketball courts, volleyball, playgrounds, picnic areas, and walking trails. Ideally located near Central Florida's world-famous attractions, shopping, dining, and major roadways, this property provides convenient access to Disney, Universal Orlando, SeaWorld, and everything the Orlando/Kissimmee area provides. With short-term rentals permitted, including Airbnb/VRBO, this property is an excellent option for investors, a vacation home, or a primary residence. Schedule your private showing today and discover all that Venetian Bay Villages provides!

2260 San Vital Drives Unit 108, Kissimmee
$160,000
2 Beds ⋅ 2 Baths ⋅ Grand Palms Condo 1 SubDv. ⋅ 34747 Zip Code
***SELLER MOTIVATED*** Prime Location in Kissimmee! Beautiful 2-bedroom, 2-bathroom condo with laminate flooring throughout, located in a community with a pool and tennis courts. Strategically situated just minutes from US-192, supermarkets, restaurants, shopping, and the vibrant Boulevard, featuring dining, entertainment, and a movie theater, including popular destinations such as Estefan Kitchen. An excellent opportunity for investors, with potential for both short- and long-term rentals, subject to HOA and local regulations. Also perfect for those looking to live close to everything while enjoying a quiet residential setting away from the main-road noise. Location, convenience, and investment potential all in one! Schedule your appointment today for your next investment!

3205 Sabal Palms Court Unit B, Kissimmee
$212,900
2 Beds ⋅ 2 Baths ⋅ Palm Villas Condo SubDv. ⋅ 34747 Zip Code
LOCATION, FLEXIBILITY & TURNKEY OPPORTUNITY! Welcome to this fully furnished 2-bedroom, 2-bathroom property ideally located in Kissimmee, just 15 minutes from Central Florida’s world-famous theme parks and close to shopping, dining, entertainment, and major roadways. Whether you’re looking for an investment property, vacation home, second home, or primary residence, this property offers exceptional flexibility. Best of all, it comes FULLY FURNISHED and ready to enjoy, allowing you to skip the setup and start taking advantage of its income potential right away. One of the property’s standout features is its peaceful setting with NO REAR NEIGHBORS, offering added privacy and beautiful views of the natural reserve area. Imagine starting your morning with a cup of coffee or unwinding in the evening with a glass of wine while enjoying the quiet surroundings and Florida lifestyle. The community offers an excellent selection of amenities, including a swimming pool, fitness center, pickleball and tennis courts, BBQ areas, and recreational spaces—all while being conveniently located near everything the Orlando and Kissimmee area has to give you. PRIME LOCATION, FULLY FURNISHED, PRIVATE REAR SETTING, AND MULTIPLE USE POSSIBILITIES—an excellent opportunity for investors and buyers looking for a property they can enjoy while taking advantage of one of Central Florida’s most desirable vacation destinations. Schedule your showing today!

8838 Coral Palms Court Unit B, Kissimmee
$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
$319,900
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
$550,000
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
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