Kissimmee Homes with Playground Community Features

Kissimmee Homes with Playground Community Features

Welcome to Kissimmee, Florida – a vibrant city where the magic of the Sunshine State meets the warmth of Southern hospitality! Nestled just minutes from the enchanting attractions of Orlando, Kissimmee is a family-friendly haven known for its picturesque landscapes, diverse recreational opportunities, and a rich tapestry of cultural experiences. With its charming downtown area, bustling markets, and scenic parks, Kissimmee offers a delightful blend of urban amenities and laid-back living.

One of the standout features of Kissimmee is its welcoming communities, particularly those that boast family-oriented amenities. Imagine coming home to a neighborhood designed with your family's happiness in mind. Homes with playground community features are a hallmark of Kissimmee's real estate landscape, providing safe and engaging spaces for children to play and families to bond. These thoughtfully designed communities often include well-maintained playgrounds, picnic areas, and walking trails, encouraging an active lifestyle and fostering a sense of belonging among residents.

Whether you're enjoying a sunny afternoon at the local park, taking a leisurely stroll through the neighborhood, or hosting a barbecue with friends, the community-centric atmosphere of Kissimmee makes it easy to create lasting memories. With a variety of homes available, from cozy single-family residences to spacious townhouses, there’s something for everyone in this enchanting city.

Discover the charm of Kissimmee and find your perfect home today, where family fun and community spirit await at every corner!

Newest Kissimmee Homes with Playground Community Features

$265,000
4 Beds ⋅ 3 Baths ⋅ Club Cortile SubDv. ⋅ 34746 Zip Code
Welcome to this newly renovated 4-bedroom, 3-bathroom townhome located in the desirable Club Cortile gated community in the heart of Kissimmee. This move-in-ready property features brand-new flooring, fresh interior paint, a new microwave, and a new dishwasher, creating a clean and updated living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, providing plenty of natural light and functional living space. The kitchen features ample cabinetry, generous countertop space, and modern appliances for everyday convenience. The thoughtfully designed layout includes four spacious bedrooms and three full bathrooms, providing flexibility for family living, guests, or a home office. The primary suite includes a private en-suite bathroom and generous closet space. Step outside to the private screened lanai, providing a comfortable outdoor space for relaxing or entertaining. Residents of Club Cortile enjoy access to community amenities including a gated entrance, clubhouse, resort-style swimming pool and spa, fitness center, tennis courts, basketball court, playground, and beautifully maintained common areas. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, shopping, dining, golf courses, and major roadways including US-192, Osceola Parkway, SR 417, and Florida's Turnpike, this home provides convenient access to Central Florida's attractions and everyday amenities.

2848 Club Cortile Circle, Kissimmee
$309,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee
$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
$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
$325,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**LIMITED-TIME LAUNCH PRICING — take advantage of this introductory price before the property returns to market-value pricing after Week 3!** Welcome to Unit #706 at the Reunion Grande, an exceptional opportunity to own a fully furnished, turnkey 2-bedroom, 2-bath residence in the heart of Reunion Resort. Positioned on the 7th floor with desirable east-facing exposure, this spacious 1,430-square-foot condo offers beautiful morning light, elevated resort views, and comfortable shaded afternoons from your private balcony. Inside, an open-concept layout connects the kitchen, dining, and living spaces, while the split-bedroom design provides privacy for owners and guests alike. Offered fully furnished and ready for immediate enjoyment, this residence offers tremendous flexibility as a primary residence, second home, vacation retreat, or short-term rental opportunity. Located inside the iconic Reunion Grande, owners and guests are surrounded by resort-style conveniences including valet parking, front desk concierge service, on-site dining, Starbucks coffee and gift shop, the acclaimed 7593 Chophouse, sushi bar, and an 11th-floor rooftop restaurant and pool offering panoramic views across Central Florida. Beyond the Grande, Reunion Resort encompasses approximately 2,300 acres and is home to three signature championship golf courses, resort pools, dining, fitness and recreation opportunities, and its multimillion-dollar water park. Best of all, you're approximately 6 miles from Walt Disney World with convenient access to Orlando's world-famous attractions and major highways. Whether you're looking for your own Central Florida getaway or a furnished property with vacation-rental flexibility, #706 delivers the location, lifestyle, and versatility Reunion is known for. **The launch price is available for a limited three-week window — don't wait for the price to return to market value.**

7593 Gathering Drive Unit 706, Kissimmee
$275,000
3 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code
Welcome to this beautifully maintained townhome in the desirable Emerald Lake community! This 3-bedroom, 2-bathroom home features a bright, open floor plan perfect for modern living. The kitchen is a chef's delight, equipped with sleek stainless steel appliances and plenty of counter space. Enjoy your morning coffee on the enclosed screened patio, which also conveniently houses a private laundry room. Each room is thoughtfully designed with ceiling fans for year-round comfort. Best of all, enjoy a low HOA while still having access to fantastic community amenities like a resort-style pool and playground. Located just minutes from shopping, dining, and major Kissimmee thoroughfares, this one won't last!

2896 Tanzanite Terrace, Kissimmee
$350,000
Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Build your dream home in the prestigious Reunion Resort! This homesite offers a fantastic location within the community, surrounded by beautiful luxury homes and just steps from Reunion’s renowned golf courses. Enjoy the opportunity to design a custom residence or vacation retreat in one of Central Florida’s premier resort communities, conveniently located near Walt Disney World, dining, shopping, and Orlando’s world-class attractions.

1006 Coyote Creek Way, Kissimmee
$279,000
1 Beds ⋅ 1 Baths ⋅ Siena At Celebration Condo B SubDv. ⋅ 34747 Zip Code
Virtually Staged. A beautifully maintained condo located within the Siena Condominium Association in Celebration, FL. This spacious one-bedroom, one-bathroom with a den residence features 1,057 square feet of thoughtfully designed living space. This property is ideal for those seeking both comfort and functionality. The interior is highlighted with luxury vinyl flooring throughout, providing a modern and low-maintenance touch to the space. This open floor plan offers plenty of Natural Light that features a living room, dining room, an open kitchen with breakfast bar and a separate den/office for those whom work from home The Spacious 13' x 11' Bedroom/Bath features a walk-in closet and a single vanity with Tub/Shower Combo. Newer Luxury Vinyl Flooring, Range & Microwave. The Siena Condominium Association also provides access to fantastic amenities, including a sparkling pool perfect for relaxing or soaking up the Florida sunshine. Additionally, residents can stay active and healthy with the well-appointed Fitness Center, Social Room, and Playground. Enjoy the Celebration Lifestyle with shops, restaurants, heated community pool, basketball & tennis courts, and Nature Trails.

714 Siena Palm Drive Unit 104, Celebration
$359,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Well you can stop looking You found this gem, this spectacular 3 bedroom 2 half bath in the very Desirable subdivision of Kindred this particular unit is facing a beautiful park with the playground and walking trails You will enjoy second floor loft and love open concept on your on your first floor and get ready to live the resort style living with not one two but three pools but also three fitness centers that are there for your convenience Let's not talk about the tennis courts volleyball court and all that Kindred has to give to their residences With its 5 miles of trails for walking jogging Biking and let's not forget about the doggy park Or the soccer field So much to do to enjoy the Florida lifestyle living and so much is coming to this beautiful resort style subdivision And with a 5-10 minute drive to plenty of shopping And all kind of delicious restaurants You definitely won't be disappointed Come and put this one on your LIST This subdivision is centrally located 2 the Florida Turnpike the 417 and the 528 And only about a 25 minute drive to Orlando's International Airport And let's not forget all the theme parks

1854 Katz Crossing Drive, Kissimmee
$399,900
4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 3 SubDv. ⋅ 34746 Zip Code
Welcome to this highly desirable corner unit townhome! Located in a hybrid community where both short-term and long-term rentals are allowed, this beautiful home offers exceptional flexibility for homeowners and investors alike. Featuring an open-concept layout, spacious living areas, and a modern kitchen, this property is perfect as a primary residence, vacation home, or income-producing investment. Enjoy peaceful pond views from the backyard, creating a relaxing outdoor setting to unwind and entertain. Conveniently located just minutes from Disney, shopping, dining, and major highways, residents and guests also enjoy access to outstanding resort-style amenities. Don’t miss this incredible opportunity to own a versatile property in the heart of Central Florida!

3175 Tocoa Circle, Kissimmee
$550,000
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 5a SubDv. ⋅ 34747 Zip Code
Superb opportunity in a sought-after 24-hour guard-gated community! This spacious 7-bedroom, 5.5-bath pool home is approved for short-term rental use and offers outstanding income potential. Features include a newly remodeled kitchen with modern soft-close cabinetry, quartz countertops, SS appliances, spacious living and dining areas, and accommodations for large groups. The private screened heated pool has been recently upgraded with new WiFi controlled pool equipment for worry-free enjoyment. Ideally located just minutes from Walt Disney World, first-class attractions, shopping, dining, golf, and major entertainment venues. Whether you’re seeking a vacation home, investment property, or both, this well-maintained home delivers the perfect combination of location, comfort, and rental appeal. The HOA includes resort-style amenities, community pool, clubhouse sauna, volleyball, tennis, pickleball, mini golf, grass cutting, trees trimming, internet, cable and trash service. A rare opportunity in one of Central Florida’s most desirable vacation rental markets!

8667 La Isla Drive, Kissimmee
$220,000
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
EXCEPTIONAL INVESTMENT OPPORTUNITY IN KISSIMMEE! Discover an outstanding opportunity to own a Florida resort-style townhome at an exceptional price, ideally located near Central Florida’s world-famous attractions. Whether you are an investor seeking a rental property, a buyer looking for a vacation home, or someone looking to combine personal use with income potential, this property offers tremendous flexibility. The spacious layout features 3 bedrooms and 2 & 1/2 bathrooms, including a private primary suite with an en-suite bathroom and generous closet space. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Located in the desirable Park Ridge community, residents enjoy access to a community pool, walking areas, and well-maintained common spaces. Conveniently positioned near major highways, shopping, restaurants, entertainment, and Central Florida’s most popular destinations—approximately 20–25 minutes to Walt Disney World®, 25–30 minutes to Universal Orlando Resort, 20 minutes to SeaWorld Orlando, and 30–35 minutes to Orlando International Airport (MCO).

1055 Park Ridge Circle, Kissimmee
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