Kissimmee Homes with Playground Community Features

Kissimmee Homes with Playground Community Features

Welcome to Kissimmee, Florida – a vibrant gem nestled in the heart of Osceola County, just a stone's throw away from the magical allure of Orlando. Known for its picturesque landscapes, Kissimmee boasts a rich tapestry of culture, recreation, and family-friendly attractions. Whether you’re exploring the enchanting theme parks, indulging in local cuisine, or enjoying the serene beauty of Lake Tohopekaliga, this region offers a unique blend of excitement and tranquility.

One of the standout features of Kissimmee is its welcoming communities that prioritize family living. Among these, homes with playground community features provide the perfect setting for families to thrive. Imagine your children laughing and playing just steps from your front door, surrounded by friendly neighbors and a safe environment. These communities are designed with families in mind, featuring well-maintained playgrounds, walking trails, and recreational areas that encourage outdoor activities and foster a sense of belonging.

Kissimmee's homes are not just places to live; they are gateways to a lifestyle filled with adventure and connection. The community spirit here is palpable, with events and gatherings that bring residents together, creating lifelong friendships. Plus, with easy access to top-rated schools, shopping, and dining, every convenience is at your fingertips.

Investing in a home in Kissimmee means embracing a vibrant lifestyle where every day feels like a vacation. Experience the charm of this incredible region and discover the perfect home for your family today!

Newest Kissimmee Homes with Playground Community Features

$399,900
3 Beds ⋅ 2 Baths ⋅ Pebble Pointe Unit 1 SubDv. ⋅ 34743 Zip Code
Welcome to your new home in the desirable Pebble Pointe community of Kissimmee! This beautifully maintained 3-bedroom, 2-bathroom home offers a bright and functional layout with tile flooring throughout the main living areas. The remodeled kitchen features updated finishes, creating a modern and inviting space for cooking and entertaining. The spacious primary suite offers the added warmth and comfort of beautiful wood flooring, creating a cozy private retreat. Step outside to your peaceful backyard overlooking a tranquil pond, the perfect setting for relaxing mornings, evening sunsets, or entertaining family and friends. Ideally located just minutes from major highways, shopping, dining, schools, medical facilities, and Central Florida’s world-famous attractions, this home combines comfort with convenience. Residents also enjoy access to a community pool, playground, basketball court, sidewalks, and green spaces. Whether you’re a first-time homebuyer, downsizing, or looking for a move-in-ready home in a fantastic location, this is an exceptional opportunity. Schedule your private showing today and experience everything this beautiful home.

2803 Middleton Circle, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Why wait to build when you can move right into this 2019 BUILT home in the GATED COMMUNITY of Creekside at Boggy Creek! Offering the perfect blend of space, style and energy efficiency, this 3-bedroom, 2.5-bath home features ***PAID-OFF SOLAR PANELS***, saving you money while adding long-term value. Just minutes from Lake Nona, this home also boasts a private FENCED BACKYARD, attractive landscaping, a paver driveway and fantastic curb appeal. Inside, TILE FLOORING flows throughout the main level where an OPEN CONCEPT living, dining and kitchen layout is filled with natural light, creating an inviting space for everyday living and effortless entertaining. The chef-inspired kitchen showcases granite countertops, STAINLESS STEEL APPLIANCES, pendant lighting, a large center ISLAND with seating and a spacious pantry. Sliding glass doors extend the living space to a COVERED LANAI overlooking the privacy-fenced backyard – perfect for relaxing, pets or weekend gatherings. Upstairs, a generous BONUS/LOFT offers flexible space for a media room, home office or playroom. All three bedrooms are thoughtfully located on the second floor, including your PRIMARY SUITE with twin windows that fill the room with natural light, a WALK-IN CLOSET and a dedicated en-suite bath. Two additional bedrooms share a full bath, and the conveniently located second-floor laundry room makes everyday chores a breeze. Wood laminate flooring enhances the primary bedroom and one secondary bedroom. Residents of Creekside at Boggy Creek enjoy a gated entrance, COMMUNITY POOL and playground just four homes away, plus an unbeatable location with quick access to Boggy Creek Road, Narcoossee Road, SR 417, shopping, dining, parks, lakes and all the conveniences of the thriving Lake Nona area. Zoned for “A-RATED” Narcoossee Middle School, this home delivers the lifestyle, location and features you have been searching for. Call today to schedule a tour ~ WELCOME HOME!

4366 Silver Creek Street, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ Campbell Cove SubDv. ⋅ 34743 Zip Code
Welcome to this beautifully maintained home located in Campbell Cove!!This charming property offers a bright, open layout perfect for comfortable living and entertaining. Enjoy a spacious living area, an inviting kitchen, and well-appointed bedrooms designed for convenience and privacy. The home sits on a generous lot with Lake view and outdoor gatherings, pets, or simply relaxing in your own private space. Located just minutes from Lake Nona Shopping Center, major highways, and Orlando’s world-famous attractions. This home combines everyday practicality with exceptional convenience. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property delivers outstanding value in a highly desirable community. Don’t miss your chance to make this lovely home yours!

2707 Randal Way, Kissimmee
$324,190
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Quill cabinetry, a decorative tile backsplash, Lyra quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful porcelain tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

2118 Southbury Drive, Kissimmee
$519,060
4 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to the Concord, a thoughtfully designed AllGen residence created to bring comfort, flexibility, and togetherness to every generation. This spacious one-story home offers a total of 4 bedrooms, 3 bathrooms, an “All Gen Living” space, an enclosed flex room, and a 2-car garage, with an innovative layout that truly provides a place for everyone. At the heart of this design is the private AllGen suite, ideal for multi-generational living or long-term guests. This self-contained space features its own indoor entrance, a comfortable bedroom, a full bathroom with a glass-enclosed walk-in shower, and a dedicated “All Gen” living area complete with a kitchenette, providing independence while still being seamlessly connected to the main home. As you step inside the main entrance, you’re greeted by an inviting, extended foyer that guides you into the open-concept living area. The chef-inspired kitchen boasts Whirlpool stainless steel appliances, a convenient pantry, elegant Trenton Quill cabinetry, quartz countertops, a single-bowl stainless steel sink, pendant light pre-wiring, and a large center island perfect for meal prep and gathering with loved ones. The kitchen flows effortlessly into the café area, where a sliding glass door opens to the covered lanai. Enhanced by abundant windows, this entire space is filled with beautiful natural light. The private Owner’s Suite offers a peaceful escape, featuring a spacious walk-in closet and a spa-like en suite bathroom complete with dual sinks atop a quartz-topped vanity, a linen closet, a private water closet, and a luxurious glass enclosed shower, and free standing tub. Separate from the AllGen suite, two additional bedrooms and a full secondary bathroom are situated together in their own hallway, creating an ideal layout for privacy and comfort. Rounding out the home is an enclosed flex room, offering endless possibilities: create a quiet home office, a hobby space, a media room, or a cozy reading nook—the choice is yours. The Concord combines modern elegance, thoughtful functionality, and multi-generational versatility, making it the perfect place to call home.

2562 Winter Sky Street, Kissimmee
$379,290
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Camden bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. Burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor living spaces, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, flex room, and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

2644 Clear Night Avenue Drive, Kissimmee
$399,990
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1912 Howard Mesa Drive, Kissimmee
$500,000
4 Beds ⋅ 3 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home built in 2024, located in the highly desirable Seasons at Big Sky community in Kissimmee. This move-in-ready residence features a spacious open-concept floor plan, a modern kitchen with elegant granite countertops, stainless steel appliances, ample cabinet space, and a large center island perfect for entertaining. The split-bedroom layout provides added privacy, while the primary suite offers a walk-in closet and a private en-suite bathroom. Step outside to enjoy the covered lanai and fully fenced backyard, providing the perfect space for outdoor living, entertaining, pets, or family gatherings. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and schools. Don't miss this exceptional opportunity to own a nearly new home in one of Kissimmee's fastest-growing communities. Schedule your private showing today!

1383 Levy Bend Drive, Kissimmee
$424,990
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
The Harper floorplan offers a 4-bedroom, 2-bathroom home with 1,665 sq ft of living space. Features include quartz and Revwood floors, an open layout, a spacious living room with natural light, a chef's kitchen with quartz countertops and stainless steel appliances, and a primary suite with a private ensuite bathroom. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1856 Howard Mesa Drive, Kissimmee
$499,990
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to one of the community's most exceptional homes. Situated on a premium corner lot with approximately 8,276 sq. ft. of land, this 2023 residence offers generous outdoor space and stands out for its pristine, like-new condition. Never rented and occupied by the owners only a few days per week, the home has been meticulously maintained with exceptional care. Its elegant blend of modern finishes, spacious living areas, and abundant natural light creates an atmosphere of peace and sophistication from the moment you step inside. Enjoy resort-style amenities including two clubhouses, pools, scenic walking trails around the lake, and a dog park, all just minutes from the Florida Turnpike, top-rated schools, and the continued growth of Lake Nona and Orlando. After visiting hundreds of homes throughout my real estate career, I can confidently say that few properties convey the sense of harmony and warmth found here. Some homes are visited; others are felt. This is one of them. A unique opportunity for those seeking more than a house—a lifestyle. The next chapter of this home's story could begin with you. Schedule your private showing today.

2466 Relaxing Lane, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 4-bedroom, 3-bath home in sought-after Tohoqua community in Kissimmee. This spacious two-story floor plan offers 2,024 square feet of living space with upgraded tile flooring on the first floor and wet areas with plush carpeting in all bedrooms. The open kitchen features sleek Quartz countertops, a Island with pendant lighting, a full suite of appliances including Refrigerator, Dishwasher, Range, Microwave and Washer and Dryer. Generous cabinet space, and a built in pantry. The open floor plans allows for a seamless flow into the living and dining areas. Also on the first floor you’ll find a private bedroom and full bath, ideal for guests or a home office. Upstairs the owner’s suite is a true retreat with a private en-suite , dual sinks, a glass-enclosed shower, and ample closet space. A versatile loft just outside the Owner suite has a built in desk. The Laundry room and two additional bedrooms with a full bath (Jack & Jill) can also be found upstairs. Downstairs just inside the back entry, a mudroom with another built-in desk adds everyday function. Step out to a covered, screened-in patio with brick pavers that connect to a detached 2-car garage. The fully fenced backyard adds privacy and low-maintenance artificial turf on both sides keep things tidy year-round. Out front, enjoy peaceful park-like green space. Community amenities shine with a resort pool, splash pad, tennis courts, picnic pavilions and playgrounds all set between Lake Toho and East Lake Toho. Minutes from the Florida Turnpike, The Loop, and Lakefront Park, this home keeps you close to Gatorland and all the dining, shopping, and recreation in Kissimmee and St. Cloud. Modern comfort, smart design, and prime location, all in one place. (Stay tuned Pictures are being done the week of July27.)

1704 Friendship Row, Kissimmee
$324,900
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Virtually Staged. Short Sale. Completely Renovated Golf Course Villa in the Gated Club Villas at Remington! Welcome to this stunning, move-in-ready villa nestled within the highly sought-after gated Club Villas at Remington Golf Club. Perfectly positioned along the golf course, this beautifully renovated home offers breathtaking fairway views, modern finishes, and maintenance-free living in one of Kissimmee's premier golf communities. Step inside and discover a home that has been completely transformed. Everything inside is brand new, including the kitchen, stainless steel appliances, cabinetry, quartz countertops, bathrooms, luxury tile flooring throughout, fresh interior paint, modern lighting, ceiling fans, doors, trim, and fixtures. The open-concept floor plan is filled with natural light and designed for both comfortable everyday living and effortless entertaining. Offering 2 spacious bedrooms plus a versatile office/den, this home provides the flexibility for a home office, hobby room, or guest space. The beautifully redesigned kitchen overlooks the expansive living and dining areas, creating the perfect gathering place for family and friends. Unwind in the screened lanai while enjoying peaceful panoramic views of the golf course, or sip your morning coffee on the charming screened front porch. The attached garage adds everyday convenience, while the HOA maintains the roof and exterior, allowing you to enjoy truly low-maintenance living. Residents of Remington enjoy exceptional amenities including a championship golf course, resort-style community pool, tennis courts, basketball courts, clubhouse, playground, walking trails, and beautifully maintained grounds. Ideally located just minutes from major highways, Orlando International Airport, Lake Nona Medical City, shopping, dining, schools, and Central Florida's world-famous attractions, this home offers the perfect combination of luxury, convenience, and an unbeatable lifestyle. If you've been searching for a completely turnkey golf course villa where every detail has already been updated, this is the one you've been waiting for.

183 Club Villas Lane, Kissimmee
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