Kissimmee Homes with Playground Amenities

Kissimmee Homes with Playground Amenities

Welcome to Kissimmee, Florida, where sunshine and charm meet to create an idyllic community for families and individuals alike! Nestled in the heart of Osceola County, Kissimmee is renowned for its vibrant culture, rich history, and proximity to some of Florida's most famous attractions, including Walt Disney World and Universal Studios. With a warm climate year-round, residents enjoy an outdoor lifestyle filled with recreational activities, parks, and stunning lakes.

Kissimmee is not just about entertainment; it’s a place where families can thrive. One of the standout features of this region is the availability of homes with playground amenities. Imagine stepping outside your door to find a beautifully maintained playground just a stone's throw away. These family-friendly neighborhoods are designed with your children’s happiness and safety in mind, offering secure play areas where they can explore, socialize, and create lasting memories.

Whether you’re seeking a cozy single-family home or a spacious townhouse, Kissimmee boasts a diverse range of properties that cater to every lifestyle and budget. Many of these homes are situated within communities that prioritize family-friendly amenities, making it easy for parents to engage with their children while fostering a sense of community.

Kissimmee is not just a place to live; it’s a place to grow, play, and make lifelong memories. With its perfect blend of suburban tranquility and urban excitement, Kissimmee invites you to discover your dream home where playgrounds and parks are just around the corner. Come explore the endless possibilities that await you in this enchanting Florida gem!

Newest Kissimmee Homes with Playground Amenities

4 Beds ⋅ 2 Baths ⋅ Saratoga Park SubDv. ⋅ 34743 Zip Code

Move in ready 4 bedroom, 2 bathroom home in the desirable Saratoga Park community! Featuring a 2021 ROOF, December 2018 HVAC, 2019 water heater, and included water softener system, this well maintained home offers peace of mind from day one. Freshly painted for the new owners, the open concept floor plan showcases vaulted ceilings, quality ceramic tile flooring throughout the main living areas, and a spacious kitchen that flows seamlessly into the living and dining spaces, making it perfect for everyday living and entertaining. The split bedroom layout provides a private primary suite with a walk in closet and en suite bathroom. A new garbage disposal adds to the home's move in ready appeal, and the seller is willing to contribute toward the buyer's closing costs to replace the bedroom flooring. Enjoy relaxing on the screened covered lanai overlooking the water view backyard. Complete with a 2 car garage, low HOA, and a prime location near Florida's Turnpike, Orlando International Airport, Lake Nona, shopping, dining, and Orlando's world famous attractions, this home offers the perfect combination of comfort, convenience, and value.

2608 Deck Avenue, Kissimmee

3 Beds ⋅ 2 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully designed 3-bedroom, 2-bath home plus a versatile bonus room featuring a walk-in closet; ideal as a home office, playroom, guest room, or 4th bedroom. Enjoy indoor and outdoor living with a welcoming front porch and a covered screened lanai overlooking the fenced backyard. The open concept layout offers a spacious living area, ideal for everyday living and entertaining. The kitchen features granite countertops, a large island, espresso 42-inch cabinetry with crown molding, stainless steel appliances, undermount sink, and ample storage. The private owner's suite includes a walk-in closet and an en-suite bath with dual granite vanities and glass enclosed shower. Two additional bedrooms, a second full bathroom, and a generously sized utility room complete the home. Additional highlights include in-wall pest control, dual-pane windows, and barrier roof sheathing for energy efficiency. Community amenities include a pool, playground, dog park, and internet service included in the HOA dues. Ideally located with easy access to SR-417, this home is just 5 miles from Boxi Park and Lake Nona Medical City, 7 miles from Orlando International Airport, and short distance to shopping, dining, and top-rated schools. Experience the perfect combination of modern comfort, community amenities, and great location.

2732 E Lake Pointe Drive, Kissimmee

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

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

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

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

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

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

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

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

3 Beds ⋅ 2 Baths ⋅ Shannon Lakes Ph 3 SubDv. ⋅ 34743 Zip Code

Nestled in the well-established Lakeside community in Kissimmee, this charming 3-bedroom, 2-bathroom home offers the peace and privacy every buyer dreams of — no rear neighbors, thanks to the tranquil pond right behind the property. Enjoy your morning coffee or evening sunset with unobstructed water views from your own backyard. Inside, you’ll find generously sized bedrooms with plenty of room to spread out, roof was updated in 2017 for added peace of mind. New HVAC system and water heater (2025). Lakeside is known for its mature landscaping, community amenities such as playground and walking trails, and its convenient location just minutes from shopping centers, restaurants, and pharmacies — Everyday errands are always close by, and Orlando International Airport, Lake Nona, St. Cloud and the Turnpike are all a quick drive away. This home is priced to sell — homes with pond views and no back neighbors in this community don’t last long. Don’t miss your chance to make this Lakeside gem your own.

2319 Lily Pad Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Fish Lake Cove SubDv. ⋅ 34744 Zip Code

Under Construction. Fish Lake Cove presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Fish Lake Cove, the Sterling includes a 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.*

2251 Rita Lane, Kissimmee

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