Kissimmee Homes with Playground Community Features

Kissimmee Homes with Playground Community Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of a close-knit community. Nestled just minutes from the enchanting world of Walt Disney World, Kissimmee offers an array of attractions, dining, and shopping options that cater to both residents and visitors alike. With its sunny climate, lush landscapes, and friendly atmosphere, it’s no wonder that Kissimmee is a sought-after destination for families and individuals looking for a place to call home.

One of the standout features of Kissimmee is its family-friendly neighborhoods, particularly those with homes that boast playground community features. Imagine living in a community where your children can safely play and explore, surrounded by other families who share your values. These neighborhoods are designed with your family's needs in mind, featuring well-maintained playgrounds, picnic areas, and walking trails, encouraging outdoor activities and fostering a sense of community.

In Kissimmee, you’ll find a variety of homes that cater to different lifestyles and budgets, from cozy single-family homes to spacious townhouses. With the added benefit of playgrounds and recreational spaces, you can enjoy peace of mind knowing your children have a safe environment to thrive and make lifelong friends.

Whether you’re seeking adventure at nearby attractions or a tranquil retreat to unwind after a busy day, Kissimmee is the perfect place to plant your roots. Discover the warmth and excitement of this remarkable city, where your dream home awaits amidst a community that feels like family. Welcome to Kissimmee – where every day feels like a vacation!

Newest Kissimmee Homes with Playground Community Features

2166 Fleming Mist Place, Kissimmee
$455,000
5 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
INTERACTIVE VIRTUAL TOUR AVAILABLE. Welcome to this spacious, fully furnished 5-bedroom, 4.5-bath townhome offering 2,294 square feet of thoughtfully designed living space in the highly desirable, guard-gated Solara Resort. Built in 2021 and approved for short-term rentals, this property is currently operating as an active vacation rental and generating rental income, making it an attractive opportunity for investors seeking an established, income-producing property. The open-concept floor plan features a spacious kitchen and family room overlooking the covered, screened-in patio and private pool—perfect for relaxing and entertaining. The first floor includes a private primary suite, while the second level offers four additional bedrooms and a versatile loft, providing plenty of space and privacy for family members and guests. Solara Resort delivers an exceptional vacation experience with a Grand Clubhouse, heated resort-style pool, FlowRider surf simulator, splash pad, fitness center, restaurant and bar, playground, basketball and sand volleyball courts, soccer field, teen lounge, poolside cabanas, and more. Conveniently located approximately 8 miles from Walt Disney World and close to Orlando’s renowned theme parks, shopping, dining, golf, and entertainment. This turnkey property combines generous accommodations, a private pool, resort-style amenities, an established rental presence, and excellent short-term rental potential in one of Central Florida’s most popular vacation communities. Rental history and future booking information may be available upon request.

2166 Fleming Mist Place, Kissimmee
2203 Key West Court Unit 422, Kissimmee
$199,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Welcome to your perfect Florida getaway or permanent paradise at Villas Del Sol at Kissimmee. Nestled in the heart of Kissimmee, this stunning two-bedroom, two-bathroom condo offers the ultimate blend of modern comfort and vacation style living, just minutes from Orlando’s world famous theme parks, premier dining and entertainment. The fully equipped kitchen features contemporary finishes and flows seamlessly into the dining and living area. The thoughtful split-floorplan design ensures maximum privacy for both bedrooms. The spacious primary suite is a private retreat, complete with an en-suite bathroom and water view of the pool. The second bedroom is equally inviting and offers direct private access to a full bathroom, creating a functional and flexible layout ideal for guests, roommates, or multi-generational living. A standout feature of this property is the assigned private closed garage located within the same building, providing exceptional convenience, security, and valuable extra storage—an uncommon and highly desirable benefit. Beyond the front door, the community offers a premier resort lifestyle. Spend your sunny afternoons lounging by one of the two sparkling, resort-style swimming pools, or stay active and healthy in the state-of-the-art fitness center without ever leaving the property! This sought after community also has a tennis court, walking sidewalks, playground and a designated grilling area! Whether you are looking for a lucrative short-term rental investment, a vibrant second home, or a low-maintenance primary residence, this condo delivers the quintessential sunshine state experience! Ideally located just minutes from The Loop, with access to a wide variety of shopping, dining, entertainment, and major retail stores including Publix, Walmart Supercenter, and ALDI. Conveniently located near local schools such as Flora Ridge Elementary School, Kissimmee Middle School, and Osceola High School. Easy access to major roadways including Osceola Parkway, US-192, and Florida’s Turnpike allows seamless connectivity to Orlando, Walt Disney World Resort, and Orlando International Airport. The community offers flexible rental opportunities, including both short-term and long-term leasing options. An excellent opportunity for a primary residence, second home, or investment property in Central Florida.

2203 Key West Court Unit 422, Kissimmee
1733 Felicity Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1733 Felicity Ln, a beautifully designed single-story Mattamy Homes residence located on a desirable corner lot in Tohoqua, one of Kissimmee’s sought-after master-planned communities. With approximately 2,740 total building sq ft, this home combines space, flexibility, energy-conscious features, and an excellent Central Florida location. The thoughtfully designed floor plan features 4 bedrooms and 3 full bathrooms, including a private guest suite configuration with its own full bath—an excellent option for overnight guests, multigenerational living, a private workspace, or added everyday flexibility. The open-concept kitchen, dining, and gathering areas create a natural flow for daily living and entertaining, while the extended screened lanai expands the living experience outdoors. A welcoming covered front porch and the additional privacy and presence of a corner lot further enhance the home’s appeal. Additional features include a solar energy system and whole-house water filtration system, adding practical value for buyers looking for efficiency-focused home features. The spacious layout, guest suite, outdoor living area, and corner-lot setting also make this property attractive to buyers and investors seeking a versatile single-family home in the growing Kissimmee–St. Cloud corridor. Tohoqua residents enjoy resort-style community amenities including a zero-entry pool, clubhouse, fitness center, playground, lighted tennis courts, basketball court, sidewalks, outdoor gathering areas, and an extensive network of walking and biking trails. The community also provides convenient access to Florida’s Turnpike, shopping, dining, NeoCity, Lake Nona, Orlando International Airport, and the many employment, recreation, and entertainment destinations throughout Central Florida. **The property has an existing mortgage that may be assumable by a qualified buyer, subject to lender approval, underwriting, existing loan terms, and all applicable requirements..** Discover the combination of space, location, lifestyle, and flexibility that makes 1733 Felicity Ln stand out. Schedule your private showing today and see how this home can fit your next chapter.

1733 Felicity Lane, Kissimmee
4494 Ochos Rios Place, Kissimmee
$329,990
2 Beds ⋅ 2 Baths ⋅ Westview 45s Aa SubDv. ⋅ 34758 Zip Code
Virtually Staged. Under Construction. This lovely Venice is a convenient single-story home. An inviting open-concept floorplan boasts access to the lanai for seamless outdoor living and leisure. A secluded study and bedroom are tucked away off the main living area. The luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Lennar at Esplanade is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

4494 Ochos Rios Place, Kissimmee
5131 Worchester Drive, Kissimmee
$460,540
5 Beds ⋅ 3 Baths ⋅ Knightsbridge 50s SubDv. ⋅ 34746 Zip Code
Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. It is conveniently located near Walt Disney World and major Osceola County attractions.

5131 Worchester Drive, Kissimmee
1153 Grand Traverse Parkway, Reunion
$599,999
Reunion West Vlg 3a SubDv. ⋅ 34747 Zip Code
GOLF COURSE VIEW - Large 80 foot wide lot located on hole 2 of the Nicklaus Golf Course in Reunion Resort. This site is located in the prominent Eagle Estates enclave. Reunion features a guard-gated, roaming patrol security throughout spanning 2300 acres. Eagle Estates features some of the largest homesites in Reunion where you can have your custom home designed and built. Reunion is zoned for short-term rental so if you build a home you can use it as a vacation rental investment if desired. This lot is just a 15 minute drive to Disney World, 5 minutes from major highways, dining and entertainment. Reunion Resort features numerous world-class amenities like 3 signature golf courses, 5 acre waterpark, paddle sports courts and so much more.

1153 Grand Traverse Parkway, Reunion
1241 Castle Pines Court, Kissimmee
$1,225,000
6 Beds ⋅ 7 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
***PLATINUM MEMBERSHIP AVAILABLE***Welcome to this spectacular, like-new luxury home in the beautiful Reunion Resort! Never before rented and meticulously maintained, this impressive 6-bedroom, 6.5-bath residence offers the perfect combination of luxury, comfort, and resort-style living. Step inside to soaring vaulted ceilings, an open Florida floor plan, and an abundance of natural light pouring through oversized windows. Clean lines and high-end finishes create a bright, inviting atmosphere throughout the home. Each bedroom features its own private full bathroom, providing exceptional comfort and privacy for family and guests. The thoughtfully designed floor plan includes two oversized ensuite bedrooms on the first floor. Upstairs, the expansive primary suite opens directly onto an oversized private balcony spanning the width of the home- the perfect place to relax and enjoy the surrounding views. Designed with both relaxation and entertainment in mind, the home features two custom-themed bedrooms—Cinderella and Jurassic Park—along with a private movie theater for unforgettable family movie nights. Step outside to your own private Florida retreat, complete with a covered lanai, outdoor grilling area, oversized pool and hot tub. The backyard offers a wonderful sense of privacy while overlooking the natural Florida conservation area & Jack Nicklaus Signature Golf Course. Offered turnkey, this property is an exceptional opportunity for those looking for a luxury vacation home, family retreat, or investment property with the ability to generate rental income. Located just 6 miles from Walt Disney World, Reunion Resort is known for its incredible collection of amenities, including three world-class championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, 12 community pools, and a multimillion-dollar water park featuring a lazy river and water slide. Whether you’re searching for a private family getaway or an investment opportunity in one of Central Florida’s premier resort communities, this home truly has it all. Inquire today for additional details!

1241 Castle Pines Court, Kissimmee
966 Park Terrace Circle, Kissimmee
$315,000
4 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort Vill SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED & MOVE-IN READY! Welcome to easy Florida living in the gated Lake Berkley Resort community! This spacious 4-bedroom, 3.5-bath townhome offers 1,645 square feet of living space and comes fully furnished, making your move as simple as bringing your suitcase and settling in. All appliances are included, along with a washer and dryer for added convenience. The two-story floor plan provides plenty of room to spread out, with comfortable living and dining spaces, a fully equipped kitchen, two primary suites, and a private second-floor balcony, the perfect spot to unwind at the end of the day. Residents can also enjoy Lake Berkley's resort-style community amenities, including a clubhouse, swimming pool, fitness center, recreation areas and gated entry. Location is one of the home's biggest advantages. Situated in Kissimmee's popular 34746 corridor, you're just minutes from Walt Disney World and Central Florida's world-famous theme parks, with convenient access to shopping, restaurants, entertainment and everyday necessities. The location also provides easy access to the greater Orlando area while keeping local recreation close by, including Shingle Creek Regional Park, historic Downtown Kissimmee and the Lake Tohopekaliga waterfront. Whether you're relocating to Central Florida or simply looking for a turnkey rental close to everything Orlando has to offer, 966 Park Terrace Circle combines space, convenience and resort-style living in one fully furnished package. Just about 15 minutes from Walt Disney World Resort and 25 minutes from Universal Orlando Resort. Call today to schedule your private showing!

966 Park Terrace Circle, Kissimmee
7593 Gathering Drive Unit 803, Reunion
$479,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
RARE OPPORTUNITY — ACTIVE TRANSFERABLE REUNION PLATINUM MEMBERSHIP AVAILABLE! Golf and Reunion Resort enthusiasts, this is an exceptional opportunity to own one of the most desirable residences at The Reunion Grande. This TURN KEY 2-bedroom, 2-bath condo on the 8th floor features one of the largest and most desirable floor plans in the building, along with spectacular views of Reunion Resort, the driving range, and the signature Tom Watson golf course. As you enter you will be greeted an expansive open-concept living and dining area with updated furnishings, fixtures, and window treatments. Floor-to-ceiling windows and sliding glass doors fill the condo with abundant natural light while showcasing the beautiful resort surroundings. The well-appointed kitchen features granite countertops, decorative backsplash, hardwood cabinetry and stainless-steel appliances. The spacious living area also includes a convenient wet bar with additional cabinetry, providing both entertaining space and extra storage. In the evenings, enjoy the added magic of watching Disney fireworks from the comfort of your own home. The spacious primary suite offers direct access to a private balcony, creating the perfect spot for morning coffee or a quiet afternoon with a book. The primary bathroom features dual vanities, a garden tub, and a separate walk-in shower. The generous guest bedroom comfortably accommodates two queen beds, while the guest bathroom also features dual vanities, a garden tub, and a walk-in shower. The Reunion Grande is currently undergoing more than $600,000 in building refurbishments, including new carpet, paint, and updated fixtures throughout the residential hallways and elevator entrances, creating a fresh and elevated arrival experience. From the moment you arrive, you'll enjoy the exceptional service and convenience of doorman service, valet parking, and front-desk concierge services. The building also offers a Starbucks coffee shop and gift shop for added convenience. The Reunion Grande is home to several of the resort's dining destinations, including Lobby Bar for sushi, 7593 Chophouse for an exceptional steak dinner, and Eleven Rooftop Restaurant, where you can dine while enjoying spectacular views. The Grande is conveniently located adjacent to the Reunion Clubhouse, offering additional dining options and the golf pro shop serving the Arnold Palmer and Tom Watson Signature Courses. Just a short walk away is The Cove, featuring an infinity pool, two jacuzzi tubs, bocce ball, an outdoor bar and grille, and a fitness center. Reunion Resort is a spectacular 2,300-acre resort and golf community including a water park with water slides, lazy river, zero-entry pools and food and beverage service; 3 award-winning signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus; 11 resort pools; mini golf; world-class tennis and pickleball courts; playgrounds; dog parks; golf cart and bicycle rentals; and multiple on-site dining options. Located just 6 miles from Walt Disney World, Reunion Resort offers convenient access to Central Florida's world-famous attractions while providing the privacy, luxury, and amenities of a premier resort community. Where you're looking for a primary residence, second home, or vacation rental investment it is truly a special opportunity to own a piece of the Reunion Resort lifestyle.

7593 Gathering Drive Unit 803, Reunion
2738 Coupe Street, Kissimmee
$324,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to your own slice of Florida paradise! This beautifully furnished 4 bedroom, 3 bathroom townhome in Regal Oaks Resort Community combines the comforts of home with a vacation-inspired lifestyle, just minutes from Walt Disney World and close to Central Florida’s popular attractions, shopping, dining, and entertainment. Step inside to an inviting open-concept floor plan where the living, dining, and kitchen areas flow seamlessly together, creating a comfortable setting for gathering with guests or unwinding after a day of adventure. The kitchen features stainless steel appliances, granite countertops, and ample space to prepare everything from a quick breakfast before the parks to a relaxed dinner at home. Offered FULLY FURNISHED, this townhome makes it easy to settle in and start enjoying the Florida lifestyle. The first floor includes a convenient guest bedroom and full bathroom, providing flexibility for visitors who prefer downstairs accommodations, along with a laundry closet for everyday convenience. Upstairs, the spacious primary suite offers a peaceful retreat with an en-suite bathroom featuring a garden tub, perfect for a relaxing soak at the end of the day. Two additional bedrooms and another full bathroom provide comfortable accommodations for family and guests. Outside, your screened rear patio invites you to slow down and enjoy the warm Florida weather. With your own private hot tub, this outdoor retreat is the perfect place to recharge after exploring the attractions or spend a quiet evening under the stars. Regal Oaks brings the resort experience right to your doorstep with a beautiful pool overlooking the lake, waterslides, a poolside bar and grill, onsite restaurant, fitness center. Enjoy an afternoon by the pool, a casual meal with friends, or a relaxing evening taking in the community’s scenic surroundings. Nearby Old Town adds even more opportunities for shopping, dining, and entertainment, while the convenient Kissimmee location puts Orlando-area adventures within easy reach. Discover a welcoming home where spacious living, private outdoor relaxation, and resort amenities come together!

2738 Coupe Street, Kissimmee
4839 Clock Tower Drive, Kissimmee
$434,900
4 Beds ⋅ 3 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Welcome to inviting Florida living in Storey Lake! This beautifully appointed 4-bedroom, 3-bathroom pool home blends modern style with comfortable spaces for everyday living and entertaining. The open-concept layout connects the spacious living room, dining area, and kitchen, while large windows and sliding glass doors bring in abundant natural light. The kitchen features granite countertops, stainless steel appliances, and a generous center island with additional seating—perfect for casual meals or gathering with guests. A contemporary light fixture highlights the adjacent dining area, creating a welcoming setting for everything from quiet dinners to special occasions. Four bedrooms and three full bathrooms provide ample space to unwind. Step outside to your own private retreat, where a screened-in pool invites you to cool off, soak up the sunshine, or relax after a day out. The landscaped outdoor space offers room for dining, lounging, and entertaining, making indoor-outdoor living a natural part of your routine. Conveniently located in Kissimmee, Storey Lake offers easy access to Walt Disney World, Disney Springs, Universal Orlando, and SeaWorld, along with nearby outlet shopping, restaurants, and golf courses. Enjoy a location that brings Central Florida’s attractions and everyday conveniences within easy reach!

4839 Clock Tower Drive, Kissimmee
834 Deer Woods Road Unit 203, Celebration
$470,000
3 Beds ⋅ 2 Baths ⋅ Terraces At East Village Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Seller is offering $5,000 toward buyer closing costs for all offers received on or before October 30th. Imagine starting your morning with coffee on your private covered balcony, walking or biking through Celebration’s tree-lined trails, and being just minutes from Downtown Celebration and Walt Disney World. Welcome to 834 Deer Woods Road, Unit 203, a beautifully updated 3-bedroom, 2-bath second- floor condo in Terraces Village, located in Celebration’s sought-after East Village. Designed for comfortable, low-maintenance living, this residence offers a combination you will appreciate: elevator access, a private one-car garage, assigned parking space, a spacious covered balcony and three true bedrooms, all surrounded by the parks, trails and community amenities that make Celebration such a distinctive place to live. Inside, an inviting entry opens to a spacious living and dining area with French doors leading to the balcony, creating an easy connection between indoor and outdoor living. The covered balcony is equipped with both a ceiling fan and light, making it a comfortable space to enjoy morning coffee, unwind in the evening, or simply take advantage of Florida’s outdoor lifestyle. The primary suite also enjoys direct balcony access and features a tray ceiling, generous walk-in closet and private bath. Two additional bedrooms provide flexibility for family, guests, a home office or hobbies, while an interior laundry area adds everyday convenience. Since purchasing the home, the sellers have continued to invest in it with a thoughtful collection of updates designed to make the next owner’s move even easier. Recent improvements include a new HVAC system and water heater in 2023, new flooring in 2023, new ultra-quiet bathroom exhaust fans, updates to the primary bathroom, new ceiling fans in 2024, all-new hard- wired smoke detectors, a complete interior repaint in 2025 and new kitchen appliances in 2025. Head outside and you begin to understand why Celebration continues to attract buyers looking for something different from the typical Central Florida community. East Village offers convenient access to neighborhood parks, recreation and Celebration’s extensive network of walking and biking trails, while the East Village pool and playground are nearby. Downtown Celebration is approximately a 20-minute walk, putting restaurants, shops, community events, the Sunday Farmers Market and picturesque Lake Rianhard within easy reach. The location also provides convenient access to Walt Disney World, I-4, SR 417 and SR 429, making it easy to reach Central Florida’s attractions, Orlando International Airport and the greater Orlando area. Whether you’re searching for a primary residence, Florida second home or simply a low-maintenance way to enjoy the Celebration lifestyle, Unit 203 offers the opportunity to move into a home where many of the big-ticket improvements have already been completed. And for buyers ready to make a move, the seller is currently offering $5,000 toward buyer closing costs for offers received on or before October 30th. This is more than condo living, it’s an opportunity to make Celebration part of your everyday life.

834 Deer Woods Road Unit 203, Celebration
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