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 Orlando with the charm of a close-knit community. Nestled in Osceola County, Kissimmee is renowned for its stunning natural beauty, rich cultural heritage, and proximity to world-famous attractions like Walt Disney World and Universal Studios. With its sunny weather, lush parks, and a plethora of recreational activities, it's no wonder that Kissimmee has become a beloved destination for families and adventure-seekers alike.

One of the standout features of living in Kissimmee is the abundance of family-friendly neighborhoods, particularly those that offer playground community features. Imagine a home where your children can play freely, make new friends, and enjoy the great outdoors right at your doorstep. These communities are designed with families in mind, featuring well-maintained playgrounds, green spaces, and walking paths that encourage an active lifestyle.

In addition to the playgrounds, many of these neighborhoods boast amenities such as community pools, sports courts, and picnic areas, making them perfect for weekend gatherings and summertime fun. Whether you’re hosting a barbecue or simply enjoying a leisurely afternoon, these community features foster a sense of belonging and connection among residents.

Kissimmee offers a diverse range of homes to suit every taste and budget, from cozy single-family residences to spacious townhouses. With its friendly atmosphere, excellent schools, and easy access to shopping and dining, Kissimmee is more than just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting city where adventure awaits around every corner!

Newest Kissimmee Homes with Playground Community Features

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

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

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

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

3 Beds ⋅ 2 Baths ⋅ Lucaya Village Ph 2 SubDv. ⋅ 34746 Zip Code

Welcome to this beautifully renovated and fully furnished townhome located in the highly desirable Lucaya Village Resort! This move-in-ready property features updated interiors, new appliances, and a bright, open-concept living and dining area designed for comfort and functionality. One of the highlights of this home is its convenient location within the community, offering parking spaces directly in front of the property and easy access to the clubhouse, playground, community amenities, and beautiful green areas with ponds, creating a relaxing resort-style setting just steps from your door. Lucaya Village is known for its excellent location in the Kissimmee/Orlando area, providing convenient access to major roads, shopping, dining, entertainment, and Central Florida’s world-famous attractions. Whether you're looking for a vacation home, investment property, or your own Florida retreat, this renovated and well-maintained townhome offers an excellent combination of location, convenience, and resort-style living. Schedule your showing today!

5356 Diplomat Court Unit 102, Kissimmee

15 Beds ⋅ 16 Baths ⋅ Veranda Palms Ph 2a SubDv. ⋅ 34746 Zip Code

Situated in the sought-after Veranda Palms community, this fully furnished, professionally decorated 15-bedroom, 15.5-bath luxury vacation home offers 6,375 square feet of exceptional living and entertaining space and comfortably accommodates more than 30 guests. Whether you’re looking for a high-performing short-term rental, a multi-generational family retreat, or a luxury business getaway, this remarkable property delivers on every level. Each of the 15 bedrooms features its own private bathroom, offering guests exceptional comfort, privacy, and convenience. The open-concept layout includes a spacious large-group kitchen, multiple gathering areas, themed bedrooms, a classic movie-themed cinema room, and a Star Wars-inspired arcade and game room. Outside, enjoy a private pool and spa, a private lot backing to HOA greenspace, and an oversized driveway with ample parking for multiple vehicles. Established as a successful short-term rental with a strong rental history, the home is offered fully furnished and ready for continued rental use or personal enjoyment. Its turnkey condition, impressive amenities, and thoughtful design provide an excellent opportunity for continued income generation with the flexibility to enjoy the property yourself. Veranda Palms offers 24/7 gated security and an outstanding collection of resort-style amenities, including a community pool, jacuzzi, splash park, playground, waterslides, and state-of-the-art fitness center. Lawn maintenance is included in the HOA fee, and there are no CDD fees. Conveniently located just minutes from Walt Disney World, with easy access to Universal Orlando, shopping, dining, golf, entertainment, and Orlando International Airport, this exceptional property puts you in the heart of Central Florida’s world-renowned vacation market. A rare combination of size, amenities, privacy, and established rental performance, this is a property that truly stands apart. Schedule your private showing today!

2562 Shanti Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Blackstone Landing Ph 3 SubDv. ⋅ 34758 Zip Code

Welcome to 5551 Sycamore Canyon Drive! This spacious 3-bedroom, 2-bathroom home offers an inviting open floor plan with comfortable living spaces and thoughtful updates throughout. The primary suite features a convenient tub/shower combination, while the home also offers updated vinyl flooring and an updated re-pipe for added peace of mind. The house has newer roof (2021) and brand-new HVAC system to be installed prior to closing add even more value. Enjoy Florida living from the screened-in patio, overlooking a private setting with no rear neighbors. Located in the quiet Blackstone Landings community, residents have access to a neighborhood park and basketball court. Conveniently situated near schools, shopping, fitness, entertainment, Disney, and much more, this home offers a great combination of comfort, privacy, and location. Come see all that 5551 Sycamore Canyon Drive has and make it your next home!

5551 Sycamore Canyon Drive, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Trafalgar Village Ph 2 SubDv. ⋅ 34758 Zip Code

WELCOME HOME TO THIS BEAUTIFULLY MAINTAINED 4-BEDROOM, 4-BATHROOM HOME IN A GATED, GUARD-SECURED COMMUNITY, WHERE COMFORT, RESORT-STYLE LIVING, AND INVESTMENT POTENTIAL COME TOGETHER! This spacious home features an OPEN FLOOR PLAN designed for entertaining, relaxing, and enjoying time with family and friends. The impressive primary suite is truly a retreat, featuring double-door entry, generous space, a beautiful an-suite bathroom, and a walk-in closet. The upgrades make this home even more appealing: ROOF (2026), A/C (2022), TANKLESS WATER HEATER (2020), POOL EQUIPMENT (2021), TILE FLOORING (2021), APPLIANCES (2022), and AUTOMATIC SPRINKLER SYSTEM (2024). A WHOLE-HOUSE WATER SOFTENER provides added comfort, while the security cameras will remain with the property. The WASHER AND DRYER ARE ALSO INCLUDED. Step outside and enjoy your PRIVATE HEATED POOL AND SPA, perfect for Florida living year-round. The outdoor area also features a GAS BBQ, making it ideal for entertaining or simply enjoying a relaxing evening at home. The attached one-car garage and spacious driveway provide parking for up to three vehicles. Located in a desirable guard-gated community offering an impressive array of amenities, including a THEATER, GYM, LARGE COMMUNITY POOL, TRAILS, BOULEVARD, BASKETBALL COURTS, AND MORE. Whether you're looking for a full-time residence, a vacation home, or an investment property, this home offers exceptional flexibility with opportunities for BOTH SHORT-TERM AND LONG-TERM RENTALS, subject to community rules and applicable regulations. Enjoy the home during your holidays and generate rental income when you're away! This is the kind of property you need to EXPERIENCE IN PERSON to truly appreciate. Schedule your private showing today and come see everything this exceptional Florida home has to offer!

4978 Pall Mall Street W, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Storey Creek Ph 6 SubDv. ⋅ 34746 Zip Code

**BEAUTIFUL HOME WITH INDEPENDENT MOTHER-IN-LAW SUITE IN STOREY CREEK!** Discover this exceptional opportunity in the highly desirable Storey Creek community in Kissimmee, FL 34746. This home offers the perfect combination of comfortable family living and income potential, with tenants already in place and generating rental income from day one, subject to verification of lease terms and income. The main home features **3 bedrooms, 2 full bathrooms, plus a versatile loft/office**, providing additional space for a home office, study, or flex area. The home features ceramic tile flooring throughout the main living areas, carpeted bedrooms, a beautiful white kitchen with quartz countertops, and comes complete with all appliances. A true highlight is the **separate and fully independent mother-in-law suite**, featuring its own private entrance, a convenient kitchenette, refrigerator, dishwasher, washer and dryer, plus a private bedroom and full bathroom. This unique layout is ideal for extended families, guests, multigenerational living, or buyers seeking additional rental income potential. Enjoy **NO REAR NEIGHBORS** and the privacy of an open view behind the property. Storey Creek offers an impressive resort-style lifestyle with a spectacular clubhouse, resort-style pool, playground, pet park, state-of-the-art fitness center, tennis courts, basketball courts, soccer areas, and more. Conveniently located near highly rated public schools and charter schools, many within approximately 10 minutes, as well as supermarkets, restaurants, Walgreens, shopping, and everyday conveniences. **A COMPLETE HOME WITH AN INDEPENDENT SUITE, FULL APPLIANCE PACKAGE, EXISTING RENTAL INCOME, AND A COMMUNITY WITH AMENITIES FOR THE WHOLE FAMILY.** A fantastic opportunity for a growing or multigenerational family, an investor, or anyone looking for flexibility and additional income potential in one of Kissimmee's sought-after communities. **Schedule your showing today!**

4367 Pebbles Throw Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code

Welcome to this beautiful single-family home in the desirable Tohoqua community, built by Pulte in 2022. This modern home offers 3 bedrooms, 2 bathrooms, and a versatile flex room that can be used as a home office, den, playroom, or additional living space. The home features a modern look and thoughtfully designed layout, with an open-concept living area that creates a comfortable flow for everyday living and entertaining. Step outside to enjoy the fenced backyard and screened-in lanai, providing a comfortable outdoor space to relax, enjoy the Florida weather, or entertain guests. Built with modern construction and contemporary design, this home provides the benefits of newer construction in a desirable community. Tohoqua offers a variety of amenities and a convenient location with easy access to shopping, dining, major roads, and the surrounding Central Florida area. Don't miss the opportunity to make this beautiful home your own!

2578 Autumn Peace Drive, Kissimmee

6 Beds ⋅ 4 Baths ⋅ Enclave At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code

Welcome to 3471 Dovetail Avenue, where modern Florida living meets comfort, style, and convenience in the heart of Kissimmee. Nestled within a sought-after community, this beautifully maintained home offers spacious living, thoughtful design, and the perfect setting for creating lasting memories. Step inside to an inviting open-concept floor plan filled with natural light, seamlessly connecting the living, dining, and kitchen spaces—ideal for everyday living and entertaining alike. The well-appointed kitchen serves as the heart of the home, providing ample workspace, generous cabinetry, and a welcoming atmosphere for family gatherings and special occasions. The private owner’s retreat offers a peaceful escape, while the additional bedrooms provide flexibility for family, guests, or a home office. Every space has been designed with comfort and functionality in mind, making this home as practical as it is inviting. Step outside to your own backyard oasis, offering room to relax, entertain, or simply enjoy Florida’s year-round sunshine. Whether you’re hosting weekend barbecues, watching the kids play, or enjoying a quiet evening outdoors, this outdoor space is ready to fit your lifestyle. Perfectly positioned just minutes from shopping, dining, schools, major highways, and Orlando’s world-famous attractions, this home offers the ideal balance of neighborhood tranquility and everyday convenience. You’ll enjoy easy access to Lake Nona, Orlando International Airport, Disney, and everything Central Florida has to offer. 3471 Dovetail Avenue isn’t just a house—it’s a place to grow, gather, and truly feel at home. Schedule your private showing today and discover why this exceptional Kissimmee property is the perfect place to begin your next chapter.

3471 Dovetail Avenue, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Carlyle Residences South At Celebration Condo SubDv. ⋅ 34747 Zip Code

This NEWLY RENOVATED Carlyle Residences condo sits in the HEART OF CELEBRATION with restaurants, shopping and entertainment right outside of your door! Enter to find new VINYL PLANK FLOORING (2026), CEILING FANS (2026), LIGHT FIXTURES (2026) and FRESH PAINT (2026) throughout the home along with TALL CEILINGS and CROWN MOLDING. There are new QUARTZ COUNTERTOPS, sink and faucet (2026) in the eat-in kitchen which also has a spacious breakfast bar at the island, a closet pantry and a dinette. The OPEN FLOORPLAN is filled with natural light from the large windows and 2 sets of FRENCH DOORS that lead to the PRIVATE BALCONY overlooking Celebration Avenue! The FLEX SPACE will make a great 3rd bedroom, office, or home gym and has new French doors (2026) for privacy. The primary bedroom has a large WALK-IN CLOSET, spacious en-suite bathroom with double sinks, separate shower and garden tub. The 2nd bedroom is spacious with a walk-in closet. There is a laundry closet with a storage rack and appliances that convey. This condo includes a private 1-car GARAGE located conveniently at the stairs that lead to the condo. The garage was also recently painted and has an EPOXY FLOOR (2026). The building has an ELEVATOR for easy access. Celebration is a golf cart community, and the amenities include pools, playground, tennis courts, a dog park and so much more!

762 Celebration Avenue Unit 2201, Celebration

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