Kissimmee Homes with Playground Community Features

Kissimmee Homes with Playground Community Features

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, known for its warm climate, friendly community, and abundant recreational opportunities. Just a stone's throw away from the world-renowned theme parks, Kissimmee offers residents and visitors alike a unique blend of excitement and tranquility. With its picturesque landscapes, rich cultural heritage, and a plethora of dining and shopping options, Kissimmee is an ideal place to call home.

One of the standout features of Kissimmee is its family-friendly atmosphere, and this is perfectly exemplified in its homes with playground community features. These neighborhoods are designed with families in mind, offering safe and engaging spaces for children to play and explore. Imagine your little ones laughing and making memories at the community playground, while you relax nearby, enjoying the Florida sunshine and the company of your neighbors.

The homes in these communities are not just structures; they are havens where families can grow and thrive. Spacious layouts, modern amenities, and beautifully landscaped yards create the perfect backdrop for family gatherings and celebrations. Additionally, the proximity to parks, schools, and recreational facilities ensures that everything you need is just a short drive away.

Living in Kissimmee means embracing a lifestyle that balances adventure with comfort. Whether you're exploring the natural beauty of nearby lakes, indulging in local cuisine, or enjoying a day at the theme parks, you'll find that Kissimmee offers something for everyone. Come discover your dream home in this enchanting city, where community and family come first!

Newest Kissimmee Homes with Playground Community Features

5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code

Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 2 SubDv. ⋅ 34743 Zip Code

Welcome to this beautifully maintained, one-owner home conveniently located just 17 minutes from the Lake Nona VA Medical Center and approximately 15 minutes from Orlando International Airport. This 4-bedroom, 2-bath home offers a comfortable and functional layout, a two-car garage, and no carpet throughout. The home has been meticulously cared for and features several recent improvements, including fresh interior and exterior paint completed in July 2026 and a brand-new interior A/C unit, also replaced in July 2026. Additional features include a water softener, high-efficiency water heater, solar panels, a fully fenced yard, and an extended screened-in back porch that provides a comfortable space to relax, entertain, or simply enjoy the Florida weather year-round. With thoughtful upgrades, a well-maintained interior, and a convenient Central Florida location, this home is truly move-in ready and ready for its next owner.

2587 Tanner Terrace, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Bellalago Pod G Twnhms SubDv. ⋅ 34746 Zip Code

Settle into a move in ready and well-maintained townhome in the desirable Bella Lago community, where resort-style living offers a private boat lift to Lake Tohopekaliga, sparkling pools, fitness centers, scenic walking and biking trails, restaurants, and 24-hour gated security. The neighborhood boasts lush landscaping and a peaceful, upscale vibe. Conveniently located near attractions, shopping, dining, and major highways, it perfectly blends luxury with convenience. Enjoy tennis and basketball courts, playgrounds, a clubhouse, boat ramp, and fishing pier. This maintenance-free property is even more stunning in person—pictures simply can’t capture its charm!

1414 Anchor Bend Way, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code

Welcome Home to Kindred living at its finest! Built in 2022, this move-in-ready, single-story home offers 4 spacious bedrooms, 2 full bathrooms, and 1,846 sq. ft. of open-concept living space. Step inside to discover a bright, airy floor plan featuring seamless flow between the living, dining, and kitchen areas—perfect for everyday living and effortless entertaining. The kitchen comes equipped with ample cabinetry, counter space, and a center island, overlooking the expansive living room filled with natural light. The primary suite serves as your private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks and a walk-in shower. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Unbeatable Neighborhood Location: Situated on Park Side Ave, this home is conveniently located close to both the community Kindred K-8 school and Kindred’s main clubhouse complex, making daily routines and weekend relaxation effortless! Beyond the front door, experience the ultimate Florida lifestyle with Kindred’s resort-style amenities, including multiple community pools, splash pads, fully equipped fitness centers, sports courts (tennis and volleyball), miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for easy commuting. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today and make this gorgeous Kindred home yours!

1735 Park Side Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Welcome Home to Kindred living at its finest! Built in 2021, this impressive single-story home features 4 spacious bedrooms, 3 full bathrooms, over 2,100 sq. ft. of beautifully designed open-concept living space, and no rear neighbors! Step inside to an expansive floor plan boasting high ceilings and seamless flow between the living, dining, and chef’s kitchen areas. The open kitchen features modern finishes, a large center island, and plenty of cabinet storage—making it perfect for hosting guests or enjoying family meals. With a 3-full-bathroom layout, this floor plan offers exceptional convenience, ideal for multi-generational living, guests, or a private home office setup with its own dedicated bath. The primary suite serves as a tranquil retreat with a walk-in closet and a spa-like en-suite bathroom. Step outside to your own private backyard retreat with no rear neighbors, featuring a variety of bearing fruit trees including oranges, grapefruit, star fruit, ice cream bananas, and concord grapes. Unbeatable Neighborhood Location: Located directly on Park Side Ave, this home is within easy walking distance to the community Kindred K-8 Elementary school as well as Kindred’s main clubhouse, resort pool, and amenity complex—giving you effortless daily access right out your front door! Beyond the home, enjoy Kindred’s resort-style community amenities, including multiple pools, splash pads, fully equipped fitness centers, sports courts (tennis and sand volleyball), Soccer field, miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for smooth daily commutes. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today to experience everything about this home and community!

1621 Park Side Avenue, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Villas At Somerset The SubDv. ⋅ 34746 Zip Code

Virtually Staged. Move-In Ready First-Floor Condo – Resort-Style Living & Investment Opportunity! Welcome home to this move-in ready first-floor condo, offering the perfect opportunity for both investors and primary homeowners. Enjoy a resort-style lifestyle with exceptional community amenities, including tennis courts, basketball courts, a fitness center, community pool, clubhouse, and more. This well-maintained condo provides convenient first-floor living with easy access and a comfortable layout designed for everyday enjoyment. Whether you are looking for a full-time residence, vacation home, or investment opportunity, this property offers flexibility to meet your needs. The seller is open to long-term rental opportunities, making this an attractive option for investors seeking rental potential. Don’t miss the opportunity to own a condo in a desirable community with great amenities and a convenient location. Schedule your showing today!

2723 N Poinciana Boulevard Unit 153, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Hammock Trails SubDv. ⋅ 34758 Zip Code

Great spacious corner lot property. Amazing space, check out this 4 bedroom 2.5 bath with large loft, formal dining, 2 living rooms, breakfast area and private office. The gourmet kitchen with ample cabinet/surface space and large walk in pantry. The master room is large enough for a king size bed and separate sitting area. The master bath is equipped with a garden tub, raised vanity with double sinks and stand up shower. New roof. New AC unit.

4664 Caverns Drive, Kissimmee

9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code

Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview 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.

5636 Seagrape Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code

Welcome to Georgetown at Celebration, where style, comfort, and convenience come together in one exceptional home. This beautifully updated three-story townhome features a rear-entry two-car garage, four spacious bedrooms—including a first-floor bedroom perfect for guests, a home office, or multigenerational living—and 2.5 bathrooms. The thoughtfully designed floor plan offers an open kitchen, dining, and family room combination, along with a separate living room that provides additional space to relax or entertain. As a desirable end unit, you'll also enjoy an impressive 24-foot covered porch, the perfect spot to unwind and enjoy the fresh Florida air. Inside, you'll find numerous updates including luxury vinyl plank flooring, tile in select areas, granite countertops, fresh interior paint, and a true move-in-ready condition. Georgetown residents enjoy outstanding amenities including a clubhouse, resort-style swimming pool, tennis and pickleball courts, a fitness center, and a playground. Located in the heart of Celebration (celebration.fl.us/amenities/), you'll be just moments from charming restaurants, boutique shopping, year-round entertainment, scenic walking trails, and world-famous attractions—allowing you to enjoy the unique experience of living in a destination. Best of all, the homeowners association maintains the exterior of the property, providing a low-maintenance lifestyle so you can spend more time enjoying everything Celebration has to offer. This is truly a home that must be seen to be fully appreciated.

236 Celebration Boulevard Unit 236, Celebration

3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code

GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee

7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code

Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee

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