Kissimmee Homes with Playground Amenities

Kissimmee Homes with Playground Amenities

Welcome to Kissimmee, Florida – where sunshine meets charm! Nestled just south of the bustling Orlando, Kissimmee offers a delightful blend of serene suburban living and vibrant entertainment options. Known for its proximity to world-famous attractions like Walt Disney World and Universal Studios, Kissimmee is a haven for families, retirees, and anyone seeking a slice of the Sunshine State.

One of the standout features of Kissimmee homes is the abundance of properties equipped with playground amenities. Imagine living in a community where your children can step outside and play in safe, well-maintained playgrounds right within your neighborhood. These homes not only provide a comfortable living space but also foster a sense of community and family-friendly atmosphere that is hard to find elsewhere.

Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee offers a variety of options to suit your lifestyle. Many of these properties come with beautifully landscaped yards and easy access to parks, recreational areas, and, of course, those enchanting playgrounds. Your kids can enjoy hours of fun, while you relax nearby, making it a perfect setting for family gatherings and neighborhood get-togethers.

Living in Kissimmee means embracing a lifestyle filled with sunshine, adventure, and the joy of community. With its rich culture, diverse dining options, and endless recreational opportunities, it’s no wonder that so many choose to call this charming city home. Explore Kissimmee today, and discover the perfect home with playground amenities that your family will cherish for years to come!

Newest Kissimmee Homes with Playground Amenities

3729 Isles Arbor Lane, Kissimmee
$390,000
4 Beds ⋅ 2 Baths ⋅ Isles Bellalago SubDv. ⋅ 34746 Zip Code
Blending timeless curb appeal with effortless Florida charm, this pristine 4-bed, 2-bath home stands out with its Spanish tile roof, stacked-stone frontage, and attached two-car garage. The open interior pairs easy-care ceramic tile throughout the shared living spaces with cozy carpeting in the bedrooms. The formal dining area flows directly into a bright, airy living room, creating an expansive setting for family gatherings. In the kitchen, you’ll find premium cabinetry, granite counters, stainless appliances, and contemporary pendant fixtures. The primary suite serves as a peaceful haven, featuring a large walk-in closet and an en-suite bath equipped with a double-sink vanity and an oversized walk-in shower. Step through the sliding doors to unwind on your screened-in patio, where tranquil pond views and the absence of rear neighbors offer total privacy. Situated in Bellalago, a 24-hour guard-gated resort community, residents enjoy access to premier amenities, including twin 8,000-square-foot aquatic centers featuring a Junior Olympic pool, water slides, splash pads, and active social programming as well as top rated schools. Tour today!

3729 Isles Arbor Lane, Kissimmee
3235 Falcon Point Drive, Kissimmee
$430,000
3 Beds ⋅ 3 Baths ⋅ Herons Landing Ph 3 SubDv. ⋅ 34741 Zip Code
Discover this spacious two-story home in desirable Herons Landing, offering 3 bedrooms, 2.5 bathrooms, a versatile loft, and a 2-car garage! The open layout features soaring ceilings, abundant natural light, a combined living and dining area, and a kitchen with stainless steel appliances and a breakfast nook. The first-floor primary suite offers a garden tub, separate shower, dual sinks, and a generous walk-in closet. Additional highlights include laminate and tile flooring, a covered patio, and a flexible upstairs loft perfect for an office, playroom, or additional living space. Enjoy community amenities including a pool, walking trail, park, and playground. LOW HOA AND NO CDD FEES! Conveniently located near Hunters Creek, The Loop, shopping, restaurants, major highways, and Disney attractions. Schedule your showing today!

3235 Falcon Point Drive, Kissimmee
2553 Maneshaw Lane, Kissimmee
$439,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 04 SubDv. ⋅ 34747 Zip Code
Welcome to 2553 Maneshaw Ln., a charming, fully furnished townhome in the sought-after resort community of Windsor Hills, just two miles from the magic of Disney! Beautifully maintained and move-in ready, this home offers the perfect blend of comfort and convenience, making it ideal for vacationers, investors, or anyone looking for a relaxing retreat near world-class attractions. Inside, you'll find a spacious, inviting layout with 3 bedrooms, 3 bathrooms, a well-appointed kitchen, and a cozy living area perfect for unwinding after a day at the parks. Step outside to your own private screened-in pool with peaceful park views. Life in gated Windsor Hills feels like a vacation every day. Residents enjoy a resort-style pool with a waterslide, clubhouse, fitness center, movie theater, basketball courts, and more. You're also just minutes from dining, shopping, entertainment, and Central Florida's top theme parks. Don't miss your chance to own this charming townhome. Schedule your showing today!

2553 Maneshaw Lane, Kissimmee
2630 Roadster Lane, Kissimmee
$235,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Discover the perfect combination of comfort, convenience, and investment potential at 2630 Roadster Lane, a beautifully presented 2-bedroom, 2.5-bathroom townhome located within the sought-after, guard-gated resort community of Regal Oaks at Old Town. Whether you’re searching for your own Florida vacation retreat or an income-producing short-term rental, this property offers an exceptional opportunity in the heart of Central Florida’s vacation destination. The thoughtfully designed open-concept floor plan creates a bright and inviting living space, seamlessly connecting the kitchen, dining, and living areas. Step outside to your private screened-in patio, complete with an above-ground hot tub, providing the perfect setting to unwind after a day exploring the nearby attractions. Regal Oaks offers an impressive selection of resort-style amenities, including a spectacular beach-entry swimming pool with dual waterslides, a clubhouse featuring a restaurant and bar, a fitness center, and tennis courts. The location is equally impressive, with Old Town and Fun Spot just a short walk away, while Walt Disney World, Universal Studios, SeaWorld, and an abundance of shopping, dining, and entertainment options are all within easy reach. For investors, the community’s desirable location and short-term rental appeal provide an attractive opportunity to capitalize on Central Florida’s thriving vacation market. Combining resort amenities, an unbeatable location, and the flexibility of personal enjoyment or vacation rental use, 2644 Roadster Lane is an opportunity not to be missed.

2630 Roadster Lane, Kissimmee
2212 San Vittorino Circle Unit 28-107, Kissimmee
$248,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
READY TO MOVE IN! Updated in 2020 with new wood kitchen cabinets, Italian granite kitchen countertops, and new tile in the downstairs living room. See attached features sheet. CORNER UNIT with 4 bedrooms, 3 bathrooms and TWO PRIMARY SUITES: one on the ground floor and one on the upper floor. The downstairs primary bathroom was completely remodeled in 2023. The great room has French doors, and the air conditioning was replaced approximately 1 year ago. This beautiful townhouse can be a short-term rental or a primary home. Conveniently located near schools, restaurants, theme parks, shopping and major highways. Venetian Bay is a 24-hour guarded community offering resort-style amenities: 4 swimming pools (main pool is heated), sun deck, 4 play areas, clubhouse with kitchen, fitness center, game room, sand volleyball, basketball, tennis courts, picnic areas, fishing dock and more. This gem won't last long. Call today for your private showing!

2212 San Vittorino Circle Unit 28-107, Kissimmee
748 Desert Mountain Court, Kissimmee
$1,249,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
**PROPERTY HAS AN ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE*** Welcome home to this extraordinary 6 bedroom, 5.5 bathroom masterpiece, where luxurious living and flawless design come together in true harmony. This William Stone custom-designed home showcases unique features throughout, creating a residence unlike any other. From the moment you enter, you’ll be captivated by the seamless flow of the expansive open-concept layout, combining the kitchen, living, and dining areas into a stylish yet welcoming space ideal for entertaining or simply relaxing in style. Designed with today’s modern lifestyle in mind, no detail has been overlooked. The living area has soaring high ceilings, a unique fireplace to cozy up next to during the holidays, and floor-to-ceiling sliding doors open wide to reveal a sparkling west-facing pool and patio area, where you’ll enjoy breathtaking sunset views and direct frontage overlooking the par-3 8th hole on the Nicklaus course—a true Florida dream. The gourmet kitchen is a culinary dream, complete with high-end stainless steel appliances, sleek cabinetry, gorgeous pendant light fixtures, and a generous center island—perfect for gathering with family and friends. Retreat to the elegant primary suite, a serene sanctuary featuring a private walk-out balcony, where you can sip your morning coffee or unwind with an evening cocktail while taking in tranquil views. The en-suite bathroom is equally impressive, boasting spa-like finishes, a fully tiled walk-in shower, and a relaxing soaking tub. Five additional bedrooms and four and a half beautifully appointed bathrooms provide ample flexibility to accommodate family and guests in comfort and style. Whether you envision a dedicated home office, creative studio, fitness room, or a fun-filled playroom, this spacious layout offers endless possibilities to suit your lifestyle needs. Throughout the home, you'll find high-end upgrades and finishes, all thoughtfully curated to create a timeless, elevated aesthetic. One of the standout features is the custom-designed theater room—ideal for movie nights after a day at the theme parks, hitting the links, or exploring the countless attractions that Central Florida is known for. Whether you're searching for a primary residence, a second home, or an investment property, this stunning home offers the versatility and appeal to suit all lifestyles. Located within the highly sought-after Reunion Resort, residents enjoy low HOA dues and access to world-class amenities including championship golf courses, resort-style pools, dining, tennis, and so much more. This home also includes a transferable resort membership providing access to all three championship courses—Nicklaus, Watson, Palmer—as well as the water park and other resort amenities. Don’t miss your opportunity to own a piece of paradise in one of the premier resort communities. Schedule your private showing today before it's gone!

748 Desert Mountain Court, Kissimmee
280 Celebration Boulevard Unit 208, Celebration
$299,000
2 Beds ⋅ 1 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. Beautifully Maintained 2-Bedroom Condo with Golf Course Views in Celebration! Located in the desirable Georgetown community of Celebration, Florida. This beautifully maintained 2-bedroom, 1-bathroom condo offers a wonderful combination of comfort, convenience, and the lifestyle that makes Celebration such a special place to call home. Step inside to discover a bright and inviting living space with no carpet throughout, an open living and dining area, and a well-appointed kitchen featuring stainless steel appliances. The home has been exceptionally well cared for, making it a wonderful opportunity for buyers looking for a move-in-ready property. One of the standout features of this condo is the private balcony located off the primary suite, overlooking the Celebration Golf Course. It's the perfect spot to enjoy your morning coffee, relax with a good book, or simply take in the peaceful surroundings. An additional sunroom provides valuable flexible living space, ideal for a home office, study, workout area, or a quiet place to unwind. With elevator access to the condo, everyday convenience is another welcome feature. As a resident of Georgetown at Celebration, you'll enjoy access to the community's own amenities, including a swimming pool, fitness center, clubhouse, and recreational facilities. Beyond Georgetown, residents also have access to Celebration's extensive community amenities, including additional pools, parks, playgrounds, walking and biking trails, and community events. Just a short distance away, Downtown Celebration offers a charming collection of restaurants, cafés, boutique shops, and picturesque lakeside walking paths. With Walt Disney World and Central Florida's major attractions nearby, this location provides the perfect balance of a peaceful residential setting and easy access to everything the Orlando area has to offer. Whether you're looking for a primary residence or a Florida getaway, this beautifully maintained condo offers an opportunity to enjoy all that Celebration has to offer.

280 Celebration Boulevard Unit 208, Celebration
504 Bellini Way, Kissimmee
$225,000
2 Beds ⋅ 2 Baths ⋅ Solivita Ph 03a SubDv. ⋅ 34759 Zip Code
**See the FULL LENGTH VIDEO on Tour Link 1.** ***Enjoy all that Florida has to offer in this well maintained 2 bedroom/2 bath home with Florida room and a screened coverer lanai. Large fenced, private backyard with patio to enjoy social cookouts with family and friends. This home has newer stainless kitchen appliances, included washer and dryer are less than 2 years old. Roof installed July 2023, New windows installed in 2021, water heater and A/C installed 2017. The A/C unit has been serviced every year. Solivita is an active adult 55+ community located in Kissimmee, Florida. It is approximately 50 minutes from Disney World & the Orlando International Airport. Solivita has a total of 5,470 homes. Approximately 10,000 - 11,000 people live in Solivita during the winter while approximately 7,500 live in Solivita during the summer. Enjoy your active years in this piece of paradise. Solivita's amenities include: - a manicured SOFTBALL diamond & field - 36 holes of CHAMPIONSHIP GOLF that can be played by joining the Stonegate Golf Club or paying as you go - 2 STATE of the Art AMENITY centers with updated exercise equipment, yoga studio & meeting rooms - 3 restaurants - 14 HEATED POOLS - 17 PICKLEBALL courts - 9 TENNIS courts - 4 BOCCE BALL courts - 4 SHUFFLEBOARD courts - 3 HORSESHOE pits - a BILLIARDS room - miles of bike paths - 2 DOG PARKS (Small & Large Dogs) - Corn Hole - Tot Lot PLAYGROUND - COMMUNITY GARDEN - over 250 resident clubs. The HOA: - maintains the LANDSCAPING & IRRIGATION systems in the common areas as well as at individual homesites - maintains the roads throughout the community - PROVIDES SECURITY with gate guards and mobile patrols including the Polk County Sheriff - allows AUTOMATED GATE ACCESS for residents via license plate readers - provides residents with Fiber Optic Internet & TV service.***Poinciana Lakes Plaza is a MAJOR NEW SHOPPING CENTER that opened directly across from the Solivita Main Gate in Summer of 2024. It features Sprouts Grocery, TJ MAXX, Ross, Burlington, Rack Room Shoes, 5 Below, Ulta, Outback, First Watch, 5 Guys, Urgent Care, Dentist, TD Bank, Petco & Hair Cuttery PLUS MORE TO COME.***

504 Bellini Way, Kissimmee
3197 Sea World Court, Kissimmee
$195,000
2 Beds ⋅ 2 Baths ⋅ Fantasyworld Club Villas Unit 3 SubDv. ⋅ 34746 Zip Code
Beautifully maintained and fully furnished 2-bedroom, 2-bathroom townhouse located in the desirable Fantasy World Club Villas community, in the heart of Kissimmee. This spacious two-story home features a comfortable open-concept layout with inviting living and dining areas, a fully equipped kitchen, stylish furnishings, and a screened-in patio, perfect for relaxing after a day exploring Orlando's world-famous attractions. The property also includes the convenience of an in-unit washer and dryer. Enjoy an exceptional resort-style lifestyle with access to an impressive array of community amenities, including resort-style swimming pools, a lazy river, exciting water slides, a splash pad, hot tubs, a fitness center, tennis and basketball courts, mini golf, a playground, a game room, and 24-hour security. Conveniently located just minutes from Walt Disney World, shopping, restaurants, entertainment, and major attractions, this property offers the perfect combination of location, comfort, and lifestyle. Whether you're looking for a primary residence, a second home, a vacation getaway, or an investment opportunity with short-term rental potential (subject to community rules and regulations), this property is a must-see. Experience resort-style living at its best in the heart of Kissimmee!

3197 Sea World Court, Kissimmee
5102 Worchester Drive, Kissimmee
$373,490
3 Beds ⋅ 2 Baths ⋅ Knightsbridge 50s SubDv. ⋅ 34746 Zip Code
Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. 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. Conveniently located near Walt Disney World and major Osceola County attractions.

5102 Worchester Drive, Kissimmee
3076 Yellow Lantana Lane, Kissimmee
$260,000
2 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Encantada Resort | 2 Bedrooms | 2.5 Bathrooms | Conservation View Home! Welcome to this fully furnished, turnkey townhome in the desirable Encantada Resort! Featuring 2 bedrooms, 2.5 bathrooms, a peaceful conservation view, and an open-concept first floor with tile flooring, this property is ready to enjoy or rent. Guest will have easy access to the resort-style amenities, including two heated community pools and spas, a fitness center, tiki bar, game room, and restaurant. Ideally situated just minutes from Central Florida's world-famous theme parks, US 192, Highway 27, restaurants, grocery stores, shopping, and entertainment, this property offers a fantastic location for both owners and vacationers. Whether you're looking for a turnkey vacation rental, a second home, or your own Central Florida getaway, this Encantada Resort townhome is an opportunity you won't want to miss!

3076 Yellow Lantana Lane, Kissimmee
965 Alsace Drive, Kissimmee
$359,990
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 5 Nbhd 1 SubDv. ⋅ 34759 Zip Code
Discover this beautifully maintained home at 965 Alsace Dr in Kissimmee, FL, offering a perfect blend of comfort, style, and convenience. This property features durable ceramic tile flooring throughout, providing a clean and modern look while being easy to maintain. The updated kitchen is designed with contemporary finishes, ample cabinetry, and functional space ideal for everyday living and entertaining, and includes a refrigerator, dishwasher, and microwave approximately 4 years old. A spacious two-car garage adds practicality and extra storage. The roof is approximately 5 years old, providing added value and peace of mind, while the air conditioning system and water heater are original. Conveniently located with access to major roadways, this home places you within reach of a variety of dining, shopping, and recreational options, including popular restaurants, retail centers, parks, and entertainment venues. Enjoy proximity to medical facilities, schools, and essential services, as well as easy access to Orlando International Airport for travel needs. Whether you are looking for a primary residence or an investment opportunity, this property offers a well-rounded lifestyle in a growing area with plenty to explore nearby.

965 Alsace Drive, Kissimmee
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