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 Central Florida with the charm of small-town living. Nestled just minutes from the world-renowned attractions of Orlando, Kissimmee offers a unique lifestyle that caters to families, retirees, and everyone in between. With its picturesque landscapes, rich cultural heritage, and a variety of recreational activities, Kissimmee is more than just a destination; it’s a place to call home.

One of the standout features of Kissimmee is its welcoming communities, particularly those with playground amenities that cater to families seeking an active and social lifestyle. Imagine your children playing freely in safe, well-maintained playgrounds, while you enjoy the peace of mind that comes with a family-friendly environment. These communities are designed with families in mind, offering a range of amenities that encourage outdoor play, social interaction, and a sense of belonging.

In addition to playgrounds, many of Kissimmee’s neighborhoods boast community parks, walking trails, and recreational facilities, ensuring that there’s always something fun to do just around the corner. With a strong sense of community spirit, residents often gather for events, barbecues, and seasonal celebrations, fostering lasting friendships and connections.

Living in Kissimmee means enjoying the best of both worlds: a tranquil suburban lifestyle combined with easy access to the excitement of nearby theme parks, shopping, and dining. Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee’s diverse real estate options make it easy to find the perfect fit for your family. Come explore the charm of Kissimmee, where your dream home awaits!

Newest Kissimmee Homes with Playground Community Features

$259,000
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Welcome to Carriage Pointe at Reunion Resort, where resort-style living, beautiful surroundings, and an exceptional Central Florida location come together. This beautifully maintained three-bedroom, two-and-a-half-bath townhome offers the perfect combination of comfort, convenience, and investment potential. Zoned for short-term rentals, the property provides outstanding flexibility as a vacation rental, second home, long-term rental, or full-time residence. Step inside to a bright and inviting open floor plan featuring a spacious living area, dedicated dining space, and a well-appointed kitchen with abundant storage. Plantation shutters and natural light enhance the welcoming atmosphere throughout the home, while sliding glass doors extend the living space outdoors to a private patio—an ideal setting for relaxing and enjoying the Florida sunshine and peaceful surroundings. Upstairs, the spacious primary suite provides a private retreat with a walk-in closet, spa-like bath, and its own balcony—the perfect place to begin your morning with coffee or unwind at the end of the day while taking in the serene views. Two additional bedrooms offer comfortable accommodations for family and guests. The home also features a one-car garage with additional driveway parking, while included exterior maintenance and landscaping make ownership easy and convenient. Carriage Pointe residents can enjoy a community pool located just a short walk from the property. Located within the prestigious Reunion Resort, owners have access to an impressive collection of resort amenities, including three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, multiple resort pools, a multi-acre water park with lazy river and slides, tennis and pickleball courts, fitness facilities, spa services, restaurants, walking trails, recreation activities, and more. Some resort amenities may require a separate membership. Best of all, this property is conveniently located just minutes from Walt Disney World Resort, with easy access to Universal Orlando, SeaWorld, ChampionsGate, shopping, dining, entertainment, and major Central Florida roadways. Whether you're searching for a Florida vacation retreat, an income-producing short-term rental, a second home, or a comfortable full-time residence, this Carriage Pointe townhome offers an exceptional opportunity to enjoy the Reunion Resort lifestyle in one of Central Florida's most desirable vacation destinations.

837 Assembly Court, Kissimmee
$165,000
2 Beds ⋅ 2 Baths ⋅ Arbors Of Sendera SubDv. ⋅ 34741 Zip Code
Arbors of Sendera Ground Floor home - BRAND NEW Freshly Painted Interior & Solid Surface Tile Floor Thoughout! 2 Bedrooms - SPLIT Plan. Screened in Patio located on a QUIET CUL DE SAC! Upon Entering the HOME you will FIND a Spacious LIVING ROOM/DINING ROOM/KITCHEN OPEN Concept! The WONDERFUL Kitchen has GRANITE COUNTERTOPS, Mahogany WOOD Cabinetry, STAINLESS STEEL Appliances, PLUS a LARGE Pantry! The Laundry Closet has NEWER Stackable Washer & Dryer. The BEDROOMS are Split and have NEW BLINDS and LIGHTING. BOTH BATHROOMS have NEW VANITIES AND TOILETS, the Showers Both Feature DESIGNER Decorative TILES. You will LOVE living in this Community as it has Resort Style POOL and SPA, Tennis, Pickleball, and Basketball Courts, Playground, Fitness Center, and Community Clubhouse. WELCOME HOME!

3854 Galley Court Unit 101, Kissimmee
$327,500
3 Beds ⋅ 3 Baths ⋅ Terra Esmeralda Twnhms SubDv. ⋅ 34746 Zip Code
Turnkey Furnished Townhome in Gated Terra Esmeralda | Short- & Long-Term Rentals Allowed Beautifully furnished 3-bedroom, 2.5-bath townhome in Terra Esmeralda, a boutique gated community in Kissimmee. This move-in-ready home features an open floor plan, granite countertops, stainless steel appliances, tile flooring, and a bright living area that opens to a private fenced backyard. Short- and long-term rentals are permitted, providing flexibility for investors, vacation-home buyers, or primary residents. Community amenities include a pool, spa, lounge areas, and playground. Conveniently located next to Mater Palms Academy and minutes from shopping, dining, major roadways, Disney attractions, and Orlando International Airport. Fully furnished and ready to enjoy. Seller financing may be available for qualified buyers. Schedule your private showing today!

4797 Terra Esmeralda Drive, Kissimmee
$285,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe Unit 2 SubDv. ⋅ 34744 Zip Code
WELCOME TO LUXURY LIVING IN DESIRABLE AMBER POINTE IN KISSIMMEE! This stunning townhome offers modern comfort and convenience, set within a vibrant community filled with amenities. This well-appointed home offers an inviting open plan with kitchen, living and dining areas that seamlessly flow together. This home offers ample space for entertaining guests or simply relaxing with the family! The chef-inspired kitchen boasts an abundance of cabinets and the oversized granite kitchen countertop offers plenty of room for meal preparation and casual dining. Step outside to discover your spacious backyard with no rear neighbors! Amber Pointe, residents enjoy exclusive access to amenities such as playgrounds and a community pool all within the safety and security of a gated environment. Ideally located near ORLANDO'S WORLD FAMOUS THEME PARKS, EXCITING ENTERTAINMENT, SHOPPING AND AN EXCELLENT SELECTION OF RESTAURANTS AND DINING OPTIONS! This home puts you close to everything Central Florida. COME SEE WHY THIS PROPERTY IS A WONDERFUL PLACE TO CALL HOME!

2607 Aventurine Street, Kissimmee
$229,000
3 Beds ⋅ 2 Baths ⋅ Flora Ridge Condo Ph 1 Bldg 1 SubDv. ⋅ 34741 Zip Code
Desirable location in the Kissimmee area. Investors are welcome! This beautiful, well-kept 3-bedroom, 2-bath condo has a bonus room directly connected to the master bedroom; The exterior was recently renovated. The spacious kitchen is equipped with all the proper appliances. This cozy condo in a gated community is strategically located near major access roads such as John Young Pky, Osceola Trnpk, US 192, and major park attractions like Disney World, SeaWorld, and Universal Studios. This property offers exceptional convenience due to its closeness to the famous Loop Shopping Center. This jewel is located just 15 -20 minutes from Disney World, 20-25 minutes from Universal Studios, and Orlando International Airport. The property includes elevators and covered parking, plus additional parking spaces are available. Hurry! Don't delay and take advantage of this low price. The seller is contributing to some closing costs.

3351 Whitestone Circle Unit 204, Kissimmee
$275,000
3 Beds ⋅ 2 Baths ⋅ Heritage Crossing Condo Ph 12 SubDv. ⋅ 34747 Zip Code
Welcome to your ideal resort-style sanctuary with Golf view on two private balconies ideal spots to take in Florida sunsets located in the gated community of Heritage Crossing at Reunion, on the desirable 1st floor, this fully remodeled 3-bedroom, 2-bathroom ground-level condominium offers an open floor plan with elevated finishes throughout. Step inside to find brand-new luxury vinyl flooring across the entire home with zero carpet, elegant crown molding, fresh interior paint, and stone countertops. The primary suite serves as a true retreat featuring a completely updated primary bathroom with custom, top-tier finishes, a lavish soaking tub, and a modern separate shower. Enjoy complete peace of mind and maximum energy efficiency thanks to the brand-new A/C system recently replaced in 2026. This turnkey unit features no minimum lease period, making it fully Airbnb and short-term rental ready. Residents and guests enjoy 24-hour guarded gate security, community pools, a clubhouse, fitness center, park, playground, and tennis courts. Optional Reunion Resort membership transfers available to grant full access to 3 world-class championship golf courses, a 5-acre waterpark, pickleball, and additional resort amenities. Bring all offers to own in one of Kissimmee's premier resort destinations!

7655 Heritage Crossing Way Unit 102, Kissimmee
$399,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 3a & 3b SubDv. ⋅ 34747 Zip Code
Beautiful fully furnished 3-bedroom, 2.5-bath condominium located in Spectrum at Reunion. This 1,491 sq ft residence offers a spacious open-concept layout, a well-appointed kitchen, comfortable living and dining areas, and is being sold turnkey with furniture, furnishings, window treatments, decorative items, and kitchen appliances currently in the unit. Enjoy the resort-style lifestyle of Reunion with access to community amenities including gated access, fitness center, pool, playground, tennis courts, restaurant options, sidewalks, and golf community surroundings. Conveniently located near Walt Disney World, shopping, dining, and major Central Florida attractions. The community offers short-term rental flexibility subject to current HOA, management, county, and licensing requirements. Excellent opportunity as a vacation home, second home, or investment property. Buyer to independently verify all HOA fees, rental restrictions, licensing requirements, CDD, amenities, measurements, and community rules.

7770 Sandy Ridge Drive Unit 113, Kissimmee
$2,500,000
7 Beds ⋅ 10 Baths ⋅ Reunion West Fairways 17 & 18 SubDv. ⋅ 34747 Zip Code
Exceptional luxury, privacy, and rental appeal await in Reunion Resort’s prestigious Bear’s Den Club. Set on a rare oversized homesite with no rear neighbors and a private park directly behind the property, this fully furnished seven-bedroom residence offers one of the most desirable settings in the community. Professionally designed for unforgettable guest experiences, the home features immersive custom-themed bedrooms, multiple king suites, two creative bunk rooms, a state-of-the-art home theater, a spacious loft with billiards, and a dedicated arcade. The open-concept living area flows seamlessly outdoors to a private pool and spa, covered dining area, and fully equipped summer kitchen—perfect for entertaining and enjoying the Florida sunshine. Located just minutes from Walt Disney World and Orlando’s premier attractions, Bear’s Den offers access to Reunion Resort’s world-class golf courses, dining, tennis, water park, fitness center, and concierge services. An active Reunion Club membership is available, providing immediate access to the resort’s extensive amenities. Whether you’re looking for a luxury vacation retreat or a standout investment property designed to accommodate large groups, this home delivers an exceptional combination of location, entertainment, privacy, and resort living. Be sure to view the video tour!

1063 Jack Nicklaus Court, Kissimmee
$305,000
3 Beds ⋅ 3 Baths ⋅ Townhomes Flora Ridge SubDv. ⋅ 34741 Zip Code
Nestled in a gated community, this townhome offers the perfect combination of convenience, and proximity to all the attractions you love. Location, Location, Location! Situated just minutes away from shopping centers, restaurants, and a well-equipped gym, this property ensures that all your lifestyle needs are met with ease. Say goodbye to long commutes and hello to a world of convenience right at your doorstep. Calling all Disney enthusiasts ! If you work at the amusement parks or if you're a fan of Mickey Mouse this property is just a short 15-minute drive away from the enchantment. This property offers family / dining room with high ceilings. 1 attached car garage. Large and Elegant owner's suite with Tray Ceiling. Enjoy the charming back covered porch. Community amenities include Pool, Playground, Pet Trails w/ Waste Stations and walking trails. Excellent location close to "The Loop" and other shopping and dining centers. Located just minutes from Osceola Parkway, John Young Parkway, I-4, SR 417 and Florida Turnpike. Easy access to Orlando International Airport, theme parks,  downtown Kissimmee and Orlando.

3016 Ashland Lane S, Kissimmee
$879,000
9 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake Ii SubDv. ⋅ 34746 Zip Code
Welcome to this impressive 9-bedroom, 5-bathroom, fully furnished vacation home located in the highly desirable Storey Lake Resort community in Kissimmee. Offering 4,289 sq. ft. of living space across two stories, this spacious property is designed for both comfortable living and short-term rental use. The open-concept floor plan provides generous gathering spaces, while the large second-floor loft offers additional room for entertainment and relaxation. Step outside to your own private screened-in heated pool and spa, perfect for enjoying the Florida lifestyle year-round. Storey Lake offers an exceptional collection of resort-style amenities, including a lazy river, water slides, resort-style pool, beach volleyball, mini golf, playground, fitness center, and lake access. Conveniently located just minutes from Walt Disney World, Universal Studios, shopping, dining, and Orlando’s major attractions. With short-term rentals permitted, including stays from 1–7 days, this fully furnished property offers an excellent opportunity for buyers seeking a vacation home or income-producing investment in one of Central Florida’s most popular vacation destinations. Turnkey and ready for its next owner!

2860 Bookmark Drive, Kissimmee
$919,000
7 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Exceptional corner-lot vacation home with beautiful water views in the highly desirable Storey Lake Resort community. This fully furnished and professionally decorated property offers 3,994 heated square feet, 5 full bathrooms, and a flexible layout currently configured to accommodate up to 9 bedrooms, including custom-themed rooms designed for memorable guest experiences. The spacious open-concept kitchen and living area overlook a private outdoor retreat featuring an in-ground pool, spa, and peaceful pond views. Ideal as a vacation rental, investment property, or multigenerational residence. Storey Lake offers outstanding resort-style amenities, including a clubhouse, fitness center, community pools, lazy river, splash park, playground, tennis and basketball courts, and 24-hour gated security. Conveniently located near Walt Disney World, major attractions, shopping, dining, and entertainment. Schedule your private showing today!

2901 Protagonist Street, Kissimmee
$549,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished and turnkey 6-bedroom, 4.5-bath vacation home located in the highly desirable gated Solara Resort community in Kissimmee! Built in 2020 and offering 2,987 square feet of living space, this spacious two-story property is thoughtfully designed for both comfortable family living and memorable vacation stays. Step inside to an inviting open-concept floor plan featuring spacious living and dining areas, a large kitchen with stone countertops, stainless-steel appliances, ample cabinetry, and a convenient eat-in area. The main-floor primary suite provides added privacy and convenience, while the additional bedrooms provide plenty of space for family and guests. This house also features crown molding, ceramic tile and carpet flooring, window treatments, walk-in closets, a dedicated laundry area with washer and dryer, and multiple entertainment spaces. One of the highlights is the private outdoor oasis! Enjoy Florida living year-round with a screened-in, heated private pool and in-ground spa, surrounded by a child-safety fence and complemented by convenient outdoor bathroom access. The fenced backyard provides a relaxing setting for enjoying the Florida sunshine, entertaining guests, or unwinding after a day at the area's world-famous attractions. The property is located within Solara Resort, a gated resort-style community offering an impressive collection of amenities, including a grand clubhouse, resort-style heated pool, fitness center, restaurant/ bar, coffee lounge, playgrounds, basketball and tennis courts, soccer field, sand volleyball, walking trails, recreational areas, spa/hot tub, game room and additional entertainment facilities. The community also provides 24-hour guarded security, internet, cable TV, recreational facilities, grounds/structure maintenance, sewer and trash services as part of the association services, subject to HOA terms and conditions. Located in the heart of the Kissimmee vacation corridor, this home offers convenient access to Walt Disney World, Disney Springs, Universal Orlando, SeaWorld, International Drive, major highways, shopping, dining, and entertainment. The community's resort-style amenities and proximity to Orlando's major attractions make this property particularly appealing as a primary residence, second home, vacation property, or investment opportunity. Don't miss this opportunity to own a spacious, fully furnished vacation-style home with a private pool and spa in one of Central Florida's sought-after resort communities. Schedule your private showing today!

8937 Amelia Downs Trail, Kissimmee
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