Kissimmee/Celebration Homes with Playground Amenities

Kissimmee/Celebration Homes with Playground Amenities

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where vibrant communities meet the magic of the Sunshine State! Nestled in Osceola County, this charming area is a gateway to world-renowned attractions, including Walt Disney World, Universal Studios, and a myriad of outdoor adventures. With its warm climate and friendly atmosphere, Kissimmee and Celebration offer an idyllic lifestyle for families and individuals alike.

One of the standout features of homes in this region is the abundance of properties equipped with playground amenities. Imagine stepping out of your beautifully designed home and finding a delightful playground just a stone's throw away! These family-friendly neighborhoods prioritize outdoor fun and community engagement, making them perfect for children to play, explore, and make lifelong memories.

In Kissimmee and Celebration, you’ll find a variety of homes that cater to diverse lifestyles, from cozy townhouses to spacious single-family residences. Many of these properties boast access to well-maintained parks, walking trails, and recreational facilities, ensuring that your family can enjoy a healthy and active lifestyle. Whether it’s hosting a birthday party at the playground, enjoying a picnic in the park, or simply watching your kids laugh and play, these amenities enhance your living experience.

Explore the delightful neighborhoods of Kissimmee and Celebration, where the charm of small-town life meets the excitement of nearby attractions. Discover your dream home today, and let the magic of Florida living sweep you off your feet!

Newest Kissimmee/Celebration Homes with Playground Amenities

$399,000
4 Beds 3 Baths Paradise Palms Resort Ph 1 SubDv. 34747 Zip Code
Discover an excellent opportunity to own a beautifully furnished 4-bedroom, 3-bathroom townhome in the gated Paradise Palms Resort community, conveniently located just minutes from Walt Disney World and Central Florida’s most popular attractions. Designed for comfortable everyday living and memorable vacations, this spacious home features an open-concept floor plan that seamlessly connects the kitchen, dining area, and living room, creating an inviting space for gathering and entertaining. Sliding glass doors lead to the private screened-in pool and covered patio, where owners and guests can relax and enjoy the Florida lifestyle. One bedroom and a full bathroom are conveniently located on the first floor, while the additional bedrooms upstairs provide privacy and comfortable accommodations for family and guests. All bedrooms have been upgraded with attractive, durable, and easy-to-maintain vinyl flooring. Offered fully furnished, this property is ready to be enjoyed as a primary residence, vacation retreat, or short-term rental investment. Paradise Palms offers a true resort-style experience with a gated entrance, clubhouse, community pool, fitness center, recreational facilities, and more. With convenient access to US-192, shopping, dining, entertainment, and the theme parks, this property combines location, comfort, and investment potential in one exceptional package. ***Motivated Seller***

8959 Coco Palm Road, Kissimmee

$359,000
4 Beds 3 Baths Paradise Palms Resort Ph 3b SubDv. 34747 Zip Code
FLEXIBLE PATHS TO OWNERSHIP • OWNER FINANCING • LEASE WITH OPTION TO BUY • PRIVATE POOL • RESORT COMMUNITY 4 Bedrooms | 3 Full Bathrooms | 1,902 Sq. Ft. | Private Splash Pool | Screened Patio | No Homes Directly Behind | Approx. 3-Minute Walk to Clubhouse & Resort Pool | One-Year Home Warranty | Gated Resort Community | Optional Furnishings NOT YOUR TYPICAL HOME PURCHASE — CHOOSE THE PATH THAT WORKS FOR YOU What truly sets this property apart is the flexibility to make it yours. In addition to a traditional purchase, the owner will consider OWNER FINANCING or a LEASE WITH OPTION TO PURCHASE for qualified buyers—creating multiple pathways to ownership THREE WAYS TO MAKE IT YOURS 1-Purchase the property using cash or conventional financing. 2-OWNER FINANCING AVAILABLE Qualified buyers may have the opportunity to finance the purchase directly through the owner. Down payment, interest rate, amortization, maturity/balloon date. 3-LEASE WITH OPTION TO PURCHASE THE HOME Beyond the flexible purchase options, this home offers a combination of privacy, convenience, and resort-style living. Enjoy a peaceful setting with no homes directly behind you, and a short 3-minute walk to the clubhouse and resort pool. At home, enjoy your own private splash pool and screened patio—perfect for relaxing, entertaining, or unwinding after a day enjoying Central Florida. The two-story residence features an open-concept living, dining, and kitchen area designed for comfortable everyday living and entertaining. The kitchen offers bright cabinetry, stainless-steel appliances, and generous counter space, while the living and dining areas open directly to the screened outdoor living space. The four-bedroom layout provides excellent flexibility. One bedroom and a full accessible bathroom with grab bars are conveniently located on the first floor, while the primary suite and two additional bedrooms are upstairs. The spacious primary bedroom includes an en-suite bathroom with a double vanity and tub/shower combination. For additional peace of mind, the sale also includes a one-year home warranty for the buyer. RESORT-STYLE LIVING JUST STEPS AWAY Paradise Palms offers an impressive collection of amenities, including a resort-style community swimming pool, grotto hot tub, splash pad, fitness center, tennis and basketball courts, sand volleyball, arcade, movie theater, marketplace, bar and grill, clubhouse and more. The community also provides convenient access to Walt Disney World, ESPN Wide World of Sports, SeaWorld, Universal Orlando, shopping, dining, and major Central Florida roadways. MORE THAN A HOME — AN OPPORTUNITY TO OWN Whether you're searching for a primary residence, Florida vacation home, investment property, or a flexible way to transition from renting to ownership, 8966 Sugar Palm Road offers something increasingly difficult to find: choices in how you purchase. TRADITIONAL PURCHASE • OWNER FINANCING • LEASE WITH OPTION TO PURCHASE Furniture, décor, and other furnishings currently located in the property do not convey with the real estate unless separately negotiated and specifically included in the written form.

8966 Sugar Palm Road, Kissimmee

$410,000
4 Beds 3 Baths Wyndham Palms Ph 1a SubDv. 34747 Zip Code
FULLY FURNISHED • SINGLE-STORY • 4 BEDROOMS • 3 BATHROOMS • PRIVATE POOL • WINDSOR PALMS RESORT Welcome to 8010 King Palm Circle, a fully furnished 4-bedroom, 3-bath single-family pool home offering 1,834 sq. ft. of single-story living in the gated Windsor Palms Resort. If you’ve been searching for the perfect Florida pool home near Orlando’s world-famous attractions, this property delivers an excellent combination of location, layout, value, and opportunity. The well-designed floor plan offers comfortable, easy living with plenty of potential for the next owner to refresh the décor, add their own personal style, and create a space that truly feels like home. Attractively priced, this is a fantastic opportunity for a single-family pool home of this size in such a desirable resort location. Step outside to your own private swimming pool, or take advantage of the home’s convenient location near the Windsor Palms clubhouse and resort amenities. The community also features 24-hour gated security, offering added peace of mind whether you plan to live here full-time or enjoy it as your Florida getaway. Use it as a primary residence, second home, or short-term vacation rental/Airbnb. Offered fully furnished, the property provides a great starting point for creating a comfortable full-time home, memorable family retreat, or vacation property. Ideally positioned in the heart of the Kissimmee/Orlando vacation corridor, with convenient access to US-192 and SR-429, Walt Disney World, restaurants, shopping, and Sunset Walk at Margaritaville Resort Orlando. Single-story living, private pool, fully furnished, attractive price, gated resort community, and an outstanding Central Florida location. Bring your vision, add your personal touch, and make this Windsor Palms home your own. Schedule your private showing today!

8010 King Palm Circle, Kissimmee

$275,000
2 Beds 2 Baths Ventura At Windsor Hills Condo Ph 7 SubDv. 34747 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Windsor Hills Resort, one of Central Florida’s premier short-term rental and vacation destinations. This light and bright second-floor unit features newly refinished kitchen cabinets and modern LVP flooring throughout all common areas, creating a fresh, clean, and vacation rental-ready home. Fun Disney theming is featured throughout the condo, making it an instant hit with vacationing families and a standout in the short-term rental market. This building enjoys one of the most convenient yet private locations in Windsor Hills, just a one-minute walk to the clubhouse, lagoon-style pool, waterpark, fitness center, and all recreational facilities. Guests and owners love the easy access to amenities without being directly in the center of activity. The open-concept living and dining space flows seamlessly to the screened lanai, offering a peaceful spot to enjoy morning coffee or unwind after a day at the parks. The primary king suite includes its own private bath and a spacious walk-in closet, providing comfort and privacy for owners or guests. The second bedroom also features a large walk-in closet, and the hall bath offers a convenient walk-in shower, ideal for guests of all ages. Windsor Hills is a 24-hour guard-gated community located just minutes from Walt Disney World. Owners and guests enjoy world-class amenities including a heated lagoon-style pool, water slides, hot tub, fitness center, movie theater, game room, tennis, basketball, volleyball, playgrounds, and a convenient on-site market. Windsor Hills consistently has the strongest demand for vacation rentals in the entire Disney corridor, making this property an exceptional opportunity for investors seeking reliable occupancy and premium nightly rates. Whether you're looking for a personal retreat, a full-time residence, or a high-performing short-term rental, this updated Windsor Hills condo delivers comfort, convenience, and resort-style living in one of the most desirable communities near Disney.

7664 Comrow Street Unit 202, Kissimmee

$300,000
4 Beds 2 Baths Legacy Dunes Condo SubDv. 34747 Zip Code
Four bedrooms in a condo is already hard to find. Add in two garages, two covered carports and two private storage units, and this one starts to look a whole lot different from the typical condo. Located on the second floor inside gated Legacy Dunes, this renovated 4-bedroom, 2-bath unit has no carpet, with LVP flooring throughout. The kitchen has been updated with white shaker-style cabinetry, a Samsung® stainless steel appliance suite including a Flex Duo range, plenty of counter space and a breakfast bar that opens to the main living area. The living and dining spaces flow together nicely, with sliding doors leading out to a screened balcony for a little extra room to sit outside and enjoy the Florida weather. The primary bedroom has its own private bath and walk-in closet, and one of the three additional bedrooms has a walk-in closet of its own. With four bedrooms total, there’s plenty of flexibility for family, guests or a home office. There’s also an interior laundry room. Legacy Dunes is gated and packed with amenities, including two community pools, a clubhouse, fitness center, game room, tennis, pickleball and basketball courts, sand volleyball, playground, walking trails, BBQ areas and a golf practice area. Short-term rentals are permitted too, giving you options whether you’re looking for a primary home, Florida getaway or investment property. And the location makes that flexibility even better. You’re just off US-192, approximately four miles from Disney property, with Margaritaville Resort Orlando, Sunset Walk and Island H2O nearby, plus plenty of restaurants, shopping and entertainment along the 192 corridor. You’ll also have easy access to SR-429, Hwy 27 and I-4 when you need to get anywhere else in Central Florida. Renovated, four bedrooms, no carpet, two garages, two covered carports and two private storage units. Add in a gated community with a seriously good amenity lineup and a location minutes from some of Central Florida’s biggest attractions, and this is a whole lot more than your typical condo.

8809 Dunes Court Unit 202, Kissimmee

$1,200,000
3 Beds 3 Baths Celebration Village Unit 2 SubDv. 34747 Zip Code
Located in the heart of Celebration’s Main Village, this beautifully renovated 3-bedroom, 3-bath home offers 2,751 square feet of refined living on an exceptionally large, fenced lot. The light-filled interior showcases solid Brazilian walnut hardwood and marble flooring, 7-inch crown molding and baseboards, substantial door and window trim, antique brass hardware and coordinating designer fixtures. The custom kitchen makes a striking centerpiece with quartz countertops, a solid marble backsplash, an expansive island, glass-front cabinetry, under-cabinet lighting, stainless-steel appliances and an elegant coffered ceiling. Formal living and dining rooms, a welcoming family room and a main-floor office provide exceptional flexibility for everyday living and entertaining. Upstairs, the spacious primary suite features a large walk-in closet and a luxurious bath finished with marble floors and floor-to-ceiling marble, a freestanding soaking tub and a separate glass-enclosed shower. Two additional bedrooms and a full bath complete the second floor. Outside, the professionally landscaped, privacy-fenced backyard and screened patio create a private retreat, with ample space to explore adding a pool, subject to applicable approvals. Parking is unusually generous for a downtown location, with a renovated detached two-car garage featuring an epoxy floor and smartphone-enabled door access, plus additional parking spaces. Enjoy the convenience of walking to downtown shops, restaurants, parks, community amenities, the farmers’ market and signature Celebration events—all while having a spacious private oasis to call home.

617 Teal Avenue, Kissimmee

$1,500,000
12 Beds 13 Baths Reunion West Ph 2b West SubDv. 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven Rental Income Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 7696 Graben St, an extraordinary 12-suite, 12.5-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a top choice for large group bookings, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of high revenue generation in the booming Orlando vacation market. • 12 Ensuite Bedrooms: Offers ultimate comfort and privacy for large groups, including professionally customized themed bedrooms (Avatar, Star Wars, Harry Potter, Jurassic Park, Transformers, Peppa Pig, and Minnie Mouse) that drive premium daily rates. • Private Entertainment Hub: Features a dedicated private movie theater, full game room, arcade games, pool table, air hockey, and multiple gaming setups. • Resort Outdoor Living: Expansive private covered patio, dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout fully equipped with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

7695 Graben Street, Kissimmee

$1,500,000
12 Beds 13 Baths Reunion West Ph 4 SubDv. 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven STR History Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 340 Southfield St, a top-performing 12-bedroom, 12-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a premier choice for large group travel, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of strong revenue generation in the booming Orlando vacation market. • 12 Bedrooms / 12 Bathrooms: Offers ultimate comfort and privacy, featuring custom professionally themed bedrooms (Super Mario, Cinderella, Frozen, Mickey Mouse, The Simpsons, and Ratatouille) that command premium daily rates. • Private Entertainment Hub: Fully equipped with a dedicated private movie theater, full game room, arcade games, pool table, Xbox Series S console, and multiple TVs. • Resort Outdoor Living: Expansive private covered patio, outdoor dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout complete with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

340 Southfield Street, Kissimmee

$369,900
2 Beds 2 Baths Reunion Grande Condo SubDv. 34747 Zip Code
Fantastic 2-bedroom, 2-bathroom corner unit featuring an oversized balcony with breathtaking golf course views and a spectacular nightly view of the Disney fireworks! This beautiful condo is being offered fully furnished and includes an ACTIVE MEMBERSHIP which is transferrable to the next owner, PLATINUM AVAILABLE, making it an exceptional opportunity for both personal enjoyment or investment. The spacious, open concept layout features crown moulding throughout and a beautifully appointed kitchen with rich hardwood cabinetry, stainless appliances, a decorative backsplash, granite countertops, and a convenient breakfast bar. Both bedrooms are equipped with two closets providing an abundance of storage. and have luxury vinyl flooring. The bathrooms are thoughtfully enhanced with decorative shiplap accents, adding warmth and character. You will appreciate the welcoming smiles of the doormen as you arrive home. There is also valet parking & front desk concierge as well as Starbucks coffee & gift shop available for your convenience. The Reunion Grande offers several delicious dining experiences including a Sushi Bar & the 7593 Chophouse both located on the Lobby Level. On the 11th floor there is a rooftop restaurant & bar to enjoy your favorite cocktail or relax by the fireplace and pool. Located adjacent to the hotel, enjoy the Golf Clubhouse, Spa, the Seven Eagles Pool Pavilion & fitness center. This condo can be a primary residence, second home or vacation rental property. Great location in the heart of Reunion, a Must See! Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways.

7593 Gathering Drive Unit 801, Reunion

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