Kissimmee/Celebration Homes with Playground Community Features

Kissimmee/Celebration Homes with Playground Community Features

Welcome to Kissimmee and Celebration, two of Florida's most enchanting communities where the magic of the Sunshine State meets the charm of small-town living. Nestled in Osceola County, Kissimmee is renowned for its vibrant atmosphere, proximity to world-famous attractions, and stunning natural beauty. Just a stone's throw away, Celebration offers a unique blend of picturesque scenery and a tight-knit community feel, making it an ideal place to call home.

Both Kissimmee and Celebration boast a variety of housing options, perfect for families, retirees, and everyone in between. One of the standout features of homes in this region is their access to community amenities that cater to an active lifestyle. Many neighborhoods proudly feature playgrounds, providing a safe and fun environment for children to play and explore. These playgrounds foster a sense of community, bringing families together and creating lasting friendships.

Imagine your weekends filled with laughter as your children enjoy the swings, slides, and climbing structures, while you connect with neighbors over a picnic in the park. The playgrounds are not just a place for play; they are the heart of the community, where memories are made and bonds are strengthened.

Living in Kissimmee or Celebration means you’re not just buying a home; you’re investing in a lifestyle. With beautiful parks, scenic walking trails, and easy access to shopping and dining, this region offers everything you need to live your best life. Discover the charm of Kissimmee and Celebration, where your dream home awaits amidst a vibrant community filled with love and laughter.

Newest Kissimmee/Celebration Homes with Playground Community Features

$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

$529,000
3 Beds 3 Baths Celebration South Village Unit 4 Rep 3 SubDv. 34747 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath Sherwin townhome by David Weekley Homes, ideally located in Spring Lake Village of Celebration. Featuring Pan-Caribbean architecture, a charming front porch overlooking the park and thoughtful upgrades throughout, this home combines distinctive Celebration character with comfortable, easy living. Step inside to an open first floor finished entirely in tile. The spacious kitchen features granite countertops, stainless steel appliances, refinished cabinetry with updated hardware, an oversized island, closet pantry, pendant lighting and recessed lighting. The kitchen flows seamlessly into the family room, where a custom shiplap accent wall adds warmth and character, complemented by recessed lighting and a ceiling fan. Open living and dining areas provide flexibility for everyday living and entertaining. A powder bath and oversized foyer closet complete the main level. Custom Craftsman-style window trim and dimmer switches throughout add thoughtful finishing touches. Upstairs, the primary suite features carpeting, ceiling fan, walk-in closet and a stylish barn door leading to the ensuite bath with dual sinks, walk-in shower and porcelain tile flooring. Bedroom two offers carpeting, ceiling fan and walk-in closet, while bedroom three also features carpeting and a ceiling fan. The conveniently located upstairs laundry includes an Aerus Series Laundry Pro, providing advanced cleaning that oxidizes water and reduces the need for detergent, bleach, fabric softener and hot water. Additional improvements include a new water heater installed 9/2025, HVAC updated and serviced 8/2026, and a new dishwasher 6/2024. Paddle wheel fans are featured in all rooms and on the front porch. The garage offers direct access to the home, four overhead storage hang-downs and plumbing for a hot/cold stationary sink. The patio garden area features an additional landscaped walkway. Relax on the front porch overlooking the neighborhood park, with additional street parking providing convenient direct access. Spring Lake residents enjoy neighborhood amenities including a community pool, fitness center and gathering space, along with the amenities and lifestyle found throughout Celebration. Celebration is known for its picturesque lakes, parks, playgrounds, community pools and more than 26 miles of walking and biking trails. Downtown Celebration offers restaurants, cafés, boutique shopping, waterfront gathering spaces and year-round community events. Walt Disney World, shopping, dining, major roadways and Orlando International Airport are all within convenient reach.

1373 Kiawah Street, Celebration

$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

$324,900
4 Beds 3 Baths Paradise Palms Resort SubDv. 34747 Zip Code
Do you visit Florida so often that you think it makes more sense to own a second home here?  Well if you paused..... and then answered yes, you are 100% right that it makes sense.  Owning a second home in Orlando, while simultaneously renting it out can dramatically offset the costs of ownership, and provides a great place to stay when you visit.  8957 Sugar Palm Rd is as sweet of a home as the street name, and is located in the amenity-rich community of Paradise Palms; a 24-hour guard-gated community with impressive amenities such as a clubhouse, resort-style swimming pool, fitness center, spa, sauna, Tiki Bar, volleyball courts and a restaurant.  Are you wondering how much effort it would take to maintain a home like this if you don't live here?  Well, it couldn't be any easier, as the HOA maintains the grounds, landscaping, preventative pest treatment, as well as the cable, internet, telephone and trash removal.  This fully furnished townhome is the true definition of "turn-key", and can be lived in on day 1.  This home has more than enough space for your guests, including a first-floor bedroom with an adjacent bathroom, making it perfect for maximizing rental income.  A designated dining room area is an additional space for everyone to gather, and enjoy spending time together while soaking in the Florida sun. If you like to entertain and appreciate hosting, this massive kitchen with granite countertops as far as the eye can see will not disappoint in any way.  Upstairs you'll find the primary bedroom with its own en-suite bathroom, as well as two other bedrooms and a well-appointed bathroom.  If you enjoy your own private pool and a place to cool off after a long day, you've found it!  Can you picture yourself having a morning cappuccino or evening cocktail by your new pool, and relaxing after a long day?  Now you can, and you can do this year-round now that you own a piece of Florida sunshine!  >>  FULLY FURNISHED & READY TO RENT | UP TO 70% OCCUPANCY WITH POTENTIAL GROSS INCOME OF $40,000 +/- | NEWER FURNITURE & WELL UPDATED KITCHEN & BATHROOMS | 24-HOUR GUARD GATED | 20 MINUTES TO DISNEY WORLD PARKS & RESORTS | 20 MINUTES TO UNIVERSAL STUDIOS & EPIC UNIVERSE | EASY ACCESS TO I4 | Don't you deserve to finally own a home in Florida?

8957 Sugar Palm Road, Kissimmee

$299,000
3 Beds 2 Baths Oakwater Condo Ph 7-10 SubDv. 34747 Zip Code
Virtually Staged. LOCATION. LIFESTYLE. INCOME POTENTIAL. THIS ONE HAS IT ALL! Whether you're looking for your next vacation home, primary residence, or a high-performing investment property, 7404 Bliss Way delivers the flexibility today's buyers are looking for. Short-term rentals are allowed, making this an exceptional opportunity to generate income in one of Central Florida's most desirable resort-style communities. Perfectly situated just minutes from Walt Disney World, Margaritaville Resort, Island H2O Water Park, Sunset Walk, championship golf courses, shopping, dining, and major highways, you'll be in the heart of everything that makes Kissimmee one of Florida's hottest destinations. Step inside to discover a spacious, open-concept floor plan featuring generously sized bedrooms, a functional kitchen, and comfortable living spaces ideal for relaxing after a day at the parks or entertaining family and guests. Residents and guests enjoy outstanding community amenities, including a resort-style swimming pool, fitness center, clubhouse, beautifully maintained grounds, and more—offering a true vacation lifestyle year-round. Even better: The seller is contributing toward the buyer's closing costs, helping make homeownership or investing more affordable. Eligible buyers may also qualify for first-time homebuyer assistance programs, creating an incredible opportunity to own with less out-of-pocket expense. Properties in this location don't last long. Whether you're building your investment portfolio, purchasing your first home, or securing your own Florida getaway.

7504 Bliss Way, Kissimmee

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