Kissimmee/Celebration Homes with Playground Community Features

Kissimmee/Celebration Homes with Playground Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where vibrant culture meets serene living! Nestled in Osceola County, Kissimmee is renowned for its proximity to world-famous attractions, including the magical Walt Disney World Resort, Universal Studios, and an array of outdoor adventures. Its charming streets are lined with delightful shops, delectable dining options, and lush parks, making it a perfect destination for families and those seeking a lively community atmosphere.

Celebration, originally developed by The Walt Disney Company, is just a stone's throw away and boasts a picturesque small-town feel with its tree-lined streets, quaint shops, and a vibrant town center. The community is designed with a focus on connectivity and outdoor living, offering residents scenic walking trails, serene lakes, and beautifully manicured parks where neighbors become friends.

For families seeking the perfect home, the Playground Community in Kissimmee offers an array of features that cater to both relaxation and recreation. With playgrounds designed for children of all ages, this community is a haven for families looking to foster an active lifestyle. Imagine watching your little ones laugh and play in safe, well-maintained playgrounds while you enjoy a leisurely stroll through the community’s lush green spaces.

Homes in this community are thoughtfully designed, combining modern amenities with charming architectural styles. Whether you’re looking for a cozy single-family home or a spacious townhome, the Playground Community has something for everyone. Embrace the joys of family living in a place where every day feels like a vacation. Welcome home to Kissimmee and Celebration!

Newest Kissimmee/Celebration Homes with Playground Community Features

$659,000
8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code
Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee
$1,230,000
5 Beds ⋅ 5 Baths ⋅ Celebration North Village Unit 6 SubDv. ⋅ 34747 Zip Code
Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Gas cooktop • Warming drawers • Generous custom storage • Open concept design ideal for entertaining family and friends. The spacious family room with a cozy gas fireplace flows seamlessly into the formal dining room, while a dedicated home office offers an ideal work-from-home space or optional additional bedroom. The first-floor owner's retreat is a rare find in Celebration, featuring dual closets, an ensuite bath, direct backyard access, and even a private stacked washer and dryer tucked inside the walk-in closet for ultimate convenience. Upstairs, two oversized bedrooms share an expansive Jack-and-Jill bathroom, while an additional laundry room adds everyday convenience. A detached pool suite with its own entrance, kitchenette, and full bathroom creates endless opportunities as • Guest suite • In-law quarters • Home gym • Art studio • Private office • Media room • Teen retreat. Above the attached 3-car garage, you'll discover a completely separate 1-bedroom apartment complete with • Private entrance • Full kitchen • Full bathroom • Washer & dryer • Expansive second-story deck. Whether used for visiting family, multigenerational living, a private executive office, or rental income, this apartment adds tremendous long-term value. Your own backyard retreat features a beautiful heated pool and spa surrounded by elegant brick pavers—perfect for relaxing after a day at the parks or entertaining guests year-round in Florida's sunshine. Buy with confidence knowing several important improvements have already been completed, including: • New Roof (2021) • Fresh interior paint • Routine HVAC maintenance • Water system maintenance. Located just steps from North Village Park, playgrounds, volleyball courts, athletic fields, and the community pool, you'll enjoy one of Celebration's most beloved neighborhoods. As a Celebration resident you'll also enjoy: Six community pools, Tennis & pickleball courts, Fitness centers, More than 20 miles of walking and biking trails, Beautiful parks and lakes, Year-round community events, charming downtown Celebration with restaurants, boutiques, coffee shops and entertainment. With quick access to I-4, SR-417, US-192, Walt Disney World, Orlando International Airport, and Central Florida's world-famous attractions, the location is as convenient as it is beautiful. Homes with this much flexibility are incredibly difficult to find in Celebration. Between the first-floor primary suite, detached pool suite, private apartment, three-car garage, heated pool and outstanding North Village location, this property checks boxes that very few homes can. Whether you're looking for multigenerational living, guest accommodations, rental income, or simply room to spread out, 205 N Village Street delivers exceptional value and endless possibilities in one of Florida's most iconic hometowns.

205 N Village Street, Celebration
$274,000
3 Beds ⋅ 3 Baths ⋅ Oakwater Condo Ph 7-10 SubDv. ⋅ 34747 Zip Code
ONLY MINUTES FROM WALT DISNEY WORLD! Freshly painted and featuring brand-new carpet, this spacious 3-bedroom, 2.5-bath, two-story condo offers 1,808 square feet of comfortable living space and a private one-car garage. The main level features generous living and dining areas, a convenient powder room, and a well-appointed kitchen with all appliances included, a breakfast bar, closet pantry, and cozy breakfast nook. The adjoining family room opens to a screened lanai overlooking beautifully maintained greenery an inviting setting to relax and unwind. Upstairs, double doors welcome you into the spacious primary suite with a private bath and glass-enclosed shower. Two additional bedrooms share a second full bathroom. Located within the gated, resort-style Oakwater community, residents and guests enjoy exceptional amenities, including a lagoon-style pool, spa, clubhouse, fitness center, game room, playground, splash pad, tennis and basketball courts, sand volleyball, and walking trails. Conveniently located near shopping, dining, major roadways, and Central Florida’s world-famous attractions. With the flexibility to serve as a primary residence, vacation retreat, or short- or long-term rental investment, this property offers an outstanding opportunity in a highly desirable location. Schedule your private showing today!

7509 Pellham Way, Kissimmee
$1,365,000
5 Beds ⋅ 4 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code
Updated 4-bedroom and 3-bath home in Celebration's fantastic East Village, with a private 1-bedroom, 1-bath garage apartment. From the moment you arrive, classic Victorian charm, an inviting front porch, and mature landscaping create an unforgettable first impression. Inside, a convenient floor plan is filled with natural light and thoughtfully designed gathering spaces perfect for everyday living and entertaining. The heart of the home is the extensively improved chef's kitchen, featuring granite countertops, custom cabinetry, a six-burner gas range with pot filler, Bosch dishwasher, Liebherr refrigerator, wine cooler, expanded pantry, coffee bar, and abundant storage. The kitchen opens seamlessly into comfortable living spaces including the family room, dining room, and a bright sunroom/game room that steps out to the private outdoor entertaining area. The first floor also offers a full guest bath and a flexible bedroom that easily functions as a private office. Upstairs, the spacious primary suite has been beautifully enhanced with a fully remodeled bath (2023) featuring a luxurious rain shower, electronic temperature controls, custom lighting, and an updated walk-in closet. Two additional bedrooms upstairs: one bedroom with a murphy bed and the newly added fourth bedroom (2026), a laundry area, an updated guest bath complete the second floor. Outdoor living is equally inviting with a courtyard, paver patio, and pergola, a great place to add an outdoor cooking station. The attached garage includes a completely custom-designed one-bedroom apartment with its own private entrance added in 2017, full kitchen with gas range & quartz countertops, living room, laundry, updated bath, and fenced patio; this gives flexibility for families and guests. This home has been continually improved for comfort and efficiency with a new roof (2018), newer A/C, Anderson double-pane windows, engineered wood flooring, spray foam insulation, fresh air ventilation system, gas water heater, EV charger, and a solar panel system that helps provide exceptionally low electric costs. Located just minutes from Celebration's charming downtown, residents enjoy more than 26 miles of walking and biking trails, neighborhood parks, community pools, year-round events, boutique shopping, restaurants, and convenient access to Disney, I-4, SR-417, and US-192. Homes like this rarely become available—a residence where classic Celebration charm meets today's modern conveniences, creating a home that's as beautiful to live in as it is to admire.

828 Morning Glory Lane, Celebration
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$335,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 1 SubDv. ⋅ 34747 Zip Code
INVESTOR ALERT! TURNKEY! Welcome to 7602 Cabana Ct, located inside Reunion Resort in Florida. This ground-floor, three-bedroom, three-bathroom condo is sold fully furnished, fully equipped, and move-in ready for a new owner or vacation rental guests. The property features an ACTIVE GOLD MEMBERSHIP and comes with an established rental history along with future guest bookings already scheduled, giving you an active rental setup from day one. INTERIOR FEATURES: Fresh interior paint was completed throughout the home in June 2023. Custom plantation shutters are installed on every window, providing a clean look, light control, and easy care with no curtains to wash. The living area features power-reclining sofas purchased in Fall 2023, paired with newer furniture, modern decor, and clean linens throughout. KITCHEN AND DINING: The kitchen is well equipped with modern major appliances, all replaced recently including the refrigerator in June 2023, dishwasher in January 2024, stove in May 2024, and garbage disposal in July 2024. Generous cabinet space and a practical layout make daily cooking and guest hosting easy. BATHROOM UPGRADES: All three bathrooms feature functional, high-quality updates including updated plumbing fixtures and new toilets installed in June 2023, custom mold- and mildew-resistant master bathroom glass doors installed by Dixie Shower Doors in Fall 2023, and quiet LED exhaust fan and light combinations installed in the primary and main bathrooms. An extra matching fan and light kit is stored in the owner storage closet next to the front door, ready for the Jack-and-Jill bathroom when needed in the future. STORAGE AND UTILITIES: Storage is maximized throughout with custom closet builds in all three bedrooms. Outside, right next to the front entry door, you will find a dedicated locked storage closet featuring built-in shelving and interior lighting—ideal for owner lock-off supplies. MAJOR HOME SYSTEMS: The HVAC system was replaced in August 2021 and is currently covered under a service contract. An Ecobee smart thermostat is installed, allowing remote temperature settings from your phone app. The water heater was replaced in June 2023 and is currently under warranty and a service contract. SECURITY AND CONVENIENCE: A full Ring security system is installed and included. It features a battery backup power system, a front video doorbell, and a back porch security camera. The front doorbell camera clear view covers the entry and owner storage closet door for added security while away. THE RESORT LOCATION: Reunion Resort is known for world-class golf courses, a water park, swimming pools, on-site dining, and close distance to Central Florida attractions. Having the active Gold Membership on this property allows access to these resort amenities for owners and authorized guests. Whether you want a fully setup vacation rental asset, a personal getaway, or a turnkey full-time home in Reunion, this spacious 3/3 unit offers recent updates across every major system and low-maintenance living. Schedule your private showing today to tour 7602 Cabana Ct, Unit 101.

7602 Cabana Court Unit 101, Kissimmee
$280,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining. Inside, the main level features spacious living and dining areas that flow seamlessly into the kitchen, creating a welcoming atmosphere for family and guests. All three bedrooms are located upstairs, providing added privacy, including a comfortable primary suite with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the welcoming front porch or relax on the open paver patio, an ideal space for outdoor dining, grilling, or unwinding. The low-maintenance outdoor area offers the perfect setting to personalize and enjoy Florida's year-round sunshine. Residents enjoy access to excellent community amenities, including a swimming pool, playground, park, and a variety of recreational facilities designed for an active and enjoyable lifestyle. Located in the sought-after Kissimmee area, this home is just minutes from Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf courses, and other popular Central Florida attractions. With convenient access to US-192, SR 429, and I-4, commuting throughout the Orlando area is easy while still enjoying the charm and convenience of this vibrant neighborhood.

2691 Andros Lane, Kissimmee
$475,000
3 Beds ⋅ 4 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
LOCATION, LOCATION, LOCATION! Just minutes from Walt Disney World, this stunning fully furnished vacation home is located in the highly sought-after Magic Village Resort. Whether you're looking for a luxury vacation retreat or a high-performing investment property, this home is an exceptional opportunity. Enjoy world-class resort amenities, including a spectacular swimming pool, fitness center, concierge services, a convenience store, conference facilities, and an on-site restaurant offering both indoor and outdoor dining. This turnkey property has an established rental history with excellent guest reviews and strong year-round rental potential. Its prime location provides convenient access to Disney, championship golf courses, shopping, dining, and Orlando's top attractions. Don't miss this opportunity to own a luxury vacation home in one of Central Florida's premier resort communities!

7540 Brooklyn Drive, Kissimmee
$500,000
6 Beds ⋅ 5 Baths ⋅ Solara Residence Vacation Villas SubDv. ⋅ 34747 Zip Code
Fully furnished 6-bedroom, 4.5-bathroom townhome located in a popular resort community just minutes from Disney World. Ideal as a primary residence, vacation home, or investment property, with access to resort-style amenities and convenient proximity to shopping, dining, and Central Florida's top attractions. Showings are subject to existing bookings.

1672 Tropical Palms Circle, Kissimmee
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