Kissimmee/Celebration Homes with Clubhouse Community Features

Kissimmee/Celebration Homes with Clubhouse Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida—where the magic of Central Florida meets the charm of suburban living. Nestled in Osceola County, Kissimmee offers a vibrant lifestyle that seamlessly blends natural beauty with modern conveniences. Just a stone’s throw away, the picturesque town of Celebration, originally developed by The Walt Disney Company, boasts a quaint downtown area filled with delightful shops, gourmet restaurants, and lush parks, making it a perfect spot for families and individuals alike.

Kissimmee is renowned for its proximity to world-famous attractions, including Walt Disney World, Universal Studios, and a plethora of outdoor recreational opportunities. With its warm climate, residents enjoy year-round sunshine, perfect for exploring the scenic lakes and nature trails that dot the area.

In this captivating region, homes with clubhouse community features are a standout choice for those seeking a vibrant lifestyle. These communities offer an array of amenities designed to enhance your living experience. Imagine unwinding at a luxurious clubhouse, where you can socialize with neighbors, host events, or simply relax by the pool. Many of these communities also feature fitness centers, sports courts, and walking trails, ensuring that there’s always something to do right at your doorstep.

Whether you’re looking for a family-friendly neighborhood or a serene retreat, Kissimmee and Celebration provide an ideal backdrop for your dream home. Embrace the community spirit, explore the local culture, and discover why this region is a cherished destination for residents and visitors alike. Welcome home!

Newest Kissimmee/Celebration Homes with Clubhouse Community Features

$629,900
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Whether you're looking for an income-producing vacation rental or a personal retreat, this 5-bedroom, 5-bath home in the highly desirable gated community of Windsor Hills is an excellent opportunity. The kitchen is positioned at the front of the home and overlooks the formal dining area, creating a welcoming space for family meals and entertaining. The living room is located at the rear of the home and opens to the screened-in pool deck, offering a relaxing space to enjoy the Florida sunshine. Two bedrooms are conveniently located on the first floor, along with two of the bathrooms, while the remaining bedrooms and bathrooms are upstairs, providing comfort and privacy for guests. The garage has been converted into a fun games room with pool and foosball tables, adding extra appeal for renters. Windsor Hills is one of the closest resorts to Disney and features outstanding amenities, including a resort-style pool with water slides, clubhouse, fitness center, and sports courts. Ideal for short-term rental investment, second home, or full-time residence.

7795 Basnett Circle, Kissimmee
$275,000
2 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Welcome to Windsor Hills, one of Central Florida’s premier resort communities, located approximately two miles from Walt Disney World. This beautifully updated, fully furnished 2-bedroom, 2-bathroom condo offers turnkey convenience for use as a vacation retreat, short-term rental, or combination of both. Situated on the fourth and top floor of an elevator-served building, the condo is just one block from the clubhouse and water park—close enough for an easy walk while offering a peaceful setting. The bright, open-concept interior features a desirable split-bedroom floor plan, providing privacy for owners and guests. The remodeled kitchen includes quartz countertops, stainless steel appliances, generous workspace, and ample cabinetry. The private primary suite features an en-suite bathroom and walk-in closet. The Mickey Mouse-themed second bedroom offers flexible accommodations with a twin-over-queen bunk bed, twin trundle, foosball table, and custom Disney-inspired mural. The living room includes two leather sofas, one with a pullout bed. Both bathrooms have been fully remodeled with quartz countertops, newer soft-close vanities, custom wood backsplashes, and updated mirrors. Extensive improvements completed in 2022 and 2023 include new flooring and interior paint throughout, remodeled kitchen and bathrooms, stainless steel appliances, updated furniture, ceiling fans, lighting, and themed bedroom décor. Additional updates include a water heater replaced in 2022, and a Samsung washer and dryer installed in January 2026. A private balcony provides the perfect setting for morning coffee or relaxing after a day at the parks. Windsor Hills offers an exceptional collection of resort-style amenities, including a water park with three-story slides, an interactive splash zone, lagoon-style zero-entry pool, hot tub, tiki bar, fitness center, playground, 32-seat movie theater, putting green, arcade, convenience store, cybercafé, and tennis, basketball, and volleyball courts. The community also features 24-hour guard-gated security, convenient parking, oversized-vehicle access, and designated RV parking. Zoned for short-term rentals and offered fully furnished, this condo is ready for personal enjoyment or rental use after closing. Windsor Hills provides convenient access to Walt Disney World, Universal Orlando Resort, SeaWorld, area airports, US-192, I-4, and SR-429. Don’t miss this opportunity to own a top-floor condo in one of Central Florida’s most recognized vacation communities. Schedule your private showing today!

2817 Almaton Loop Unit 402, Kissimmee
$875,000
10 Beds ⋅ 10 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Discover an exceptional SHORT-TERM RENTAL INVESTMENT OPPORTUNITY in the highly sought-after Encore Resort at Reunion. This beautifully appointed 10-bedroom, 10-bathroom TURNKEY vacation home is thoughtfully designed to accommodate large groups, multi-generational families, reunions, and Orlando vacationers, comfortably SLEEPING 20+ GUESTS. The spacious, open-concept floor plan is ideal for the vacation rental market, offering plenty of room for guests to gather while still enjoying their own private spaces. The gourmet kitchen is designed with large groups in mind and features dual refrigerators, two dishwashers, generous prep space, and sleek luxury vinyl flooring throughout the main living areas. Sliding glass doors create a seamless transition from the living and dining areas to the outdoor retreat, featuring a covered lanai, heated pool, and spa. With NO REAR NEIGHBORS and peaceful views of a greenbelt/conservation area, the backyard offers the privacy and setting vacation guests are looking for, whether enjoying a morning by the pool or relaxing after a day at Orlando's world-famous attractions. The home's impressive bedroom configuration adds to its rental appeal. Nine of the 10 bedrooms feature en-suite bathrooms, including two primary suites, one upstairs and one downstairs. A main-level accessible suite with a private accessible bathroom provides additional flexibility for guests. Upstairs, a spacious loft with a foosball table and an additional great room create even more entertainment and gathering space. Located within Encore Resort at Reunion, owners and guests can enjoy access to an impressive collection of resort-style amenities, including a spectacular clubhouse, award-winning restaurant, water park, full-service spa, playgrounds, state-of-the-art fitness center, and basketball, volleyball, and tennis courts. The community also offers gated entrances with 24-hour security and convenient resort services. A concierge desk is available at the clubhouse to assist guests with theme park tickets, dining, airline check-ins, resort-provided park shuttles, and more. Ideally positioned near Walt Disney World and Central Florida's premier attractions, as well as golf, shopping, dining, and entertainment, this property offers the combination vacation rental investors are looking for: size, guest-friendly amenities, privacy, resort appeal, and a prime Orlando-area location. Whether adding to an existing short-term rental portfolio or entering the Orlando vacation rental market, this Encore Resort property offers a compelling opportunity in one of Central Florida's most popular vacation destinations. Schedule your private tour today!

7519 Marker Avenue, Kissimmee
$965,000
11 Beds ⋅ 10 Baths ⋅ Reunion West Ph 1 West & Ament Ctr Rplt SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional TURNKEY SHORT-TERM RENTAL INVESTMENT OPPORTUNITY in Encore Resort at Reunion, just minutes from Orlando’s world-famous theme parks. This fully furnished 11-bedroom, 10-bathroom vacation home is designed with large groups and vacationers in mind, comfortably SLEEPING 20–24 GUESTS and offering an impressive combination of space, entertainment, and resort-style amenities. The spacious open-concept floor plan features a gourmet kitchen equipped with two refrigerators and two dishwashers, along with generous dining and living areas ideal for accommodating large groups. Three bedrooms are conveniently located on the main level, including a bedroom with an accessible en-suite bathroom. Upstairs are eight additional bedrooms, including four custom-themed bunk rooms inspired by Marvel, Ghostbusters, Spiderman, and Pirates of the Caribbean, creating memorable spaces for younger guests. One of the home’s standout features is the converted Star Wars-themed game room, complete with a life-size R2-D2, air hockey, Aliens Extermination, Expert Shot Basketball, and two NASCAR virtual racing arcade games. Additional gathering spaces and laundry rooms on both levels add convenience for larger groups and extended stays. Sliding glass doors from the living area open to a covered patio, private heated pool and spa, and mature landscaping that provides additional privacy. It’s an inviting outdoor retreat where guests can relax and recharge after a day at the parks. Located within Encore Resort at Reunion, owners and guests can enjoy access to an impressive collection of resort amenities, including a clubhouse, restaurant, water park, full-service spa, playgrounds, fitness center, and basketball, volleyball, and tennis courts. The gated community also offers security, concierge services, and resort-provided transportation to area theme parks. With its 11-bedroom layout, themed bedrooms, incredible game room, private pool and spa, and prime location near Walt Disney World and Central Florida attractions, this property is ideally suited for the Orlando vacation rental market. Whether adding to an existing portfolio or looking for a turnkey short-term rental investment, this Encore Resort home offers the space, features, and guest experience to stand out. Schedule your private tour today!

7643 Wilmington Loop, Kissimmee
$430,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Turnkey 5-Bedroom Townhome – Short-Term Rental Approved! Welcome to this beautifully furnished 5-bedroom, 4.5-bathroom townhome, thoughtfully designed with fun Mickey Mouse and Harry Potter-themed bedroom, perfect for vacationers and investors alike. This move-in-ready property comfortably accommodates up to 12 guests and offers the ideal combination of space, comfort, and entertainment. The open-concept main living area features a modern kitchen with granite countertops, stainless steel appliances, ample cabinetry, and a spacious island perfect for gathering and entertaining. Step outside to your private screened-in pool and patio, an inviting space to relax and unwind after a day at the theme parks. Upstairs, a versatile loft provides additional room for entertainment, lounging, or family time. Guests can enjoy Windsor at Westside’s impressive resort-style amenities, including a clubhouse, resort pool, lazy river, water slide, fitness center, sports courts, game room, and playground—bringing the full vacation-resort experience right to the community.

8907 Sydney Avenue, Kissimmee
$1,450,000
4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code
Beautiful MAIN VILLAGE home overlooking PRESERVE, POND and GOLF COURSE! This exquisite floor plan features 4 bedrooms and 3.5 baths plus office/ den (potential guest bedroom first floor)! Spacious foyer upon entry, and lots of windows, beautiful plantation shutters, and crown molding throughout. Features include hardwood flooring, charming wood burning fireplace, new woven wood shades and detailed custom shelving. The Den/Office features a newly installed California Closets shelving unit. Light and bright Kitchen featuring recently updated quartz countertops and a beautifully coordinating backsplash. Enjoy the breakfast nook area with serene views of pond and golf course. Kitchen opens to family room, providing plenty of space to gather family and friends. Spacious bedrooms upstairs include 4 bedrooms and 3 bathrooms. The primary bedroom features a walk- in closet. New Water Heater 2025, AC 2020, Roof 2017 You'll love the long driveway and very Private lot! 2 CAR GARAGE w/storage and new epoxy flooring. This home is located on a beautiful tree lined street in fantastic conservation setting in Celebration's Main Village. The large backyard offers plenty of room for a pool! Walk to schools, downtown shops, restaurants, library and Golf Course. Hurry, this home won't last. You can't beat this location!

915 Jasmine Street, Celebration
$285,000
3 Beds ⋅ 3 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to Seven Eagles at Reunion Resort! This beautifully updated 3-bedroom, 3-bath condo offers a unique and flexible floor plan ideal for multi-generational living, shared living, or those looking to generate rental income while maintaining their own private space. With two bedrooms on the first floor and the main living area upstairs, the layout provides the opportunity to live upstairs while renting or sharing the downstairs space. The home features luxury vinyl plank flooring throughout, fresh interior paint, a bright open-concept living area, and a refreshed kitchen with refinished cabinetry. Appliances, including the washer and dryer, were replaced in 2023. Additional upgrades include a 2023 tankless water heater and replaced upstairs A/C system. Upstairs, enjoy private balconies overlooking a peaceful, tree-lined walkway shaded by mature landscaping. The walkway offers convenient access to the community pool, tiki bar and fitness center, adding to the relaxed resort-style setting. Downstairs, enjoy two private covered porches—one in the front and one in the back, offering additional outdoor spaces to relax. Located in the heart of Reunion Resort, residents enjoy an impressive selection of amenities including multiple community pools, clubhouse, fitness center, restaurant, tennis courts, playgrounds, dog park and gated 24-hour security. Cable, internet, water, sewer, exterior and grounds maintenance are also included. Flexible lease terms and short-term leases are allowed, making this an excellent option for relocation, extended stays, multi-generational households or shared living arrangements. Conveniently located near Disney, shopping, dining and Central Florida’s major attractions.

7510 Seven Eagles Way, Kissimmee
$249,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo SubDv. ⋅ 34747 Zip Code
Welcome to one of the most extensively renovated condos in Windsor Hills! This beautifully updated 3-bedroom, 2-bathroom Santa Anna floor plan offers 1,450 square feet of living space and is the largest condo floor plan in the community. The interior has been completely transformed with a bright, modern design. The kitchen wall was removed to create an open-concept layout connecting the kitchen, dining and living areas, while the redesigned kitchen features Italian-inspired cabinetry, quartz countertops with a waterfall edge, and updated appliances. Luxury vinyl plank flooring and recessed lighting continue throughout the main living areas, giving the condo a clean and contemporary feel. Both bathrooms have been beautifully remodeled with ceramic tile, floating Italian-style cabinetry, quartz countertops and modern finishes. The spacious split-bedroom layout includes walk-in closets and provides plenty of room for owners and guests alike. The condo is being offered fully furnished with designer-selected furniture, making it truly turnkey and ready to enjoy as a vacation home, short-term rental investment, or Florida getaway. Located just minutes from Walt Disney World, Windsor Hills is one of the area's most established gated resort communities. Owners and guests enjoy a resort-style pool and water park, hot tub, fitness center, movie theater, game room, playgrounds, tennis, basketball and volleyball courts, an onsite marketplace and grill, and 24-hour gated security. HOA services include water, cable TV and internet. If you've been waiting for a Windsor Hills condo that stands apart from the typical unit, this is it—an exceptionally spacious floor plan with a high-end renovation, stylish furnishings and a location close to everything Central Florida has to offer.

7675 Comrow St Unit 204, Kissimmee
$338,500
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to Windsor Hills, where resort-style living meets an unbeatable location near Walt Disney World and Universal Orlando! This immaculate 3-bedroom, 2-bath condo has been used exclusively by the current owner and family and has never been rented during their ownership. Beautifully cared for and move-in ready, it features a newer A/C (2023), newly installed appliances including a washer/dryer, fresh interior paint, an open and comfortable layout, and a private screened balcony for relaxing after a day at the parks. Windsor Hills offers 24/7 manned gated entry and an impressive lineup of amenities, including a resort-style pool, water park, hot tub, clubhouse, fitness center, movie theater, game room, tennis and basketball courts, playground, putting green, dog park, and Marketplace & Grill. Whether you're searching for a personal getaway, vacation home, or investment opportunity, this exceptionally maintained condo offers the condition, location, and resort amenities that make Windsor Hills such a desirable Central Florida destination.

2784 Almaton Loop Unit 205, Kissimmee
$675,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Unlock extraordinary and effortless luxury at 8987 Amelia Downs Trail! This fully furnished 6-bedroom, 4.5-bathroom sanctuary is a high-performing vacation home engineered to generate maximum revenue and deliver an unforgettable guest experience. The spacious layout seamlessly accommodates large groups, featuring a bright, open-concept living and dining area along with some immersive themed bedrooms that set this property apart from the rest. Step outside into your private outdoor oasis to enjoy a sun-drenched, screened-in pool and relaxing spa, or head inside to the custom garage-turned-game room—packed with air hockey, arcade games, and endless entertainment to ensure top-tier reviews and repeat bookings year-round. Situated in the gated, highly sought-after Solara Resort, this property grants access to premier 18-acre resort amenities. Highlights include a heated resort-style pool with splash pad and waterslides, the interactive FlowRider® surf simulator, a state-of-the-art fitness center, a sand volleyball court, a basketball court, and the full-service Solstice Bar & Grille. Positioned just minutes from Walt Disney World, Universal Studios, top-tier golf courses, premier shopping, and dining along US-192, this income-generating property offers an unbeatable location for short-term rental success. Whether you are expanding your vacation rental portfolio or searching for a personal Florida retreat that pays for itself, this turnkey property is ready to perform on day one!

8987 Amelia Downs Trail, Kissimmee
$295,000
3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security ,cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! *3 BED / 2 BATH* Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT*. This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpeted MASTER SUITE features spacious BATHROOM with granite counters, bath tub, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located and include Smarts TV's in all beds and Living Room. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAY ROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED on HOA. Walking distance from US192, close to shops, restaurants, groceries and attractions, West Lucaya Resort is within 10 minutes from Disney Parks, Margaritaville Resort and different shopping places. There are no restrictions one short-term or long -term. IT IS CURRENTLY LEASED FOR $2,150 MONTHLY, WITH A SECURITY DEPOSIT OF $4,300, EQUIVALENT TWO MONTHS RENT. THE CURRENT LEASE EXPIRES ON MARCH 31, 2027. MOTIVATED SELLER DON'T MISS THIS OPPORTUNITY.

8927 Shine Drive, Kissimmee
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