Osceola Homes with Clubhouse Community Features

Osceola Homes with Clubhouse Community Features

Welcome to Osceola County, Florida—where sunshine, adventure, and community converge! Nestled in the heart of Central Florida, Osceola is a vibrant county known for its picturesque landscapes, rich cultural heritage, and a plethora of recreational opportunities. With its close proximity to the magical attractions of Orlando and the serene beauty of the Everglades, Osceola County offers the perfect balance of excitement and tranquility.

One of the standout features of living in Osceola County is the array of homes situated within clubhouse communities. These neighborhoods are designed with a lifestyle in mind, providing residents with a wealth of amenities that foster connection and leisure. Imagine waking up to a community that boasts a stunning clubhouse, where you can enjoy social gatherings, fitness classes, and community events.

The clubhouse often serves as a hub for residents, offering features such as swimming pools, fitness centers, and recreational spaces for activities like tennis, basketball, or even yoga classes. It's a place where neighbors become friends and families create lasting memories.

Whether you're looking for a charming single-family home or a spacious townhome, Osceola's clubhouse communities provide a variety of options that cater to diverse lifestyles. With beautifully landscaped grounds and thoughtfully designed homes, you’ll find the perfect space to call your own in this welcoming environment.

Experience the best of Florida living in Osceola County—where your dream home awaits in a community that feels like family!

Newest Osceola Homes with Clubhouse Community Features

$299,800
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to 2725 Coupe Street, a fully furnished, turnkey 3-bedroom, 3-bathroom townhome located in the highly sought-after Regal Oaks Resort, just minutes from Walt Disney World and a short walk from the shopping, dining, and entertainment of Old Town Kissimmee. Whether you're searching for a vacation home, second home, or income-producing short-term rental, this property offers an outstanding combination of location, flexibility, and resort-style living. The thoughtfully designed floor plan is ideal for owners and vacation guests alike. The first floor features a queen bedroom and full bathroom, providing convenient accommodation without the need to use stairs. Upstairs you'll find a spacious king bedroom with private ensuite, along with a second bedroom featuring two twin beds and its own ensuite bathroom. The home also includes a fully equipped kitchen, comfortable living and dining areas, in-unit washer and dryer, multiple TVs, and is being offered fully furnished and ready for its next owner. Step outside to your private screened patio and hot tub, the perfect place to relax after a day at the theme parks. As an added advantage for investors, the property is already established as a vacation rental, giving a new owner the opportunity to continue operating in one of Central Florida's most popular tourism destinations. Regal Oaks provides an impressive collection of resort amenities, including a large, heated resort-style pool, dual waterslides, jacuzzi, poolside bar, restaurant, fitness center, tennis courts, business center, clubhouse, and gated entry. Even better, the resort amenities are only a short walk from the home. Location is where this property truly shines. Old Town is within walking distance, Walt Disney World is approximately 5 miles away, and Universal Orlando is approximately 13 miles away, with countless restaurants, shopping destinations, golf courses, and Central Florida attractions nearby. With its prime location, private hot tub, flexible 3-bedroom/3-bath layout, full furnishings, established vacation-rental use, and extensive resort amenities, this home offers the complete package. Schedule your private showing today and discover why Regal Oaks continues to be a favorite among Central Florida vacation-home owners and guests.

2725 Coupe Street, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Bella Trae Condo Ph 1 SubDv. ⋅ 33896 Zip Code
Welcome to 1357 Venezia Ct, Unit 303, a beautifully updated 3rd-floor corner unit with elevator access in gated Bella Trae at ChampionsGate! This spacious 3-bedroom, 2-bath home offers an open living and dining area, abundant natural light, and peaceful water views from three rooms and the screened lanai. Move-in ready with fresh paint throughout, new STC 85+ carpet, professionally cleaned tile, plantation shutters, updated lighting and ceiling fans. The kitchen features newer SMART appliances including refrigerator, range with air-fryer functionality, microwave and 2-drawer dishwasher, plus a newer garbage disposal, brushed-gold sink guards and cordless LED cabinet lighting. Enjoy the relaxing water view, peaceful sounds of the fountain and wildlife surrounding the nature preserve from your screened lanai. In the evening, watch the Omni Orlando Resort fireworks right from the comfort of your lanai—a little Florida magic at home! Thoughtful upgrades continue with a newer tankless water heater and main shutoff valve inside the unit. Unlike a traditional tank that continually uses electricity to keep stored water hot, the tankless system heats water on demand, helping reduce standby energy use while saving valuable space. Additional features include an Ecobee SMART thermostat, quarter-turn plumbing valves, illuminated light switches, bamboo switch covers, USB charging/outlet stations, new door stops, front-door weather stripping and under-door seal, and LED digital temperature color-changing shower heads. A newer queen-size Murphy bed professionally installed by Closets by Design provides flexible guest, office or multipurpose space. New South windows and two-way sliding doors were installed in 2024 with lifetime warranties. Three TV mounts are installed—one up to 65" and two up to 75". Ventura Village has received extensive common-area improvements, including resealed/repainted exteriors and hallways, updated lighting, newer tile roofing, refurbished carports, repaved asphalt, restriped parking with new stop blocks, updated landscaping, and new lanai frames, doors and screens. Building 1 is scheduled for elevator updates. The Bella Trae lifestyle includes a 12,500-sq.-ft. private amenity center with fitness center and studio, zero-entry heated resort-style pool, outdoor spa, tennis/pickleball, bocce, putting green, billiards, library, media/meeting spaces, outdoor kitchen and firepit, plus resident activities and events. Golf lovers will appreciate nearby ChampionsGate Golf Club, home to the Greg Norman-designed International and National championship courses offering 36 holes of golf, along with the nearby Omni Orlando Resort at ChampionsGate featuring restaurants, spa, golf and resort activities. And the location puts you close to Central Florida’s world-famous attractions—approximately 15 minutes from Walt Disney World Resort property and approximately 25 minutes from Universal Orlando Resort, making it easy to enjoy the magic while coming home to the peaceful surroundings of Bella Trae. Beautiful views, extensive updates, resort-style amenities, championship golf and an exceptional ChampionsGate location—this is Florida living at its best!

1357 Venezia Court Unit 303, Davenport
$639,700
9 Beds ⋅ 5 Baths ⋅ Stoneybrook South Ph 1 SubDv. ⋅ 33896 Zip Code
This exceptional fully furnished 9-bedroom, 5-bathroom pool home in the sought-after guard-gated Stoneybrook South at ChampionsGate. This impressive home delivers the perfect blend of comfort, space and resort-style living. Designed for entertaining and accommodating large families or guests, the open-concept floor plan features generous living areas, a fully equipped Kitchen and multiple bedrooms that provide privacy and flexibility. Step outside to your private screened pool, the perfect place to relax after your day from work or the parks. You will also enjoy access to the Oasis Club, featuring a resort style pool, lazy river, fitness center, playground, movie theatre, restaurant, basketball court and more. Conveniently located minutes from golf, shopping, dining, I-4 and Walt Disney World. Don't miss your opportunity to own this remarkable home in one of Central Florida's premier resort-style communities - schedule your private showing today!

1400 Wexford Way, Davenport
$170,000
1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
FULLY RENOVATED: KITCHEN, FLOORING, BATHROOM, AND PAINT! INVESTOR OPPORTUNITY! DAILY RENTALS ALLOWED! STR management available with the sale. Beautiful 1-bedroom, 1-bath condo on the 1st floor in Villas del Sol, offering excellent income potential for short-term, vacation, or long-term rentals. Currently generating income as a short-term rental. Ideally located just minutes from Walt Disney World, The Loop, premium shopping, restaurants, and Central Florida’s top attractions and entertainment. Enjoy resort-style amenities including two swimming pools, tennis courts, a fitness center, playground, walking paths, and a designated grilling area. Conveniently located near US-192, Osceola Parkway, Florida’s Turnpike, and Orlando International Airport. Whether you're looking for a high-potential investment, vacation home, or primary residence, this is an excellent opportunity in the heart of Kissimmee’s thriving vacation rental market.

2207 Antigua Place Unit 717, Kissimmee
$225,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
FULLY RENOVATED HOME! KITCHEN, BATHROOM, AND FLOORING. **INVESTOR OPPORTUNITY! DAILY RENTALS ALLOWED!** Beautiful 2-bedroom, 2-bath condo on the 3rd floor in Villas del Sol, offering excellent income potential for short-term, vacation, or long-term rentals. Ideally located just minutes from Walt Disney World, The Loop, premium shopping, restaurants, and Central Florida’s top attractions and entertainment. Enjoy resort-style amenities including two pools, tennis courts, fitness center, playground, walking paths, and grilling area. Convenient access to US-192, Osceola Parkway, Florida’s Turnpike, and Orlando International Airport. Whether you're looking for a high-potential investment, vacation home, or primary residence, this is an excellent opportunity in the heart of Kissimmee’s vacation rental market.

2217 Grand Cayman Court Unit 1236, Kissimmee
$355,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
A LITTLE PIECE OF PARADISE WITH RESORT LIVING & SPRINKLED WITH DISNEY MAGIC.....Imagine waking up to TRANQUIL WATER VIEWS, enjoying your morning coffee on the screened lanai, and ending the day relaxing by your private splash pool while watching HOT AIR BALLOONS LAUNCH NEARBY. This beautifully FULLY FURNISHED 4 BEDROOM, 3 FULL BATH TOWNHOME offers something truly special: a peaceful setting with NO HOMES DIRECTLY BEHIND YOU, yet just a 3 MINUTE WALK TO THE CLUBHOUSE AND RESORT POOL. FULLY FURNISHED AND TURNKEY, this home is beautifully equipped with everything you need for a comfortable stay. The thoughtfully designed layout features TWO SPACIOUS OWNER SUITES, with one conveniently located on the first floor and another upstairs, along with TWO ADDITIONAL THEMED BEDROOMS perfect for family, friends or guests. ZONED FOR SHORT TERM RENTALS, you can enjoy your own Florida getaway while generating rental income when you're away. Paradise Palms Resort offers some of the most exceptional amenities that will leave a LASTING IMPRESSION on you and your guests. Featuring a 9,500 SQ. FT. CLUBHOUSE, spectacular LAGOON STYLE POOL WITH WATER SLIDE, GROTTO & SPA, kiddie splash area, TIKI BAR & GRILL, STATE OF THE ART FITNESS ROOM, SAUNA, 50 SEAT MOVIE THEATER, GAME ROOM, TENNIS/PICKLEBALL, BASKETBALL, SAND VOLLEYBALL, SEVERAL PLAYGROUNDS AND A WALKING TRAIL, and more! AS A BONUS, CABLE, INTERNET & TRASH ARE ALSO INCLUDED IN THE HOA ASSESSMENTS. Located approximately 5.5 MILES TO THE GATES OF WALT DISNEY WORLD, with shopping, fine and casual dining just around the corner, and Orlando's world famous attractions close by. Whether you're looking for a HOME, SECOND HOME, VACATION GETAWAY OR INVESTMENT PROPERTY, this is your opportunity to own a little piece of paradise where RESORT AMENITIES, WATERFRONT SERENITY AND DISNEY MAGIC COME TOGETHER. ****Recent improvements include NEW LVP FLOORING, NEW POOL HEATER, NEW POOL PUMP AND NEW DISHWASHER (2026), NEW WASHER & DRYER (2025), along with a TWICE YEARLY AC MAINTENANCE PLAN! (Last AC maintenance completed on 4/27/2026.) With these recent updates and thoughtful maintenance, this beautiful townhome is move in ready and waiting for you! Call today to schedule your private showing!

8849 Candy Palm Road, Kissimmee
$459,000
3 Beds ⋅ 2 Baths ⋅ Crossings Ph 1 SubDv. ⋅ 34771 Zip Code
Nearly two years old and barely lived in, this beautifully maintained home offers the feel of a newer property with thoughtful designer touches throughout. It was never used as a full-time residence and was only enjoyed occasionally for a few weekends, so the home has seen very little wear and remains fresh, clean, and move-in ready. The interior has been carefully styled with upgraded feature walls, custom details, and a comfortable open-concept layout connecting the kitchen, dining, and living areas. The home feels warm, polished, and ready to enjoy from day one. A major advantage is the transferable RNT, offering added flexibility for buyers considering the property as a primary residence, second home, vacation home, or short-term rental opportunity. The home also includes remaining transferable warranty coverage, providing additional peace of mind to the next owner. Located in The Crossings in Saint Cloud, the community offers desirable amenities including a resort-style community pool, clubhouse, playground areas, and dog park, creating an appealing lifestyle for both residents and vacation-home owners This is a wonderful opportunity to own a home that has been exceptionally lightly used, beautifully maintained, thoughtfully upgraded, and ready for its next owner.

240 Crossings Avenue, St Cloud
$399,900
4 Beds ⋅ 2 Baths ⋅ Oak Hammock Preserve Unit 2 SubDv. ⋅ 34746 Zip Code
Quintessential sunshine state classic single level, single-family home is located in the highly desirable private community of Oak Hammock Preserve. The generous lot creates a welcoming atmosphere from the moment you arrive. The home has been updated to include brand new HVAC under warranty, new fridge, new toilets, new laminate floor, new window and new light fixtures. This comfortable and spacious home offers functional living space with 2 separate wings, a porch to relax and entertain, spacious 4+ car driveway/carport in addition to 2 car garage and timeless elegance. As you step inside, you will be greeted by a bright and airy interior filled with natural light. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating a perfect space for everyday living and hosting guests. The kitchen is equipped with a brand-new Fridge, ample storage space, and a breakfast bar for casual dining. The living room and hallway separate the primary bedroom with en suite bath and jetted tub from three other bedrooms and second full bath in this highly desirable layout providing ample space for comfortable multigenerational living. The master suite is a true retreat, featuring a spacious bedroom, a walk-in closet, and an en-suite bathroom with a luxurious jetted tub and a separate shower. Three additional bedrooms and located in a separate wing with full bath opening to the porch allowing flexibility for entertaining on the porch. Situated on a generous lot size of 9,757 square feet, this home offers plenty of outdoor space for relaxation and entertaining. Outside, the backyard offers a peaceful oasis with a covered patio area, perfect for enjoying al fresco dining or simply relaxing outdoors. Third non-conforming bonus bathroom is available to either convert back to laundry/mud room or update to suit the homeowner's creative palette. The bathrooms and kitchen offer timeless functionality or opportunity to bring new creative vision. The expansive yard provides plenty of room for outdoor activities and gardening, making it a great space for families or avid gardeners. Located in a desirable neighborhood in Kissimmee, this home is conveniently close to schools, shopping, dining, and entertainment options. With easy access to major highways, commuting to nearby cities and attractions is a breeze.

2264 Viehman Trail, Kissimmee
$379,000
1 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration A Condo SubDv. ⋅ 34747 Zip Code
Beautifully updated second-floor residence in Mirasol at Celebration featuring a premium waterfront canal view and a fully enclosed, versatile den that provides valuable additional living space. This one-bedroom residence features recently updated flooring for a fresh, cohesive look, 10-foot ceilings with crown molding, custom Lutron window shades, and a full-size stackable washer and dryer. The eat-in kitchen features stainless steel appliances, a farmhouse-style kitchen sink, upgraded cabinetry, tile backsplash, and quartz countertops. The spacious owner’s suite offers a walk-in closet and beautifully appointed bath with a seamless glass-enclosed walk-in shower, granite counters, and dual vessel sinks. Water heater replaced in 2024. Assigned parking space #8 is included. Enjoy the resort-style heated pool and spa, 24-hour fitness center, resident clubroom, business center, concierge services, and on-site day spa. Connect to Celebration’s extensive trail system and enjoy a short walk to Town Center dining, shopping, and entertainment, with Walt Disney World and area attractions just minutes away. Schedule your private showing today!

500 Mirasol Circle Unit 205, Celebration
$475,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Beautifully renovated 2 bedroom and 2 bathroom condo offering the look, feel, and finishes of new construction! ACTIVE TRANSFERABLE PLATINUM REUNION MEMBERSHIP AVAILABLE to the next owner. As you enter you immediately notice the EXPANSIVE open concept living and dining areas. This unit has been outfitted with luxury vinyl planking and HIGH END fixtures throughout. The NEW kitchen includes hardwood cabinets with crown moulding, quartz countertops and stainless appliances. The primary bath has had TWO spacious closets added with built-ins, dual vanity sinks, custom cabinets, and a walk-in shower. The guest bedroom has two closets within the room for added storage and the guest bathroom also has had a closet added with built-ins, dual vanity sinks, custom cabinets and walk-in shower. A reconfigured laundry room with NEW washer and dryer and a NEW wash sink for your convenience. The large windows and sliding doors provide an abundance of natural light throughout the day! As you step outside onto the patio you find fantastic panoramic views of the resort that include the driving range and the signature Tom Watson course. In addition you will enjoy watching the nightly FIREWORKS from the Disney Theme parks! This is a fantastic opportunity to utilize this condo for a primary residence, second home or vacation rental. 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 also houses many of the resorts dining options where you can enjoy fresh Sushi at the Lobby Bar, an amazing Steak at 7593 Chophouse or dinner with a view at Eleven the Rooftop restaurant. The Reunion Grande is also located adjacent to the Clubhouse with dining options and the golf pro shop for the Watson and Palmer Signature Courses. The Cove is walking distance which includes a large infinity pool, two jacuzzi tubs, bocce ball, outdoor bar & grille and fitness center. Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a waterpark complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, mini putt putt golf, world class tennis courts, pickleball courts, playgrounds, dog parks, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport.

7593 Gathering Drive Unit 707, Reunion
$350,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 3 SubDv. ⋅ 34747 Zip Code
A polished, themed getaway just minutes from Disney World, this well-maintained 3-bedroom, 2-bath condo in Ventura at Windsor Hills combines TURN-KEY CONVENIENCE with the AMENITIES of a proven RESORT-STYLE ~ SHORT TERM RENTAL community! A BRAND NEW A/C (2026) adds peace of mind and the HOA maintains the building exteriors. Inside, this is the largest 3-bedroom floor plan, offered FULLY FURNISHED with stylish décor and sleeping accommodations for up to eight. The Disney-inspired theming is tasteful and understated, with fun details woven into a modern, sophisticated design that appeals to vacation guests and owners alike. The UPDATED KITCHEN features quartz countertops, refinished cabinetry and an open layout connecting via a passthrough to the living and dining areas. Step outside to the SCREENED BALCONY for additional space to relax and enjoy the Florida weather. Whether you are searching for a short-term rental INVESTMENT or home away from home near Disney, this property is ready to enjoy! Windsor Hills delivers an impressive lineup of amenities, including a recently upgraded RESORT POOL & WATER PARK, tennis, pickleball, basketball, sand volleyball, putting green, ping pong, cornhole, arcade, game room, fitness center, workspace, restaurant and market. Convenient access to SR-429, I-4 and W Irlo Bronson Memorial Highway puts shopping, dining, resort destinations, theme parks and Central Florida attractions within easy reach. Furnished, themed and positioned in one of Kissimmee's sought-after vacation rental communities – this one checks all the boxes for a Central Florida investment or personal getaway. Call today to schedule a tour!

2778 Almaton Loop Unit 204, Kissimmee
$676,550
4 Beds ⋅ 4 Baths ⋅ Bridgewalk SubDv. ⋅ 34771 Zip Code
Under Construction. Welcome to Bridgewalk, a new construction community offering single-family homes. Experience the charm and secluded ambiance of this boating community and relish in the ease of reaching Lake Nona's celebrated shopping, dining, and entertainment. Offering a variety of amenities including sports courts, a private boat launch, and more. The new two-story Ruby home combines modern elegance with practical living, offering 4 bedrooms, an enclosed flex room, 3 full bathrooms, a powder room, and a 2-car garage. Upon entry, you’re welcomed by the enclosed flex room and a conveniently located powder room. The foyer leads you toward the heart of the home, where the kitchen, gathering room, and café seamlessly flow together, overlooking the covered lanai. The heart of the home is the chef-inspired kitchen, where soft-close cabinetry meets luxurious quartz countertops. A stainless-steel single-bowl sink enhance the space, while the Whirlpool stainless steel appliances (including a refrigerator) ensure you have everything you need for both everyday meals and special occasions. The owner’s suite, conveniently located on the main level, is a luxurious retreat. It features an en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, private water closet, and an expansive walk-in closet. Upstairs, the spacious loft provides additional living space, while three additional bedrooms and two full bathrooms, one of which is en suite, offer ample room for relaxation. Throughout the home, professionally curated design selections and premium finishes elevate the living experience. Wood-look luxury vinyl plank flooring extends throughout the first-floor living areas, Owner's Suite, and loft, complemented by soft, stain-resistant Shaw carpet in the secondary bedrooms and tile flooring in the bathrooms and laundry room. Additional touches such as matte black plumbing fixtures and hardware, utility sink in the laundry room, a tray ceiling in the gathering room, 2" faux wood blinds, and a Whirlpool washer and dryer. The open spindle railing at the staircase complete the home’s elegant feel. Enjoy the convenience of modern living with a smart thermostat, smart doorbell, and LED down lights. This Ruby home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

5625 Flame Vine Way, St Cloud
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