Rolling Oaks Homes with Clubhouse Community Features

Rolling Oaks Homes with Clubhouse Community Features

Welcome to Rolling Oaks, an idyllic subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is designed for those who cherish a blend of comfort, convenience, and a touch of luxury. Rolling Oaks is not just a place to live; it’s a lifestyle that fosters connection and enjoyment.

As you explore this picturesque neighborhood, you’ll find beautifully designed homes that cater to a variety of tastes and lifestyles. Each residence is thoughtfully crafted with modern amenities, spacious layouts, and lush landscaping, creating a serene environment perfect for families, retirees, and everyone in between.

One of the standout features of Rolling Oaks is its exceptional clubhouse community. Residents enjoy access to a stunning clubhouse that serves as a hub for social gatherings, fitness activities, and recreational fun. Whether you’re looking to host a family event, engage in community activities, or simply unwind by the pool, the clubhouse offers a welcoming atmosphere for all ages.

The community is also surrounded by lush parks, scenic walking trails, and nearby shopping and dining options, making it easy to enjoy everything Kissimmee has to offer. With its prime location, Rolling Oaks provides a perfect balance between tranquil suburban living and the excitement of city life.

Discover the charm of Rolling Oaks, where your dream home awaits amidst a vibrant community that feels like family. Come and experience the warmth of this delightful subdivision—your new beginning starts here!

Newest Rolling Oaks Homes with Clubhouse Community Features

$615,000
3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

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