Rolling Oaks Homes with Clubhouse Community Features

Rolling Oaks Homes with Clubhouse Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers an idyllic blend of comfort and convenience, making it the perfect place to call home.

Rolling Oaks is renowned for its beautifully designed homes, each reflecting a unique style while providing modern amenities that cater to today’s lifestyle. With spacious floor plans and lush landscaping, residents enjoy a serene environment that encourages relaxation and connection with nature. Whether you’re a first-time homebuyer or looking to upgrade, Rolling Oaks has something for everyone.

One of the standout features of this community is its inviting clubhouse, which serves as a hub for social gatherings and recreational activities. Here, residents can host events, enjoy fitness classes, or simply unwind with neighbors. The clubhouse is complemented by a range of amenities, including a sparkling swimming pool, well-maintained walking trails, and playgrounds for the little ones, ensuring that there's always something to do.

Situated close to major highways, Rolling Oaks offers easy access to the best of Central Florida, including world-famous theme parks, shopping centers, and dining options. The community’s prime location combined with its family-friendly atmosphere makes it a desirable choice for those seeking an active lifestyle with a sense of belonging.

Come discover the charm of Rolling Oaks, where community spirit and modern living intertwine to create an inviting haven in Kissimmee. Your dream home awaits!

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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