Rolling Oaks Homes with Restaurant Community Features

Rolling Oaks Homes with Restaurant Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the scenic Osceola County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal destination for families, retirees, and everyone in between.

Rolling Oaks boasts a variety of beautifully designed homes that cater to diverse lifestyles. From spacious single-family residences to modern townhomes, each property is thoughtfully crafted with comfort and style in mind. The lush landscaping and tree-lined streets create an inviting atmosphere that welcomes you home every day.

One of the standout features of Rolling Oaks is its vibrant community spirit, exemplified by the array of amenities available to residents. The community is home to a delightful restaurant, where neighbors gather to enjoy delicious meals and foster connections. Whether you're indulging in a weekend brunch or savoring a dinner with friends, the restaurant serves as a social hub, enhancing the sense of camaraderie among residents.

In addition to dining options, Rolling Oaks is conveniently located near shopping centers, parks, and recreational facilities, ensuring that everything you need is just a stone's throw away. With easy access to major highways, you can explore the attractions of Kissimmee and the greater Orlando area with ease.

If you’re searching for a community that embodies the essence of Florida living, Rolling Oaks is the perfect place to call home. Discover your dream home in this enchanting neighborhood, where comfort, community, and convenience come together seamlessly.

Newest Rolling Oaks Homes with Restaurant Community Features

8117 Surf Street, Kissimmee
$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

Start Your Search