Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between. Rolling Oaks is renowned for its lush landscapes, friendly neighbors, and a strong sense of community that welcomes you with open arms.

One of the standout features of Rolling Oaks is its exclusive gated amenities, providing residents with an added layer of security and peace of mind. Imagine coming home to a beautifully landscaped entrance, where you can enjoy the comfort of knowing that your family and belongings are safe. The gated community fosters a sense of privacy while still encouraging camaraderie among residents.

Homes in Rolling Oaks are thoughtfully designed, featuring modern layouts and high-quality finishes that cater to diverse lifestyles. Whether you're looking for a cozy single-family home or a spacious abode for entertaining, you'll find options that suit your needs perfectly. Many properties boast large backyards, perfect for outdoor gatherings or simply enjoying the warm Florida sun.

In addition to its beautiful homes, Rolling Oaks is conveniently located near shopping centers, dining options, and recreational activities. With easy access to major highways, you can explore the enchanting attractions of Kissimmee and beyond, including the world-famous theme parks.

Discover the charm of Rolling Oaks, where community spirit meets modern living, and find your dream home in this delightful gated enclave today!

Newest Rolling Oaks Homes with Gated Amenities

$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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