Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, a serene and inviting gated community nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat just moments from the vibrant attractions of Central Florida.

As you enter Rolling Oaks, you’ll be greeted by beautifully landscaped grounds and the reassuring presence of a guard at the entrance, ensuring your safety and peace of mind. The community is thoughtfully designed to foster a sense of belonging and camaraderie among its residents, with tree-lined streets and friendly neighbors creating an inviting atmosphere.

The homes in Rolling Oaks are characterized by their diverse architectural styles, offering something for everyone—from cozy single-family homes to more spacious designs perfect for larger families. Each residence is crafted with quality materials and modern amenities, providing comfort and style in every corner. Many homes feature expansive backyards, perfect for outdoor gatherings or simply enjoying the Florida sunshine.

Residents of Rolling Oaks enjoy a wealth of community amenities, including walking trails, parks, and recreational areas, making it easy to stay active and connected to nature. With easy access to major highways, you’re just a short drive from world-renowned attractions like Walt Disney World and Universal Studios, as well as shopping, dining, and entertainment options.

Experience the charm and security of Rolling Oaks, where your dream home awaits in this delightful gated community. Discover the perfect blend of comfort, convenience, and community spirit in Kissimmee today!

Newest Rolling Oaks Homes with Gated Community - Guard 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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