Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

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

Rolling Oaks stands out with its beautifully designed homes that cater to a variety of tastes and lifestyles. From spacious single-family residences to elegant townhomes, each property is thoughtfully crafted to provide comfort and style. The architecture reflects a harmonious balance of contemporary and classic designs, ensuring that every home feels like a sanctuary.

One of the key features of Rolling Oaks is its secure gated community, complete with round-the-clock guard services. Residents can enjoy peace of mind knowing their safety is a top priority. The community fosters a friendly atmosphere, encouraging neighbors to connect and build lasting relationships.

In addition to security, Rolling Oaks offers a wealth of amenities that enhance the living experience. Residents can take advantage of beautifully landscaped parks, walking trails, and recreational areas that invite outdoor activities and family gatherings. The community also benefits from its proximity to shopping, dining, and entertainment options, making everyday life convenient and enjoyable.

Whether you’re looking for a vibrant community with engaging social opportunities or a serene retreat to call home, Rolling Oaks in Kissimmee is the perfect place to start your next chapter. Discover the charm and comfort of this exceptional subdivision 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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