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 serene living and modern conveniences, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks is known for its beautifully designed homes that cater to diverse lifestyles, featuring spacious layouts, contemporary finishes, and lush landscaping. Each residence is thoughtfully crafted to provide comfort and style, ensuring that you find the perfect place to call home. The community prides itself on its gated amenities, offering residents an added layer of security and peace of mind.

As you stroll through Rolling Oaks, you'll discover beautifully manicured common areas, inviting walking paths, and recreational spaces that foster a sense of community and connection. The gated entrance not only enhances privacy but also creates a welcoming atmosphere for neighbors and visitors alike.

Living in Rolling Oaks means you’re just minutes away from the exciting attractions of Kissimmee, including world-renowned theme parks, shopping centers, and delightful dining options. Yet, when you return home, you’ll feel a world away from the hustle and bustle, surrounded by the tranquil beauty of Florida’s nature.

Whether you’re seeking a family-friendly environment or a peaceful retreat, Rolling Oaks offers the best of both worlds. Come explore this enchanting community and discover why so many are proud to call Rolling Oaks their home!

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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