Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

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

Rolling Oaks is renowned for its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. Each residence is thoughtfully crafted with modern amenities, spacious layouts, and lush landscaping, creating an inviting atmosphere for residents and their guests. The community’s commitment to safety and privacy is evident with its 24-hour guard service, ensuring peace of mind for all who call Rolling Oaks home.

Residents enjoy an array of community features that enhance the living experience. Take advantage of the scenic walking trails that wind through the neighborhood, perfect for morning strolls or evening jogs. The community also boasts well-maintained parks and recreational areas, offering plenty of space for children to play and families to gather.

Located just minutes away from Kissimmee’s vibrant shopping, dining, and entertainment options, Rolling Oaks provides easy access to all the excitement Central Florida has to offer. Whether you're visiting the world-famous theme parks or exploring local attractions, you’ll find that life in Rolling Oaks is both convenient and fulfilling.

Discover the joys of living in a secure, welcoming community. Experience the beauty and charm of Rolling Oaks—where your dream home awaits!

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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