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 picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This delightful community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone looking to enjoy the best of Florida’s lifestyle.

Rolling Oaks is renowned for its beautifully designed homes, each exuding elegance and comfort. The properties here boast spacious layouts, contemporary finishes, and lush landscaping that enhances the neighborhood’s natural beauty. As a resident, you will appreciate the peace of mind that comes with living in a gated community, complete with 24-hour guard service, ensuring safety and security for you and your loved ones.

Beyond the gates, Rolling Oaks offers a wealth of amenities that cater to a vibrant lifestyle. Enjoy leisurely strolls along the scenic walking trails, take advantage of the community pool on warm sunny days, or engage with neighbors at the clubhouse, which serves as a social hub for events and gatherings. The community's well-maintained parks provide ample space for children to play and families to bond over picnics and outdoor activities.

Conveniently located, Rolling Oaks is just minutes away from the bustling attractions of Kissimmee, including shopping, dining, and entertainment options. Whether you’re seeking adventure at nearby theme parks or a quiet evening at home, Rolling Oaks is the perfect place to call home. Discover the charm and warmth of this exceptional community 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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