Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, an exquisite gated community nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming subdivision is designed for those who value both privacy and community, offering a perfect blend of security and serenity.

Rolling Oaks boasts a selection of beautiful homes that cater to a variety of lifestyles and preferences. From spacious single-family residences to elegant townhomes, each property is thoughtfully designed with modern amenities and stylish finishes. The lush landscaping and meticulous attention to detail create an inviting atmosphere that residents are proud to call home.

One of the standout features of Rolling Oaks is its 24-hour guard-gated access, ensuring peace of mind for all residents. The community is not just a neighborhood; it’s a haven where you can enjoy leisurely strolls, engage with friendly neighbors, and partake in community events. The secure environment allows families to thrive, making it an ideal place for children to play and grow.

Residents of Rolling Oaks also benefit from a wealth of amenities designed to enhance their quality of life. Enjoy relaxing afternoons at the community pool, stay active in the fitness center, or unwind at the clubhouse, which serves as a gathering space for social events and activities. With nearby parks, shopping, and dining options, everything you need is just a stone’s throw away.

Discover the charm of Rolling Oaks, where gated security meets community spirit in a beautiful Kissimmee setting. Your dream home awaits in this idyllic subdivision!

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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