Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, a serene and picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This enchanting community is designed for those who appreciate the finer things in life, offering a perfect blend of comfort, security, and style.

Rolling Oaks is renowned for its beautifully crafted homes that boast a variety of architectural styles, catering to diverse tastes and preferences. Each residence is thoughtfully designed, featuring spacious layouts, modern amenities, and lush landscaping that enhances the overall aesthetic of the neighborhood. Whether you’re a growing family, a first-time homebuyer, or looking to downsize, Rolling Oaks has something for everyone.

One of the standout features of this subdivision is its gated amenities, providing residents with an added layer of security and peace of mind. The gated entrance ensures that only residents and their guests have access, creating a safe and inviting environment for families and individuals alike. Inside the community, you’ll find beautifully maintained common areas, walking trails, and recreational facilities that encourage an active lifestyle and foster a close-knit community spirit.

Living in Rolling Oaks means you’re just minutes away from the vibrant attractions of Kissimmee, including shopping, dining, and entertainment options. Plus, with easy access to major highways, you can explore all that Central Florida has to offer, from the magical world of theme parks to the stunning natural beauty of nearby lakes and parks.

Discover the charm of Rolling Oaks, where your dream home awaits in a secure, welcoming community!

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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