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 charming Osceola County. This serene community is designed for those who appreciate the perfect blend of tranquility and modern living. Rolling Oaks offers an array of beautifully crafted homes, each showcasing unique architectural styles and spacious layouts that cater to diverse lifestyles.

One of the standout features of Rolling Oaks is its gated amenities, providing residents with an added layer of security and peace of mind. Imagine returning home to a private oasis where safety and comfort reign supreme. The community is thoughtfully designed to foster a sense of belonging, with well-maintained streets and lush landscaping that invites leisurely strolls and outdoor gatherings.

Residents of Rolling Oaks enjoy access to a variety of amenities that enhance the quality of life. From community parks and playgrounds to walking trails and recreational areas, there’s something for everyone to enjoy. Families will appreciate the proximity to highly-rated schools, while nature enthusiasts will find themselves just a short drive from Florida's stunning lakes and parks, perfect for weekend adventures.

With its ideal location, Rolling Oaks is just minutes away from the vibrant attractions of Kissimmee, including shopping, dining, and entertainment options. Whether you’re looking for a cozy family home or a luxurious retreat, Rolling Oaks is the perfect place to call home. Experience the charm and comfort of this exceptional community, where your dream lifestyle awaits!

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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