Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, a beautiful and serene subdivision nestled in the heart of Kissimmee, Florida. Located in Osceola County, this charming community offers an idyllic blend of comfort, luxury, and security, making it an ideal place for families and individuals alike.

Rolling Oaks is renowned for its stunning homes, each designed with modern living in mind. The subdivision features a variety of architectural styles, ensuring that there’s something to suit every taste and lifestyle. From spacious single-family homes to elegantly appointed residences, each property is crafted with quality materials and thoughtful details. Many homes come equipped with lush landscaping, private yards, and inviting outdoor spaces perfect for entertaining or enjoying the Florida sunshine.

One of the standout features of Rolling Oaks is its gated amenities. Residents can take advantage of the added peace of mind that comes with living in a gated community, where security is a top priority. The well-maintained entrance provides a sense of exclusivity while fostering a welcoming atmosphere among neighbors.

In addition to the security features, Rolling Oaks boasts a range of community amenities designed for leisure and recreation. Residents can enjoy access to parks, walking trails, and communal spaces that encourage an active and engaged lifestyle. The proximity to local attractions, shopping, dining, and entertainment ensures that everything you need is just a stone's throw away.

Experience the charm and tranquility of Rolling Oaks, where your dream home awaits in this picturesque Kissimmee community. Discover a lifestyle defined by comfort, security, and the warmth of community living.

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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