Rolling Oaks Homes with Security Community Extras

Rolling Oaks Homes with Security Community Extras

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks is known for its beautiful tree-lined streets and meticulously landscaped homes, creating an inviting atmosphere that feels like a true sanctuary. With a variety of architectural styles, from cozy single-family homes to spacious two-story residences, there’s something for everyone in this delightful neighborhood. Each home is designed with comfort and functionality in mind, featuring open floor plans, updated kitchens, and ample outdoor space for entertaining or simply enjoying the Florida sunshine.

One of the standout features of Rolling Oaks is its commitment to safety and security. Residents benefit from a gated community with 24/7 security, ensuring peace of mind for you and your loved ones. The community extras don’t stop there; Rolling Oaks also boasts a range of amenities that enhance the living experience. Enjoy leisurely afternoons at the community pool, take advantage of the well-maintained playgrounds for the kids, or engage in friendly competition at the sports courts.

With its convenient location, Rolling Oaks provides easy access to Kissimmee’s vibrant shopping, dining, and entertainment options, as well as proximity to major highways and attractions such as Walt Disney World and Universal Studios. Discover the perfect blend of comfort, community, and convenience at Rolling Oaks—your dream home awaits!

Newest Rolling Oaks Homes with Security Community Extras

$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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